MiMeDB: Showing metabocard for gamma-Glutamylcysteine (MMDBc0029535)

Microbial

Plant

Animal

Pharmaceutical

Xenobiotic

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:31:23 UTC

Update Date

2024-10-13 08:41:30 UTC

Metabolite ID

MMDBc0029535

Metabolite Identification

Common Name

gamma-Glutamylcysteine

Description

G-Glutamylcysteine is a product of enzyme glutamate-cysteine ligase [EC 6.3.2.2] and a substrate of enzyme glutathione synthase [EC 6.3.2.3] in glutamate metabolism pathway (KEGG).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0001049
     RDKit          3D
gamma-Glutamylcysteine
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.4175   -0.8773    1.1524 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1856   -0.8558   -0.2752 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0145    0.0917   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8416   -0.4624    0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769    0.3490    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200    1.3974   -0.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677   -0.0498    0.7621 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066    0.6750    0.6946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8873   -0.1533    0.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3213   -0.5498   -1.6519 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386    1.2069    2.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053    1.0538    3.0731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4229    1.9233    2.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978   -0.4436   -0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4334   -0.1727   -0.3089 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104   -0.3209   -2.3507 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8995   -1.6319    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    0.0633    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379   -1.8635   -0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256    1.0698   -0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8285    0.2650   -1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6127   -1.4681   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415   -0.6151    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5500   -0.9215    1.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148    1.5747    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0185   -1.0744    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8313    0.4027   -0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5074   -1.9166   -1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5509    2.7720    1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9562    0.5321   -2.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  6
  9 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 16 30  1  0
M  END


  Mrv1652309042000172D          

 16 15  0  0  0  0            999 V2000
    0.7985   -0.4610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5129   -0.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419    0.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9419   -0.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6564   -0.4610    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275   -0.4610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2275   -1.2860    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840   -0.0485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840    0.7765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304   -1.2860    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3449   -1.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3449   -2.5235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0593   -1.2860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7986   -1.2860    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0840   -1.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304   -0.4610    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 16  8  1  0  0  0  0
  8  1  1  0  0  0  0
  1  2  1  0  0  0  0
  2  6  1  0  0  0  0
  6  4  1  0  0  0  0
  4  3  2  0  0  0  0
  4  5  1  0  0  0  0
  6  7  1  1  0  0  0
  8  9  2  0  0  0  0
 10 16  1  1  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
 11 13  1  0  0  0  0
 11 12  2  0  0  0  0
 15 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029535

> <DATABASE_NAME>
MIME

> <SMILES>
N[C@@H](CCC(=O)N[C@@H](CS)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1

> <INCHI_KEY>
RITKHVBHSGLULN-WHFBIAKZSA-N

> <FORMULA>
C8H14N2O5S

> <MOLECULAR_WEIGHT>
250.272

> <EXACT_MASS>
250.062342258

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.361346952294173

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-2.53

> <JCHEM_LOGP>
-3.772310175782215

> <ALOGPS_LOGS>
-1.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.7783691650062323

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9096914223488342

> <JCHEM_PKA_STRONGEST_BASIC>
9.239048816239574

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
56.311400000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
gamma-glutamylcysteine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001049
     RDKit          3D
gamma-Glutamylcysteine
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.4175   -0.8773    1.1524 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1856   -0.8558   -0.2752 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0145    0.0917   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8416   -0.4624    0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769    0.3490    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200    1.3974   -0.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677   -0.0498    0.7621 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066    0.6750    0.6946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8873   -0.1533    0.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3213   -0.5498   -1.6519 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386    1.2069    2.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053    1.0538    3.0731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4229    1.9233    2.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978   -0.4436   -0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4334   -0.1727   -0.3089 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104   -0.3209   -2.3507 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8995   -1.6319    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    0.0633    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379   -1.8635   -0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256    1.0698   -0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8285    0.2650   -1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6127   -1.4681   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415   -0.6151    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5500   -0.9215    1.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148    1.5747    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0185   -1.0744    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8313    0.4027   -0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5074   -1.9166   -1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5509    2.7720    1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9562    0.5321   -2.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  6
  9 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       1.491  -0.861   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.824  -0.091   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.492   1.449   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       5.492  -0.091   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.825  -0.861   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.158  -0.861   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       4.158  -2.401   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       0.157  -0.091   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.157   1.449   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.177  -2.401   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.510  -3.171   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.510  -4.711   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -3.844  -2.401   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0       1.491  -2.401   0.000  0.00  0.00           S+0
HETATM   15  C   UNK     0       0.157  -3.171   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -1.177  -0.861   0.000  0.00  0.00           N+0
CONECT    1    8    2                                                       
CONECT    2    1    6                                                       
CONECT    3    4                                                            
CONECT    4    6    3    5                                                  
CONECT    5    4                                                            
CONECT    6    2    4    7                                                  
CONECT    7    6                                                            
CONECT    8   16    1    9                                                  
CONECT    9    8                                                            
CONECT   10   16   11   15                                                  
CONECT   11   10   13   12                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   15                                                            
CONECT   15   10   14                                                       
CONECT   16    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0001049
HETATM    1  N1  UNL     1       3.417  -0.877   1.152  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.186  -0.856  -0.275  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.015   0.092  -0.512  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.842  -0.462   0.239  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.377   0.349   0.108  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.320   1.397  -0.599  1.00  0.00           O  
HETATM    7  N2  UNL     1      -1.568  -0.050   0.762  1.00  0.00           N  
HETATM    8  C5  UNL     1      -2.807   0.675   0.695  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.887  -0.153   0.028  1.00  0.00           C  
HETATM   10  S1  UNL     1      -3.321  -0.550  -1.652  1.00  0.00           S  
HETATM   11  C7  UNL     1      -3.239   1.207   2.002  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.605   1.054   3.073  1.00  0.00           O  
HETATM   13  O3  UNL     1      -4.423   1.923   2.049  1.00  0.00           O  
HETATM   14  C8  UNL     1       4.398  -0.444  -0.974  1.00  0.00           C  
HETATM   15  O4  UNL     1       5.433  -0.173  -0.309  1.00  0.00           O  
HETATM   16  O5  UNL     1       4.510  -0.321  -2.351  1.00  0.00           O  
HETATM   17  H1  UNL     1       2.900  -1.632   1.628  1.00  0.00           H  
HETATM   18  H2  UNL     1       3.217   0.063   1.543  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.838  -1.863  -0.587  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.326   1.070  -0.056  1.00  0.00           H  
HETATM   21  H5  UNL     1       1.828   0.265  -1.575  1.00  0.00           H  
HETATM   22  H6  UNL     1       0.613  -1.468  -0.217  1.00  0.00           H  
HETATM   23  H7  UNL     1       1.141  -0.615   1.285  1.00  0.00           H  
HETATM   24  H8  UNL     1      -1.550  -0.921   1.329  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.615   1.575   0.041  1.00  0.00           H  
HETATM   26  H10 UNL     1      -4.019  -1.074   0.636  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.831   0.403  -0.004  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.507  -1.917  -1.931  1.00  0.00           H  
HETATM   29  H13 UNL     1      -4.551   2.772   1.485  1.00  0.00           H  
HETATM   30  H14 UNL     1       4.956   0.532  -2.713  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3   14   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6    6    7
CONECT    7    8   24
CONECT    8    9   11   25
CONECT    9   10   26   27
CONECT   10   28
CONECT   11   12   12   13
CONECT   13   29
CONECT   14   15   15   16
CONECT   16   30
END

HMDB0001049
     RDKit          3D
gamma-Glutamylcysteine
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.4175   -0.8773    1.1524 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1856   -0.8558   -0.2752 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0145    0.0917   -0.5115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8416   -0.4624    0.2391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3769    0.3490    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200    1.3974   -0.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677   -0.0498    0.7621 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8066    0.6750    0.6946 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8873   -0.1533    0.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3213   -0.5498   -1.6519 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2386    1.2069    2.0021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6053    1.0538    3.0731 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4229    1.9233    2.0493 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3978   -0.4436   -0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4334   -0.1727   -0.3089 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5104   -0.3209   -2.3507 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8995   -1.6319    1.6277 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2167    0.0633    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8379   -1.8635   -0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3256    1.0698   -0.0557 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8285    0.2650   -1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6127   -1.4681   -0.2172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415   -0.6151    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5500   -0.9215    1.3286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6148    1.5747    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0185   -1.0744    0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8313    0.4027   -0.0042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5074   -1.9166   -1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5509    2.7720    1.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9562    0.5321   -2.7134 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  1  0
 11 12  2  0
 11 13  1  0
  2 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  6
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  7 24  1  0
  8 25  1  6
  9 26  1  0
  9 27  1  0
 10 28  1  0
 13 29  1  0
 16 30  1  0
M  END

Synonyms

Value	Source
5-L-Glutamyl-L-cysteine	ChEBI
gamma-Glu-cys	ChEBI
gamma-L-Glutamyl-L-cysteine	ChEBI
L-gamma-Glutamylcysteine	ChEBI
g-Glu-cys	Generator
Γ-glu-cys	Generator
g-L-Glutamyl-L-cysteine	Generator
Γ-L-glutamyl-L-cysteine	Generator
L-g-Glutamylcysteine	Generator
L-Γ-glutamylcysteine	Generator
g-Glutamylcysteine	Generator
Γ-glutamylcysteine	Generator
Γ-L-glu-L-cys	HMDB
L-Γ-glutamyl-L-cysteine	HMDB
N-Γ-glutamylcysteine	HMDB
N-L-Γ-glutamylcysteine	HMDB
N-L-Γ-glutamyl-L-cysteine	HMDB
gamma-L-Glu-L-cys	HMDB
L-gamma-Glutamyl-L-cysteine	HMDB
N-gamma-Glutamylcysteine	HMDB
N-L-gamma-Glutamylcysteine	HMDB
N-L-gamma-Glutamyl-L-cysteine	HMDB
5-L-Glutamylcysteine	HMDB
H-gamma-Glu-cys-OH	HMDB
L-g-Glutamyl-L-cysteine	HMDB
N-Γ-L-glutamyl-L-cysteine	HMDB
gamma-Glutamylcysteine	HMDB

Molecular Formula

C₈H₁₄N₂O₅S

Average Mass

250.272

Monoisotopic Mass

250.062342258

IUPAC Name

(2S)-2-amino-4-{[(1R)-1-carboxy-2-sulfanylethyl]carbamoyl}butanoic acid

Traditional Name

gamma-glutamylcysteine

CAS Registry Number

636-58-8

SMILES

N[C@@H](CCC(=O)N[C@@H](CS)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C8H14N2O5S/c9-4(7(12)13)1-2-6(11)10-5(3-16)8(14)15/h4-5,16H,1-3,9H2,(H,10,11)(H,12,13)(H,14,15)/t4-,5-/m0/s1

InChI Key

RITKHVBHSGLULN-WHFBIAKZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cysteine or derivatives
Alpha-amino acid
L-alpha-amino acid
Fatty acid
Dicarboxylic acid or derivatives
Amino acid
Alkylthiol
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organosulfur compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Carbonyl group
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

gamma-glutamylcysteine (CHEBI:17515 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.62 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-3.8	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.91	ChemAxon
pKa (Strongest Basic)	9.24	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	56.31 m³·mol⁻¹	ChemAxon
Polarizability	23.36 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-054t-1920100000-5ce9a082971db6d9e2e9	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-054t-1920100000-5ce9a082971db6d9e2e9	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-053u-9630000000-344be03dbe2132b00c88	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00b9-8494000000-88b1eea1e1badaee084b	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0udi-0090000000-50bd1555ededc1afde80	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0udi-0290000000-385ca433f03af7530f47	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0ue9-5490000000-95d45a9cd2bb6249d3a2	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-001i-9510000000-5f29ca903abe05256c83	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-001i-9510000000-5f29ca903abe05256c83	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0002-1490000000-bfce673369358b8079e9	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0690000000-c49357f0d28683125b6d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-002b-2490000000-41c54aabf6acd4d3b53e	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-014j-9050000000-1137fb3c62232376669c	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05fr-1790000000-2aaa1344429a2297cc6b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-4920000000-4ad42780853d5599c05b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fr-9400000000-b67fd0eaf646aa8f47b3	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000t-1390000000-e723899e4ca71bda7600	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00sj-3960000000-9a2f96ad7d24e7546315	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00e9-9300000000-e14b428bbb5b63d3ae06	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00b9-0910000000-302a05e4e453b27bad64	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004j-3900000000-da869ba294aa1d1e7c49	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000x-9100000000-4bc7ff3637ea175068f0	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0zmi-0960000000-675f718188f5caad73ab	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9600000000-13ddc5ab8de093dd11ab	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9100000000-8b8a5550fa1112649784	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (retained)	2025-10-23	561.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	382.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	47.0
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	258.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	288.4
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	272.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	928.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	901.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	937.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	156.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	410.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	166.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	47.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	442.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	572.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	66.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	203.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	918.2
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	613.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	gamma-Glutamylcysteine_TMS_1	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-23	2009.62
Gas Chromatography	gamma-Glutamylcysteine_TMS_2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)O	standard non polar	2025-10-23	1709.19
Gas Chromatography	gamma-Glutamylcysteine_TMS_3	C[Si](C)(C)SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O	standard non polar	2025-10-23	2606.78
Gas Chromatography	gamma-Glutamylcysteine_TMS_4	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)O)C(=O)O	standard non polar	2025-10-23	2191.77
Gas Chromatography	gamma-Glutamylcysteine_TMS_5	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CS)C(=O)O	standard non polar	2025-10-23	2653.39
Gas Chromatography	gamma-Glutamylcysteine_TMS_6	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1324.71
Gas Chromatography	gamma-Glutamylcysteine_TMS_7	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard non polar	2025-10-23	1682.37
Gas Chromatography	gamma-Glutamylcysteine_TMS_8	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1558.04
Gas Chromatography	gamma-Glutamylcysteine_TMS_9	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-23	1620.29
Gas Chromatography	gamma-Glutamylcysteine_TMS_10	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2336.43
Gas Chromatography	gamma-Glutamylcysteine_TMS_11	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1741.54
Gas Chromatography	gamma-Glutamylcysteine_TMS_12	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-23	2633.0
Gas Chromatography	gamma-Glutamylcysteine_TMS_13	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O)C(=O)O	standard non polar	2025-10-23	1525.28
Gas Chromatography	gamma-Glutamylcysteine_TMS_14	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-23	2512.24
Gas Chromatography	gamma-Glutamylcysteine_TMS_15	C[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CS)C(=O)O)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-23	2482.66
Gas Chromatography	gamma-Glutamylcysteine_TMS_16	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2428.78
Gas Chromatography	gamma-Glutamylcysteine_TMS_17	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2188.96
Gas Chromatography	gamma-Glutamylcysteine_TMS_18	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1696.88
Gas Chromatography	gamma-Glutamylcysteine_TMS_19	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2146.5
Gas Chromatography	gamma-Glutamylcysteine_TMS_20	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	2760.22
Gas Chromatography	gamma-Glutamylcysteine_TMS_21	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-23	2104.63
Gas Chromatography	gamma-Glutamylcysteine_TMS_22	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1735.21
Gas Chromatography	gamma-Glutamylcysteine_TMS_23	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1964.66
Gas Chromatography	gamma-Glutamylcysteine_TMS_24	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2270.02
Gas Chromatography	gamma-Glutamylcysteine_TMS_25	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-23	1632.62
Gas Chromatography	gamma-Glutamylcysteine_TMS_26	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CS)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1918.42
Gas Chromatography	gamma-Glutamylcysteine_TMS_27	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1860.47
Gas Chromatography	gamma-Glutamylcysteine_TMS_28	C[Si](C)(C)SC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1069.42
Gas Chromatography	gamma-Glutamylcysteine_TMS_29	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1492.15
Gas Chromatography	gamma-Glutamylcysteine_TMS_30	C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CS)C(=O)O	standard non polar	2025-10-23	2716.25
Gas Chromatography	gamma-Glutamylcysteine_TMS_31	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2099.21
Gas Chromatography	gamma-Glutamylcysteine_TMS_32	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1764.98
Gas Chromatography	gamma-Glutamylcysteine_TMS_33	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1855.73
Gas Chromatography	gamma-Glutamylcysteine_TMS_34	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2207.36
Gas Chromatography	gamma-Glutamylcysteine_TMS_35	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2608.09
Gas Chromatography	gamma-Glutamylcysteine_TMS_36	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-23	1842.14
Gas Chromatography	gamma-Glutamylcysteine_TMS_37	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1617.35
Gas Chromatography	gamma-Glutamylcysteine_TMS_38	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1721.71
Gas Chromatography	gamma-Glutamylcysteine_TMS_39	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2432.0
Gas Chromatography	gamma-Glutamylcysteine_TMS_40	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1763.51
Gas Chromatography	gamma-Glutamylcysteine_TMS_41	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2577.42
Gas Chromatography	gamma-Glutamylcysteine_TMS_42	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	3028.43
Gas Chromatography	gamma-Glutamylcysteine_TMS_43	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2203.98
Gas Chromatography	gamma-Glutamylcysteine_TMS_44	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2036.66
Gas Chromatography	gamma-Glutamylcysteine_TMS_45	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1210.77
Gas Chromatography	gamma-Glutamylcysteine_TMS_46	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1284.76
Gas Chromatography	gamma-Glutamylcysteine_TMS_47	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	3422.73
Gas Chromatography	gamma-Glutamylcysteine_TMS_1	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-23	2022.13
Gas Chromatography	gamma-Glutamylcysteine_TMS_2	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)O	standard polar	2025-10-23	2233.64
Gas Chromatography	gamma-Glutamylcysteine_TMS_3	C[Si](C)(C)SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)O	standard polar	2025-10-23	2019.08
Gas Chromatography	gamma-Glutamylcysteine_TMS_4	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)O)C(=O)O	standard polar	2025-10-23	2148.88
Gas Chromatography	gamma-Glutamylcysteine_TMS_5	C[Si](C)(C)N(C(=O)CC[C@H](N)C(=O)O)[C@@H](CS)C(=O)O	standard polar	2025-10-23	1938.03
Gas Chromatography	gamma-Glutamylcysteine_TMS_6	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2655.77
Gas Chromatography	gamma-Glutamylcysteine_TMS_7	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)CC[C@H](N)C(=O)O	standard polar	2025-10-23	1598.35
Gas Chromatography	gamma-Glutamylcysteine_TMS_8	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1741.06
Gas Chromatography	gamma-Glutamylcysteine_TMS_9	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard polar	2025-10-23	1703.59
Gas Chromatography	gamma-Glutamylcysteine_TMS_10	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2109.53
Gas Chromatography	gamma-Glutamylcysteine_TMS_11	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)O)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2070.05
Gas Chromatography	gamma-Glutamylcysteine_TMS_12	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C	standard polar	2025-10-23	2850.11
Gas Chromatography	gamma-Glutamylcysteine_TMS_13	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O)C(=O)O	standard polar	2025-10-23	2621.17
Gas Chromatography	gamma-Glutamylcysteine_TMS_14	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard polar	2025-10-23	2160.22
Gas Chromatography	gamma-Glutamylcysteine_TMS_15	C[Si](C)(C)N([C@@H](CCC(=O)N[C@@H](CS)C(=O)O)C(=O)O)[Si](C)(C)C	standard polar	2025-10-23	2081.19
Gas Chromatography	gamma-Glutamylcysteine_TMS_16	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1796.82
Gas Chromatography	gamma-Glutamylcysteine_TMS_17	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	3315.93
Gas Chromatography	gamma-Glutamylcysteine_TMS_18	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2489.3
Gas Chromatography	gamma-Glutamylcysteine_TMS_19	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2219.53
Gas Chromatography	gamma-Glutamylcysteine_TMS_20	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2088.69
Gas Chromatography	gamma-Glutamylcysteine_TMS_21	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)CC[C@H](N)C(=O)O)[Si](C)(C)C	standard polar	2025-10-23	2577.45
Gas Chromatography	gamma-Glutamylcysteine_TMS_22	C[Si](C)(C)OC(=O)[C@H](CS)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1838.91
Gas Chromatography	gamma-Glutamylcysteine_TMS_23	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2227.13
Gas Chromatography	gamma-Glutamylcysteine_TMS_24	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2161.0
Gas Chromatography	gamma-Glutamylcysteine_TMS_25	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C	standard polar	2025-10-23	2311.83
Gas Chromatography	gamma-Glutamylcysteine_TMS_26	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CS)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2804.39
Gas Chromatography	gamma-Glutamylcysteine_TMS_27	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2559.99
Gas Chromatography	gamma-Glutamylcysteine_TMS_28	C[Si](C)(C)SC[C@H](NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2462.1
Gas Chromatography	gamma-Glutamylcysteine_TMS_29	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	2489.78
Gas Chromatography	gamma-Glutamylcysteine_TMS_30	C[Si](C)(C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CS)C(=O)O	standard polar	2025-10-23	1782.57
Gas Chromatography	gamma-Glutamylcysteine_TMS_31	C[Si](C)(C)N[C@@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1226.95
Gas Chromatography	gamma-Glutamylcysteine_TMS_32	C[Si](C)(C)OC(=O)[C@@H](N)CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2732.43
Gas Chromatography	gamma-Glutamylcysteine_TMS_33	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CS)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2941.23
Gas Chromatography	gamma-Glutamylcysteine_TMS_34	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1089.8
Gas Chromatography	gamma-Glutamylcysteine_TMS_35	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)NC(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1698.08
Gas Chromatography	gamma-Glutamylcysteine_TMS_36	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-23	1122.39
Gas Chromatography	gamma-Glutamylcysteine_TMS_37	C[Si](C)(C)OC(=O)[C@H](CS)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	777.679
Gas Chromatography	gamma-Glutamylcysteine_TMS_38	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1672.49
Gas Chromatography	gamma-Glutamylcysteine_TMS_39	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1323.91
Gas Chromatography	gamma-Glutamylcysteine_TMS_40	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CS)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2993.52
Gas Chromatography	gamma-Glutamylcysteine_TMS_41	C[Si](C)(C)SC[C@@H](C(=O)O)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2042.86
Gas Chromatography	gamma-Glutamylcysteine_TMS_42	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N[C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1735.91
Gas Chromatography	gamma-Glutamylcysteine_TMS_43	C[Si](C)(C)N[C@@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2649.18
Gas Chromatography	gamma-Glutamylcysteine_TMS_44	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CS)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1807.58
Gas Chromatography	gamma-Glutamylcysteine_TMS_45	C[Si](C)(C)OC(=O)[C@H](CS[Si](C)(C)C)N(C(=O)CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2264.97
Gas Chromatography	gamma-Glutamylcysteine_TMS_46	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2603.48
Gas Chromatography	gamma-Glutamylcysteine_TMS_47	C[Si](C)(C)OC(=O)[C@H](CCC(=O)N([C@@H](CS[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2340.24

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Feces
Fibroblasts
Neuron
Placenta
Prostate
Urine

Tissue Locations

Fibroblasts
Neuron
Placenta
Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192166	Glutamate--cysteine ligase catalytic subunit	Enzyme	P48506	Homo sapiens
MMDBp0192331	Glutaminyl-peptide cyclotransferase	Unknown	Q16769	Homo sapiens
MMDBp0192411	Glutathione synthetase	Enzyme	P48637	Homo sapiens
MMDBp0196046	Gamma-glutamylcyclotransferase	Enzyme	O75223	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
Glutathione Metabolism II		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Pseudomonas aeruginosa PA7 Acinetobacter sp. ADP1 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Ochrobactrum anthropi Pseudomonas stutzeri Klebsiella pneumoniae Bacillus cereus Pseudomonas fluorescens Pf-5 Bacillus amyloliquefaciens Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium acetobutylicum ATCC 824 Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium perfringens Rhodospirillum rubrum ATCC 11170 Methanoculleus marisnigri Lactobacillus fermentum IFO 3956 Aromatoleum aromaticum EbN1 Shewanella denitrificans OS217 Acinetobacter baumannii Bacillus cereus AH187 (F4810/72) Bifidobacterium adolescentis Clostridium beijerinckii NCIMB 8052 Clostridium perfringens ATCC 13124 Enterococcus faecalis Enterococcus hirae ATCC 9790 Haemophilus parainfluenzae T3T1 Limosilactobacillus fermentum Lactobacillus reuteri Methylobacterium nodulans Ochrobactrum anthropi ATCC 49188 Ochrobactrum intermedium LMG 3301 Streptococcus salivarius lactobacillus vaginalis Buchnera aphidicola Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Methylococcus capsulatus Moraxella catarrhalis Neisseria flavescens Neisseria gonorrhoeae Neisseria mucosa Acidiphilium cryptum Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio cholerae Vibrio vulnificus Acidithiobacillus ferrooxidans Rhodopseudomonas palustris Leuconostoc mesenteroides Streptococcus gordonii Streptococcus sanguinis Streptococcus mutans Streptococcus agalactiae Streptococcus equinus Streptococcus uberis Enterococcus gallinarum Clostridium butyricum Weissella confusa Lactobacillus plantarum Lactobacillus sakei Lactobacillus coryniformis Lactobacillus salivarius Listeria monocytogenes Methanosphaera stadtmanae Xylella fastidiosa Roseobacter denitrificans Neisseria subflava Enterococcus avium Thiobacillus denitrificans Enterococcus casseliflavus Stenotrophomonas maltophilia Enterococcus cecorum Streptococcus cristatus Enterococcus durans Burkholderia vietnamiensis Sodalis glossinidius Methanocaldococcus infernus Enterobacter cancerogenus Methanocaldococcus vulcanius Streptococcus constellatus Methanocaldococcus fervens Methanobrevibacter ruminantium Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Leuconostoc kimchii Streptococcus lutetiensis Burkholderia ambifaria Ilyobacter polytropus Alicycliphilus denitrificans Shewanella denitrificans Methylocella silvestris Escherichia albertii Lactobacillus gastricus Lactobacillus antri Streptococcus gallolyticus Agrobacterium tumefaciens Clostridium beijerinckii Enterococcus faecium Enterococcus hirae Gemella sanguinis Haemophilus parainfluenzae Klebsiella variicola Leuconostoc citreum Streptococcus parasanguinis Streptococcus suis Streptococcus thermophiles Gemella haemolysans Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Agrobacterium tumefaciens str. C58 Bacillus cereus AH820 Bacillus cereus Q1 Bartonella quintana str. Toulouse Bradyrhizobium japonicum USDA 110 Buchnera aphidicola str. APS (Acyrthosiphon pisum) Buchnera aphidicola str. Sg (Schizaphis graminum) Buchnera aphidicola str. Bp (Baizongia pistaciae) Buchnera aphidicola str. 5A (Acyrthosiphon pisum) Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Clostridium sp. SY8519 Clostridium perfringens SM101 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Haemophilus influenzae PittGG Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Kytococcus sedentarius DSM 20547 Lactobacillus plantarum WCFS1 Lactobacillus salivarius UCC118 Lactobacillus sakei subsp. sakei 23K Lactobacillus brevis ATCC 367 Lactobacillus reuteri DSM 20016 Lactobacillus reuteri SD2112 Laribacter hongkongensis HLHK9 Leuconostoc mesenteroides subsp. mesenteroides ATCC 8293 Mesorhizobium loti MAFF303099 Methanobrevibacter ruminantium M1 Methanosphaera stadtmanae DSM 3091 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Micrococcus luteus NCTC 2665 Neisseria gonorrhoeae FA 1090 Neisseria meningitidis MC58 Neisseria meningitidis Z2491 Neisseria meningitidis FAM18 Neisseria gonorrhoeae NCCP11945 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhizobium leguminosarum bv. trifolii WSM2304 Ruminococcus albus 7 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Streptococcus agalactiae 2603V/R Streptococcus mutans UA159 Streptococcus agalactiae NEM316 Streptococcus thermophilus LMG 18311 Streptococcus sanguinis SK36 Streptococcus gordonii str. Challis substr. CH1 Streptococcus uberis 0140J Sulfolobus solfataricus P2 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Parabacteroides johnsonii DSM 18315 Cetobacterium somerae ATCC BAA-474 Bartonella quintana Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Rhizobium etli Azorhizobium caulinodans Xanthobacter autotrophicus Ehrlichia chaffeensis Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Laribacter hongkongensis Eikenella corrodens Eikenella corrodens ATCC 23834 Kingella oralis Kingella oralis ATCC 51147 Neisseria cinerea ATCC 14685 Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Neisseria macacae Neisseria macacae ATCC 33926 Neisseria meningitidis Neisseria mucosa ATCC 25996 Neisseria subflava NJ9703 Nitrosospira multiformis Methyloversatilis universalis Methyloversatilis universalis FAM5 Aeromonas caviae Aeromonas media Aeromonas veronii Allochromatium vinosum Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Legionella pneumophila Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Francisella tularensis Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Leptospira interrogans Acetomicrobium hydrogeniformans Listeria grayi Listeria grayi DSM 20601 Listeria monocytogenes 10403S Gemella haemolysans ATCC 10379 Exiguobacterium aurantiacum Enterococcus asini ATCC 700915 Enterococcus caccae ATCC BAA-1240 Enterococcus casseliflavus ATCC 12755 Enterococcus cecorum DSM 20682 = ATCC 43198 Enterococcus dispar ATCC 51266 Enterococcus phoeniculicola ATCC BAA-412 Lactobacillus hilgardii DSM 20176 = ATCC 8290 Lactobacillus salivarius DSM 20555 = ATCC 11741 Lactobacillus antri DSM 16041 Lactobacillus coleohominis 101-4-CHN Lactobacillus gastricus PS3 Lactobacillus mucosae LM1 Lactobacillus vaginalis DSM 5837 = ATCC 49540 Lactobacillus reuteri CF48-3A Lactobacillus reuteri MM4-1A Lactobacillus coryniformis subsp. coryniformis CECT 5711 Leuconostoc mesenteroides subsp. cremoris ATCC 19254 Weissella cibaria Weissella paramesenteroides Weissella paramesenteroides ATCC 33313 Lactococcus garvieae Streptococcus constellatus subsp. pharyngis SK1060 = CCUG 46377 Streptococcus australis ATCC 700641 Streptococcus equinus ATCC 9812 Streptococcus lutetiensis 033 Streptococcus vestibularis F0396 Clostridium butyricum E4 str. BoNT E BL5262 Clostridium celatum DSM 1785 Clostridium sartagoforme AAU1 Pseudoramibacter alactolyticus ATCC 23263 Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Shewanella frigidimarina NCIMB 400 Leuconostoc citreum KM20 Streptococcus pasteurianus ATCC 43144 Streptococcus suis GZ1 Amycolatopsis mediterranei U32 Clostridium cellulolyticum H10 Exiguobacterium sp. AT1b Frankia sp. EuI1c Intrasporangium calvum DSM 43043 Leuconostoc kimchii IMSNU 11154 Listeria innocua Clip11262 Listeria welshimeri serovar 6b str. SLCC5334 Natranaerobius thermophilus JW/NM-WN-LF Streptococcus suis BM407 Streptococcus gallolyticus UCN34 Paraburkholderia graminis C4D1M Leuconostoc mesenteroides subsp. cremoris Anaerobutyricum hallii DSM 3353 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Acaryochloris marina MBIC11017 Acidiphilium cryptum JF-5 Acidiphilium multivorum AIU301 Acidithiobacillus ferrooxidans ATCC 23270 Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Anabaena variabilis ATCC 29413 Anaplasma phagocytophilum HZ Anaplasma marginale str. Florida Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ Bartonella bacilliformis KC583 Bartonella tribocorum CIP 105476 Bartonella grahamii as4aup Mannheimia succiniciproducens MBEL55E Beijerinckia indica subsp. indica ATCC 9039 Bordetella petrii DSM 12804 Bordetella avium 197N Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella ovis ATCC 25840 Brucella canis ATCC 23365 Brucella suis ATCC 23445 Brucella abortus S19 Brucella melitensis ATCC 23457 Brucella microti CCM 4915 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Burkholderia rhizoxinica HKI 454 Candidatus Hamiltonella defensa 5AT (Acyrthosiphon pisum) Candidatus Liberibacter asiaticus str. psy62 Candidatus Pelagibacter ubique HTCC1062 Candidatus Riesia pediculicola USDA Caulobacter crescentus CB15 Caulobacter crescentus NA1000 Caulobacter segnis ATCC 21756 Cellulophaga algicola DSM 14237 Clostridium lentocellum DSM 5427 Cellvibrio japonicus Ueda107 Chromohalobacter salexigens DSM 3043 Citrobacter rodentium ICC168 Colwellia psychrerythraea 34H Coxiella burnetii RSA 493 Coxiella burnetii Dugway 5J108-111 Cronobacter turicensis z3032 Cupriavidus metallidurans CH34 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Cyanothece sp. ATCC 51142 Cyanothece sp. PCC 8801 Cyanothece sp. PCC 7424 Desulfotalea psychrophila LSv54 Dichelobacter nodosus VCS1703A Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Dinoroseobacter shibae DFL 12 Edwardsiella ictaluri 93-146 Ehrlichia ruminantium str. Welgevonden Ehrlichia chaffeensis str. Arkansas Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia tasmaniensis Et1/99 Erwinia amylovora CFBP1430 Erwinia billingiae Eb661 Erythrobacter litoralis HTCC2594 Ferrimonas balearica DSM 9799 Francisella tularensis subsp. holarctica LVS Gloeobacter violaceus PCC 7421 Gluconacetobacter diazotrophicus PAl 5 Gluconobacter oxydans 621H Gramella forsetii KT0803 Granulibacter bethesdensis CGDNIH1 Haemophilus influenzae F3047 Hahella chejuensis KCTC 2396 Haliangium ochraceum DSM 14365 Halorhodospira halophila SL1 Halothiobacillus neapolitanus c2 Herminiimonas arsenicoxydans Hyphomonas neptunium ATCC 15444 Idiomarina loihiensis L2TR Ilyobacter polytropus DSM 2926 Isosphaera pallida ATCC 43644 Jannaschia sp. CCS1 Janthinobacterium sp. Marseille Klebsiella pneumoniae 342 Legionella pneumophila subsp. pneumophila str. Philadelphia 1 Legionella pneumophila str. Lens Legionella longbeachae NSW150 Leptospira borgpetersenii serovar Hardjo-bovis JB197 Leptothrix cholodnii SP-6 Magnetospirillum magneticum AMB-1 Maricaulis maris MCS10 Marinobacter aquaeolei VT8 Marinomonas mediterranea MMB-1 Marinomonas posidonica IVIA-Po-181 Methanocaldococcus fervens AG86 Methanocaldococcus vulcanius M7 Methanocaldococcus infernus ME Methanoculleus marisnigri JR1 Methylibium petroleiphilum PM1 Methylobacillus flagellatus KT Methylobacterium chloromethanicum CM4 Methylobacterium nodulans ORS 2060 Methylobacterium extorquens AM1 Methylobacterium extorquens DM4 Methylocella silvestris BL2 Methylotenera mobilis JLW8 Methylovorus glucosetrophus SIP3-4 Microcystis aeruginosa NIES-843 Neisseria meningitidis alpha14 Neisseria lactamica 020-06 Neorickettsia sennetsu str. Miyayama Neorickettsia risticii str. Illinois Nitrobacter winogradskyi Nb-255 Nitrobacter hamburgensis X14 Nitrosococcus oceani ATCC 19707 Nitrosococcus halophilus Nc4 Nitrosomonas eutropha C91 Nitrosospira multiformis ATCC 25196 Nostoc sp. PCC 7120 Nostoc punctiforme PCC 73102 Novosphingobium aromaticivorans DSM 12444 Bordetella bronchiseptica RB50 Wigglesworthia glossinidia endosymbiont of Glossina brevipalpis Xanthomonas axonopodis pv. citri str. 306 Leptospira interrogans serovar Lai str. 56601 Nitrosomonas europaea ATCC 19718 Chromobacterium violaceum ATCC 12472 Leptospira interrogans serovar Copenhageni str. Fiocruz L1-130 Sodalis glossinidius str. 'morsitans' Synechococcus sp. JA-2-3B'a(2-13) Magnetococcus sp. MC-1 Candidatus Ruthia magnifica str. Cm (Calyptogena magnifica) Sorangium cellulosum 'So ce 56' Leptospira biflexa serovar Patoc strain 'Patoc 1 (Paris)' Alteromonas macleodii str. 'Deep ecotype' Rhodobacter capsulatus SB1003 Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Parvibaculum lavamentivorans DS-1 Pasteurella multocida subsp. multocida str. Pm70 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Phenylobacterium zucineum HLK1 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Pirellula staleyi DSM 6068 Planctomyces limnophilus DSM 3776 Polaromonas sp. JS666 Polaromonas naphthalenivorans CJ2 Polynucleobacter necessarius subsp. asymbioticus QLW-P1DMWA-1 Prochlorococcus marinus subsp. marinus str. CCMP1375 Prochlorococcus marinus str. MIT 9313 Prochlorococcus marinus subsp. pastoris str. CCMP1986 Prochlorococcus marinus str. NATL2A Prochlorococcus marinus str. MIT 9312 Prochlorococcus marinus str. AS9601 Prochlorococcus marinus str. MIT 9515 Prochlorococcus marinus str. NATL1A Prochlorococcus marinus str. MIT 9303 Prochlorococcus marinus str. MIT 9301 Prochlorococcus marinus str. MIT 9215 Prochlorococcus marinus str. MIT 9211 Prosthecochloris aestuarii DSM 271 Pseudoalteromonas haloplanktis TAC125 Pseudomonas syringae pv. tomato str. DC3000 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Pseudomonas entomophila L48 Pseudomonas fulva 12-X Psychrobacter arcticus 273-4 Psychrobacter cryohalolentis K5 Psychromonas ingrahamii 37 Ralstonia solanacearum GMI1000 Rhizobium etli CFN 42 Rhizobium etli CIAT 652 Rhizobium leguminosarum bv. trifolii WSM1325 Rhodopirellula baltica SH 1 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris HaA2 Rhodopseudomonas palustris BisB5 Rhodospirillum centenum SW Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Ruegeria sp. TM1040 Saccharophagus degradans 2-40 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella oneidensis MR-1 Shewanella sp. ANA-3 Shewanella amazonensis SB2B Shewanella sp. W3-18-1 Shewanella baltica OS155 Shewanella loihica PV-4 Shewanella sediminis HAW-EB3 Shewanella pealeana ATCC 700345 Shewanella baltica OS195 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shewanella piezotolerans WP3 Shewanella violacea DSS12 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sphingobium japonicum UT26S Sphingomonas wittichii RW1 Sphingopyxis alaskensis RB2256 Sulfurimonas autotrophica DSM 16294 Sulfurovum sp. NBC37-1 Synechococcus sp. WH 8102 Synechococcus sp. CC9902 Synechococcus sp. JA-3-3Ab Synechococcus sp. CC9311 Synechococcus sp. WH 7803 Synechococcus sp. RCC307 Synechococcus sp. PCC 7002 Teredinibacter turnerae T7901 Thioalkalivibrio sp. K90mix Thiobacillus denitrificans ATCC 25259 Tolumonas auensis DSM 9187 Variovorax paradoxus EPS Verminephrobacter eiseniae EF01-2 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Vibrio splendidus LGP32 Weeksella virosa DSM 16922 Wolbachia endosymbiont strain TRS of Brugia malayi Wolbachia endosymbiont of Culex quinquefasciatus Pel Wolbachia sp. wRi Xanthobacter autotrophicus Py2 Xanthomonas oryzae pv. oryzae KACC10331 Xanthomonas campestris pv. vesicatoria str. 85-10 Xanthomonas oryzae pv. oryzae PXO99A Xenorhabdus bovienii SS-2004 Xenorhabdus nematophila ATCC 19061 Xylella fastidiosa 9a5c Xylella fastidiosa Temecula1 Xylella fastidiosa M23 Zymomonas mobilis subsp. pomaceae ATCC 29192 Sphingobacterium paucimobilis HER1398 Neisseria meningitidis serogroup C Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25
Glutathione Metabolism III		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Pseudomonas aeruginosa PA7 Acinetobacter sp. ADP1 Actinobacillus succinogenes 130Z Escherichia coli CFT073 Myxococcus xanthus DK 1622 Ochrobactrum anthropi Pseudomonas stutzeri Klebsiella pneumoniae Bacillus cereus Pseudomonas fluorescens Pf-5 Bacillus amyloliquefaciens Streptococcus pneumoniae Clostridium saccharoperbutylacetonicum N1-4(HMT) Salmonella enterica Clostridium acetobutylicum ATCC 824 Haemophilus influenzae Haemophilus influenzae Rd KW20 Clostridium perfringens Rhodospirillum rubrum ATCC 11170 Methanoculleus marisnigri Lactobacillus fermentum IFO 3956 Streptococcus pneumoniae TIGR4 Aromatoleum aromaticum EbN1 Shewanella denitrificans OS217 Acinetobacter baumannii Bacillus cereus AH187 (F4810/72) Bifidobacterium adolescentis Clostridium beijerinckii NCIMB 8052 Clostridium perfringens ATCC 13124 Enterococcus faecalis Enterococcus hirae ATCC 9790 Haemophilus parainfluenzae T3T1 Limosilactobacillus fermentum Lactobacillus reuteri Methylobacterium nodulans Ochrobactrum anthropi ATCC 49188 Ochrobactrum intermedium LMG 3301 Streptococcus salivarius lactobacillus vaginalis Buchnera aphidicola Comamonas testosteroni Burkholderia cepacia Pseudomonas fluorescens Pseudomonas mendocina Pseudomonas putida Pseudomonas syringae Xanthomonas campestris Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Methylococcus capsulatus Moraxella catarrhalis Neisseria flavescens Neisseria gonorrhoeae Neisseria mucosa Acidiphilium cryptum Chromobacterium violaceum Citrobacter koseri Proteus mirabilis Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Aeromonas hydrophila Vibrio cholerae Vibrio vulnificus Acidithiobacillus ferrooxidans Rhodopseudomonas palustris Leuconostoc mesenteroides Streptococcus gordonii Streptococcus sanguinis Streptococcus mutans Streptococcus agalactiae Streptococcus dysgalactiae Streptococcus equinus Streptococcus uberis Enterococcus gallinarum Clostridium butyricum Weissella confusa Lactobacillus plantarum Lactobacillus sakei Lactobacillus coryniformis Lactobacillus salivarius Listeria monocytogenes Methanosphaera stadtmanae Xylella fastidiosa Roseobacter denitrificans Neisseria subflava Enterococcus avium Thiobacillus denitrificans Enterococcus casseliflavus Stenotrophomonas maltophilia Enterococcus cecorum Streptococcus cristatus Enterococcus durans Burkholderia vietnamiensis Sodalis glossinidius Methanocaldococcus infernus Enterobacter cancerogenus Methanocaldococcus vulcanius Streptococcus constellatus Methanocaldococcus fervens Methanobrevibacter ruminantium Achromobacter xylosoxidans Burkholderia multivorans Burkholderia cenocepacia Methylibium petroleiphilum Citrobacter youngae Leuconostoc kimchii Streptococcus lutetiensis Burkholderia ambifaria Ilyobacter polytropus Alicycliphilus denitrificans Shewanella denitrificans Methylocella silvestris Escherichia albertii Lactobacillus gastricus Lactobacillus antri Streptococcus pseudopneumoniae Streptococcus gallolyticus Agrobacterium tumefaciens Clostridium beijerinckii Enterococcus faecium Enterococcus hirae Gemella sanguinis Haemophilus parainfluenzae Klebsiella variicola Leuconostoc citreum Streptococcus parasanguinis Streptococcus suis Streptococcus thermophiles Gemella haemolysans Achromobacter xylosoxidans A8 Acinetobacter baumannii SDF Acinetobacter baumannii ACICU Acinetobacter baumannii AB0057 Acinetobacter baumannii AB307-0294 Actinobacillus pleuropneumoniae serovar 5b str. L20 Actinobacillus pleuropneumoniae serovar 3 str. JL03 Actinobacillus pleuropneumoniae serovar 7 str. AP76 Aeromonas hydrophila subsp. hydrophila ATCC 7966 Agrobacterium tumefaciens str. C58 Bacillus cereus AH820 Bacillus cereus Q1 Bartonella quintana str. Toulouse Bradyrhizobium japonicum USDA 110 Buchnera aphidicola str. APS (Acyrthosiphon pisum) Buchnera aphidicola str. Sg (Schizaphis graminum) Buchnera aphidicola str. Bp (Baizongia pistaciae) Buchnera aphidicola str. 5A (Acyrthosiphon pisum) Citrobacter koseri ATCC BAA-895 Clostridium perfringens str. 13 Clostridium sp. SY8519 Clostridium perfringens SM101 Cronobacter sakazakii ATCC BAA-894 Delftia acidovorans SPH-1 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia fergusonii ATCC 35469 Escherichia coli ED1a Escherichia coli IAI39 Haemophilus influenzae 86-028NP Haemophilus influenzae PittGG Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Kytococcus sedentarius DSM 20547 Lactobacillus plantarum WCFS1 Lactobacillus salivarius UCC118 Lactobacillus sakei subsp. sakei 23K Lactobacillus brevis ATCC 367 Lactobacillus reuteri DSM 20016 Lactobacillus reuteri SD2112 Laribacter hongkongensis HLHK9 Leuconostoc mesenteroides subsp. mesenteroides ATCC 8293 Mesorhizobium loti MAFF303099 Methanobrevibacter ruminantium M1 Methanosphaera stadtmanae DSM 3091 Methylobacterium radiotolerans JCM 2831 Methylobacterium populi BJ001 Micrococcus luteus NCTC 2665 Neisseria gonorrhoeae FA 1090 Neisseria meningitidis MC58 Neisseria meningitidis Z2491 Neisseria meningitidis FAM18 Neisseria gonorrhoeae NCCP11945 Escherichia coli 042 Acinetobacter calcoaceticus PHEA-2 Edwardsiella tarda FL6-60 Proteus mirabilis HI4320 Pseudomonas putida KT2440 Pseudomonas fluorescens Pf0-1 Pseudomonas stutzeri A1501 Pseudomonas fluorescens SBW25 Pseudomonas putida GB-1 Rhizobium leguminosarum bv. viciae 3841 Rhizobium leguminosarum bv. trifolii WSM2304 Ruminococcus albus 7 Salmonella enterica subsp. enterica serovar Typhimurium str. LT2 Salmonella enterica subsp. enterica serovar Newport str. SL254 Salmonella enterica subsp. enterica serovar Heidelberg str. SL476 Salmonella enterica subsp. enterica serovar Agona str. SL483 Salmonella enterica subsp. enterica serovar Dublin str. CT02021853 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Shigella flexneri 5 str. 8401 Stenotrophomonas maltophilia K279a Stenotrophomonas maltophilia R551-3 Streptococcus agalactiae 2603V/R Streptococcus mutans UA159 Streptococcus agalactiae NEM316 Streptococcus thermophilus LMG 18311 Streptococcus pneumoniae D39 Streptococcus sanguinis SK36 Streptococcus gordonii str. Challis substr. CH1 Streptococcus pneumoniae Hungary19A-6 Streptococcus uberis 0140J Streptococcus pneumoniae JJA Sulfolobus solfataricus P2 Vibrio parahaemolyticus RIMD 2210633 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Parabacteroides johnsonii DSM 18315 Cetobacterium somerae ATCC BAA-474 Bartonella quintana Beijerinckia indica Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Rhizobium etli Azorhizobium caulinodans Xanthobacter autotrophicus Ehrlichia chaffeensis Alcaligenes faecalis Burkholderia cepacia GG4 Lautropia mirabilis Lautropia mirabilis ATCC 51599 Laribacter hongkongensis Eikenella corrodens Eikenella corrodens ATCC 23834 Kingella oralis Kingella oralis ATCC 51147 Neisseria cinerea ATCC 14685 Neisseria elongata Neisseria elongata subsp. glycolytica ATCC 29315 Neisseria macacae Neisseria macacae ATCC 33926 Neisseria meningitidis Neisseria mucosa ATCC 25996 Neisseria subflava NJ9703 Nitrosospira multiformis Methyloversatilis universalis Methyloversatilis universalis FAM5 Aeromonas caviae Aeromonas media Aeromonas veronii Allochromatium vinosum Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Escherichia albertii TW07627 Klebsiella aerogenes Salmonella Salmonella enterica subsp. enterica serovar Typhimurium Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Tatumella ptyseos Tatumella ptyseos ATCC 33301 Edwardsiella tarda Edwardsiella tarda ATCC 23685 Hafnia alvei Hafnia alvei ATCC 51873 Morganella morganii Morganella morganii subsp. morganii KT Providencia rustigianii DSM 4541 Providencia stuartii ATCC 25827 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Plesiomonas shigelloides 302-73 Legionella pneumophila Actinobacillus pleuropneumoniae Aggregatibacter aphrophilus Haemophilus haemolyticus Haemophilus sputorum Acinetobacter pittii Acinetobacter haemolyticus Acinetobacter johnsonii Acinetobacter johnsonii SH046 Acinetobacter junii SH205 Francisella tularensis Grimontia hollisae CIP 101886 Vibrio fluvialis Vibrio fluvialis PG41 Vibrio parahaemolyticus Vibrio mimicus Leptospira interrogans Acetomicrobium hydrogeniformans Listeria grayi Listeria grayi DSM 20601 Listeria monocytogenes 10403S Gemella haemolysans ATCC 10379 Exiguobacterium aurantiacum Granulicatella elegans Granulicatella elegans ATCC 700633 Enterococcus asini ATCC 700915 Enterococcus caccae ATCC BAA-1240 Enterococcus casseliflavus ATCC 12755 Enterococcus cecorum DSM 20682 = ATCC 43198 Enterococcus dispar ATCC 51266 Enterococcus phoeniculicola ATCC BAA-412 Lactobacillus hilgardii DSM 20176 = ATCC 8290 Lactobacillus salivarius DSM 20555 = ATCC 11741 Lactobacillus antri DSM 16041 Lactobacillus coleohominis 101-4-CHN Lactobacillus gastricus PS3 Lactobacillus mucosae LM1 Lactobacillus vaginalis DSM 5837 = ATCC 49540 Lactobacillus reuteri CF48-3A Lactobacillus reuteri MM4-1A Lactobacillus coryniformis subsp. coryniformis CECT 5711 Leuconostoc mesenteroides subsp. cremoris ATCC 19254 Weissella cibaria Weissella paramesenteroides Weissella paramesenteroides ATCC 33313 Lactococcus garvieae Streptococcus constellatus subsp. pharyngis SK1060 = CCUG 46377 Streptococcus australis ATCC 700641 Streptococcus equinus ATCC 9812 Streptococcus lutetiensis 033 Streptococcus vestibularis F0396 Clostridium butyricum E4 str. BoNT E BL5262 Clostridium celatum DSM 1785 Clostridium sartagoforme AAU1 Pseudoramibacter alactolyticus ATCC 23263 Bordetella pertussis Tohama I Bordetella parapertussis 12822 Ralstonia eutropha H16 Xanthomonas campestris pv. campestris str. ATCC 33913 Xanthomonas campestris pv. campestris str. B100 Xanthomonas campestris pv. campestris str. 8004 Vibrio cholerae M66-2 Vibrio cholerae O1 biovar El Tor str. N16961 Shewanella frigidimarina NCIMB 400 Leuconostoc citreum KM20 Streptococcus parasanguinis ATCC 15912 Streptococcus parasanguinis FW213 Streptococcus pasteurianus ATCC 43144 Streptococcus suis GZ1 Amycolatopsis mediterranei U32 Clostridium cellulolyticum H10 Exiguobacterium sp. AT1b Frankia sp. EuI1c Intrasporangium calvum DSM 43043 Leuconostoc kimchii IMSNU 11154 Listeria innocua Clip11262 Listeria welshimeri serovar 6b str. SLCC5334 Natranaerobius thermophilus JW/NM-WN-LF Rubrobacter xylanophilus DSM 9941 Streptococcus suis BM407 Streptococcus gallolyticus UCN34 Aspergillus nomiae NRRL 13137 Aspergillus novofumigatus Aspergillus novofumigatus IBT 16806 Aspergillus parasiticus SU-1 Aspergillus phoenicis Aspergillus ruber Aspergillus sclerotioniger Aspergillus glaucus Aspergillus aculeatus ATCC 16872 Aspergillus leporis Aspergillus niger ATCC 1015 Aspergillus oryzae RIB40 Aspergillus terreus NIH2624 Aspergillus wentii Aspergillus clavatus NRRL 1 Aspergillus fischeri NRRL 181 Aspergillus fumigatus A1163 Aspergillus fumigatus Af293 Aspergillus calidoustus Aspergillus nidulans FGSC A4 Aspergillus taichungensis Aspergillus tamarii Aspergillus thermomutatus Aspergillus tubingensis Aspergillus violaceofuscus Aspergillus viridinutans Penicillium brasilianum Penicillium brevicompactum Penicillium canescens Penicillium chermesinum Penicillium citrinum Penicillium concentricum Penicillium daleae Penicillium decumbens Penicillium griseofulvum Penicillium hordei Penicillium italicum Penicillium nalgiovense Penicillium oxalicum Penicillium polonicum Penicillium roqueforti FM164 Penicillium solitum Penicillium steckii Penicillium thymicola Penicillium vulpinum Verticillium alfalfae VaMs.102 Trichoderma arundinaceum Trichoderma asperellum Trichoderma atroviride IMI 206040 Trichoderma citrinoviride Trichoderma harzianum Trichoderma longibrachiatum Trichoderma parareesei Trichoderma reesei QM6a Trichoderma virens Trichoderma virens Gv29-8 Fusarium acutatum Fusarium fujikuroi IMI 58289 Fusarium mangiferae Fusarium nygamai Fusarium proliferatum ET1 Fusarium subglutinans Fusarium verticillioides 7600 Fusarium heterosporum Fusarium equiseti Fusarium oxysporum Fo5176 Fusarium oxysporum f. sp. lycopersici 4287 Fusarium austroamericanum Fusarium graminearum PH-1 Fusarium poae Fusarium pseudograminearum CS3096 Fusarium sporotrichioides Fusarium vanettenii Fusarium vanettenii 77-13-4 Fusarium tricinctum Paraburkholderia graminis C4D1M Leuconostoc mesenteroides subsp. cremoris Anaerobutyricum hallii DSM 3353 Klebsiella aerogenes KCTC 2190 Halanaerobium hydrogeniformans Acaryochloris marina MBIC11017 Acidiphilium cryptum JF-5 Acidiphilium multivorum AIU301 Acidithiobacillus ferrooxidans ATCC 23270 Acidovorax citrulli AAC00-1 Acidovorax sp. JS42 Acidovorax ebreus TPSY Aeromonas salmonicida subsp. salmonicida A449 Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Alcanivorax borkumensis SK2 Alicycliphilus denitrificans K601 Vibrio fischeri MJ11 Aliivibrio salmonicida LFI1238 Alkalilimnicola ehrlichii MLHE-1 Anabaena variabilis ATCC 29413 Anaeromyxobacter dehalogenans 2CP-C Anaeromyxobacter sp. Fw109-5 Anaeromyxobacter sp. K Anaeromyxobacter dehalogenans 2CP-1 Anaplasma phagocytophilum HZ Anaplasma marginale str. Florida Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Azotobacter vinelandii DJ Bartonella bacilliformis KC583 Bartonella tribocorum CIP 105476 Bartonella grahamii as4aup Mannheimia succiniciproducens MBEL55E Beijerinckia indica subsp. indica ATCC 9039 Bordetella petrii DSM 12804 Bordetella avium 197N Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella ovis ATCC 25840 Brucella canis ATCC 23365 Brucella suis ATCC 23445 Brucella abortus S19 Brucella melitensis ATCC 23457 Brucella microti CCM 4915 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia sp. 383 Burkholderia xenovorans LB400 Burkholderia ambifaria AMMD Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia vietnamiensis G4 Burkholderia cenocepacia MC0-3 Burkholderia ambifaria MC40-6 Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Burkholderia cenocepacia J2315 Burkholderia rhizoxinica HKI 454 Candidatus Hamiltonella defensa 5AT (Acyrthosiphon pisum) Candidatus Liberibacter asiaticus str. psy62 Candidatus Pelagibacter ubique HTCC1062 Candidatus Riesia pediculicola USDA Caulobacter crescentus CB15 Caulobacter crescentus NA1000 Caulobacter segnis ATCC 21756 Cellulophaga algicola DSM 14237 Clostridium lentocellum DSM 5427 Cellvibrio japonicus Ueda107 Chromohalobacter salexigens DSM 3043 Citrobacter rodentium ICC168 Colwellia psychrerythraea 34H Coxiella burnetii RSA 493 Coxiella burnetii Dugway 5J108-111 Cronobacter turicensis z3032 Cupriavidus metallidurans CH34 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Cyanothece sp. ATCC 51142 Cyanothece sp. PCC 8801 Cyanothece sp. PCC 7424 Desulfotalea psychrophila LSv54 Dichelobacter nodosus VCS1703A Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Dinoroseobacter shibae DFL 12 Edwardsiella ictaluri 93-146 Ehrlichia ruminantium str. Welgevonden Ehrlichia chaffeensis str. Arkansas Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia tasmaniensis Et1/99 Erwinia amylovora CFBP1430 Erwinia billingiae Eb661 Erythrobacter litoralis HTCC2594 Ferrimonas balearica DSM 9799 Francisella tularensis subsp. holarctica LVS Gloeobacter violaceus PCC 7421 Gluconacetobacter diazotrophicus PAl 5 Gluconobacter oxydans 621H Gramella forsetii KT0803 Granulibacter bethesdensis CGDNIH1 Haemophilus influenzae F3047 Hahella chejuensis KCTC 2396 Haliangium ochraceum DSM 14365 Halorhodospira halophila SL1 Halothiobacillus neapolitanus c2 Herminiimonas arsenicoxydans Hyphomonas neptunium ATCC 15444 Idiomarina loihiensis L2TR Ilyobacter polytropus DSM 2926 Isosphaera pallida ATCC 43644 Jannaschia sp. CCS1 Janthinobacterium sp. Marseille Klebsiella pneumoniae 342 Legionella pneumophila subsp. pneumophila str. Philadelphia 1 Legionella pneumophila str. Lens Legionella longbeachae NSW150 Leptospira borgpetersenii serovar Hardjo-bovis JB197 Leptothrix cholodnii SP-6 Magnetospirillum magneticum AMB-1 Maricaulis maris MCS10 Marinobacter aquaeolei VT8 Marinomonas mediterranea MMB-1 Marinomonas posidonica IVIA-Po-181 Methanocaldococcus fervens AG86 Methanocaldococcus vulcanius M7 Methanocaldococcus infernus ME Methanoculleus marisnigri JR1 Methylibium petroleiphilum PM1 Methylobacillus flagellatus KT Methylobacterium chloromethanicum CM4 Methylobacterium nodulans ORS 2060 Methylobacterium extorquens AM1 Methylobacterium extorquens DM4 Methylocella silvestris BL2 Methylotenera mobilis JLW8 Methylovorus glucosetrophus SIP3-4 Microcystis aeruginosa NIES-843 Neisseria meningitidis alpha14 Neisseria lactamica 020-06 Neorickettsia sennetsu str. Miyayama Neorickettsia risticii str. Illinois Nitrobacter winogradskyi Nb-255 Nitrobacter hamburgensis X14 Nitrosococcus oceani ATCC 19707 Nitrosococcus halophilus Nc4 Nitrosomonas eutropha C91 Nitrosospira multiformis ATCC 25196 Nostoc sp. PCC 7120 Nostoc punctiforme PCC 73102 Novosphingobium aromaticivorans DSM 12444 Bordetella bronchiseptica RB50 Wigglesworthia glossinidia endosymbiont of Glossina brevipalpis Xanthomonas axonopodis pv. citri str. 306 Leptospira interrogans serovar Lai str. 56601 Nitrosomonas europaea ATCC 19718 Chromobacterium violaceum ATCC 12472 Bdellovibrio bacteriovorus HD100 Leptospira interrogans serovar Copenhageni str. Fiocruz L1-130 Sodalis glossinidius str. 'morsitans' Synechococcus sp. JA-2-3B'a(2-13) Magnetococcus sp. MC-1 Candidatus Ruthia magnifica str. Cm (Calyptogena magnifica) Sorangium cellulosum 'So ce 56' Leptospira biflexa serovar Patoc strain 'Patoc 1 (Paris)' Alteromonas macleodii str. 'Deep ecotype' Rhodobacter capsulatus SB1003 Orientia tsutsugamushi str. Boryong Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Parvibaculum lavamentivorans DS-1 Pasteurella multocida subsp. multocida str. Pm70 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Phenylobacterium zucineum HLK1 Photobacterium profundum SS9 Photorhabdus luminescens subsp. laumondii TTO1 Photorhabdus asymbiotica subsp. asymbiotica ATCC 43949 Pirellula staleyi DSM 6068 Planctomyces limnophilus DSM 3776 Polaromonas sp. JS666 Polaromonas naphthalenivorans CJ2 Polynucleobacter necessarius subsp. asymbioticus QLW-P1DMWA-1 Prochlorococcus marinus subsp. marinus str. CCMP1375 Prochlorococcus marinus str. MIT 9313 Prochlorococcus marinus subsp. pastoris str. CCMP1986 Prochlorococcus marinus str. NATL2A Prochlorococcus marinus str. MIT 9312 Prochlorococcus marinus str. AS9601 Prochlorococcus marinus str. MIT 9515 Prochlorococcus marinus str. NATL1A Prochlorococcus marinus str. MIT 9303 Prochlorococcus marinus str. MIT 9301 Prochlorococcus marinus str. MIT 9215 Prochlorococcus marinus str. MIT 9211 Prosthecochloris aestuarii DSM 271 Pseudoalteromonas haloplanktis TAC125 Pseudomonas syringae pv. tomato str. DC3000 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Pseudomonas entomophila L48 Pseudomonas fulva 12-X Psychrobacter arcticus 273-4 Psychrobacter cryohalolentis K5 Psychromonas ingrahamii 37 Ralstonia solanacearum GMI1000 Rhizobium etli CFN 42 Rhizobium etli CIAT 652 Rhizobium leguminosarum bv. trifolii WSM1325 Rhodopirellula baltica SH 1 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris HaA2 Rhodopseudomonas palustris BisB5 Rhodospirillum centenum SW Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Ruegeria sp. TM1040 Saccharophagus degradans 2-40 Salmonella enterica subsp. enterica serovar Paratyphi A str. Shewanella oneidensis MR-1 Shewanella sp. ANA-3 Shewanella amazonensis SB2B Shewanella sp. W3-18-1 Shewanella baltica OS155 Shewanella loihica PV-4 Shewanella sediminis HAW-EB3 Shewanella pealeana ATCC 700345 Shewanella baltica OS195 Shewanella halifaxensis HAW-EB4 Shewanella woodyi ATCC 51908 Shewanella piezotolerans WP3 Shewanella violacea DSS12 Shigella flexneri 2a str. 301 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Sphingobium japonicum UT26S Sphingomonas wittichii RW1 Sphingopyxis alaskensis RB2256 Sulfurimonas autotrophica DSM 16294 Sulfurovum sp. NBC37-1 Synechococcus sp. WH 8102 Synechococcus sp. CC9902 Synechococcus sp. JA-3-3Ab Synechococcus sp. CC9311 Synechococcus sp. WH 7803 Synechococcus sp. RCC307 Synechococcus sp. PCC 7002 Teredinibacter turnerae T7901 Thioalkalivibrio sp. K90mix Thiobacillus denitrificans ATCC 25259 Tolumonas auensis DSM 9187 Variovorax paradoxus EPS Verminephrobacter eiseniae EF01-2 Vibrio vulnificus CMCP6 Vibrio vulnificus YJ016 Vibrio splendidus LGP32 Weeksella virosa DSM 16922 Wolbachia endosymbiont strain TRS of Brugia malayi Wolbachia endosymbiont of Culex quinquefasciatus Pel Wolbachia sp. wRi Xanthobacter autotrophicus Py2 Xanthomonas oryzae pv. oryzae KACC10331 Xanthomonas campestris pv. vesicatoria str. 85-10 Xanthomonas oryzae pv. oryzae PXO99A Xenorhabdus bovienii SS-2004 Xenorhabdus nematophila ATCC 19061 Xylella fastidiosa 9a5c Xylella fastidiosa Temecula1 Xylella fastidiosa M23 Zymomonas mobilis subsp. pomaceae ATCC 29192 Sphingobacterium paucimobilis HER1398 Neisseria meningitidis serogroup C Atlantibacter hermannii NBRC 105704 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018398	L-Glutamic acid	gamma-Glutamylcysteine	Glutamate--cysteine ligase	Ligation	PathBank	31602464
MMDBr0018399	Glycine	Glutathione	Glutathione synthetase	Synthesis	PathBank	31602464
MMDBr0019484	L-Glutamic acid	gamma-Glutamylcysteine	Glutamate--cysteine ligase	Ligation	PathBank	31602464
MMDBr0019485	Glycine	Glutathione	Glutathione synthetase GSH2	Synthesis	PathBank	31602464
MMDBr0019486	L-Cysteine	Cysteinylglycine	Glutathione hydrolase proenzyme	Hydrolysis of bond	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Schizophrenia	Decreased	Association	Human Blood	HMDB	25004141

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	6	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Chicken ; Turkey	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	137	Human feces; Human ; Human sputum; Human saliva; Human urine; Human supragingival plaque; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	301	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; Chicken ; Turkey	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	40	Human feces; Human ; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	2	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	3	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	1	Human feces; Human ; Human sputum; Human saliva; Human urine; Human supragingival plaque; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	2		Metabolic reconstruction
Bacteria/Eubacteria	Cyanobacteria	9
Eukaryota/Fungi	Ascomycota	5	Human feces; Human saliva; Human supragingival plaque	Unknown
Bacteria	nah	1
Bacteria	Actinobacteria	1	Human feces; Human ; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Chloroflexi	6
Archaea/Archaea	Euryarchaeota	7		Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1
Bacteria/Eubacteria	Acidobacteria	1
Bacteria/Eubacteria	Spirochaetes	2

Exposure Sources

Other Exposures

Source Type	Data Source	Reference
Drugs - Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	U.S. Environmental Protection Agency	CompTox
Domestics	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Blood	Detected and Quantified	2.07	0.12	uM	Adult (>18 years old)	Both	Schizophrenia	HMDB	25004141
Human Urine	Detected and Quantified	0.46	0.14	umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	HMDB	12707912
Human Blood	Detected and Quantified	1.9	0.5	uM	Adult (>18 years old)	Male	Normal	HMDB	8353942
Human Blood	Detected and Quantified	3.05	0.11	uM	Adult (>18 years old)	Both	Normal	HMDB	25004141
Human Blood	Detected and Quantified	25.0	8.0	uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Fibroblasts	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Neuron	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified				Children (6 - 18 years old)	Not Specified	Normal	HMDB	27609529

External Links

HMDB ID

HMDB0001049

DrugBank ID

DB03408

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

L-GAMMA-GLUTAMYLCYSTEINE

BiGG ID

35655

Wikipedia Link

Gamma-Glutamylcysteine

METLIN ID

5966

PubChem Compound

123938

PDB ID

Not Available

ChEBI ID

17515

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

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Martensson J: Method for determination of free and total glutathione and gamma-glutamylcysteine concentrations in human leukocytes and plasma. J Chromatogr. 1987 Sep 4;420(1):152-7. doi: 10.1016/0378-4347(87)80166-4. [PubMed:3667817 ]
Martensson J, Kagedal B, Larsson A: Sulphur amino-acid degradation in subjects with hereditary glutathione synthetase deficiency (5-oxoprolinuria). Eur J Clin Invest. 1985 Dec;15(6):371-4. doi: 10.1111/j.1365-2362.1985.tb00287.x. [PubMed:3938407 ]
Andersson A, Isaksson A, Brattstrom L, Hultberg B: Homocysteine and other thiols determined in plasma by HPLC and thiol-specific postcolumn derivatization. Clin Chem. 1993 Aug;39(8):1590-7. [PubMed:8353942 ]
Atamna H, Ginsburg H: The malaria parasite supplies glutathione to its host cell--investigation of glutathione transport and metabolism in human erythrocytes infected with Plasmodium falciparum. Eur J Biochem. 1997 Dec 15;250(3):670-9. doi: 10.1111/j.1432-1033.1997.00670.x. [PubMed:9461289 ]
Lou MF, Dickerson JE Jr, Tung WH, Wolfe JK, Chylack LT Jr: Correlation of nuclear color and opalescence with protein S-thiolation in human lenses. Exp Eye Res. 1999 May;68(5):547-52. doi: 10.1006/exer.1998.0638. [PubMed:10328968 ]
Levonen AL, Lapatto R, Saksela M, Raivio KO: Expression of gamma-glutamylcysteine synthetase during development. Pediatr Res. 2000 Feb;47(2):266-70. doi: 10.1203/00006450-200002000-00019. [PubMed:10674357 ]
Lochman P, Adam T, Friedecky D, Hlidkova E, Skopkova Z: High-throughput capillary electrophoretic method for determination of total aminothiols in plasma and urine. Electrophoresis. 2003 Apr;24(7-8):1200-7. doi: 10.1002/elps.200390154. [PubMed:12707912 ]
Kaarteenaho-Wiik R, Kinnula VL: Distribution of antioxidant enzymes in developing human lung, respiratory distress syndrome, and bronchopulmonary dysplasia. J Histochem Cytochem. 2004 Sep;52(9):1231-40. doi: 10.1369/jhc.4A6291.2004. [PubMed:15314090 ]
Iida M, Yasuhara T, Mochizuki H, Takakura H, Yanagisawa T, Kubo H: Two Japanese brothers with hereditary gamma-glutamyl transpeptidase deficiency. J Inherit Metab Dis. 2005;28(1):49-55. doi: 10.1007/s10545-005-4417-8. [PubMed:15702405 ]
Zinellu A, Sotgia S, Posadino AM, Pasciu V, Perino MG, Tadolini B, Deiana L, Carru C: Highly sensitive simultaneous detection of cultured cellular thiols by laser induced fluorescence-capillary electrophoresis. Electrophoresis. 2005 Mar;26(6):1063-70. doi: 10.1002/elps.200406191. [PubMed:15706569 ]
Njalsson R, Ristoff E, Carlsson K, Winkler A, Larsson A, Norgren S: Genotype, enzyme activity, glutathione level, and clinical phenotype in patients with glutathione synthetase deficiency. Hum Genet. 2005 Apr;116(5):384-9. doi: 10.1007/s00439-005-1255-6. Epub 2005 Feb 17. [PubMed:15717202 ]
Efferth T, Volm M: Glutathione-related enzymes contribute to resistance of tumor cells and low toxicity in normal organs to artesunate. In Vivo. 2005 Jan-Feb;19(1):225-32. [PubMed:15796179 ]
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Showing metabocard for gamma-Glutamylcysteine (MMDBc0029535)

MOL for #<Metabolite:0x00007f2e29aed9f0>

3D MOL for #<Metabolite:0x00007f2e29aed9f0>

3D SDF for #<Metabolite:0x00007f2e29aed9f0>

3D-SDF for #<Metabolite:0x00007f2e29aed9f0>

PDB for #<Metabolite:0x00007f2e29aed9f0>

3D PDB for #<Metabolite:0x00007f2e29aed9f0>

SMILES for #<Metabolite:0x00007f2e29aed9f0>

INCHI for #<Metabolite:0x00007f2e29aed9f0>

Structure for #<Metabolite:0x00007f2e29aed9f0>

3D Structure for #<Metabolite:0x00007f2e29aed9f0>