Microbial
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2025-10-02 22:53:55 UTC
Update Date2025-10-08 21:35:19 UTC
Metabolite IDMMDBc0060769
Metabolite Identification
Common NameEthynylserine
DescriptionEthynylserine is a non-canonical amino acid belonging to the class of alkyne-containing amino acids. Its chemical structure features a terminal alkyne group, which is critical for its function in various biosynthetic pathways. The biosynthesis of L-β-ethynylserine involves a pyridoxal phosphate-dependent enzyme, BesB, which catalyzes the formation of L-propargylglycine from a vinyl halide precursor, 4-chloro-L-allylglycine (PMID:40562852 ). Additionally, the compound is utilized in innovative labeling techniques, such as the THRONCAT method, which allows for the efficient tagging of nascent proteins in growth media (PMID:37291115 ). Ethynylserine also plays a role in the biosynthesis of dipeptides, including γ-l-glutamyl-l-β-ethynylserine, through the expression of enzymes like halogenase, oxidase, lyase, ligase, and hydroxylase (PMID:37040607 ). Furthermore, it acts as an antimetabolite of L-threonine, highlighting its potential impact on metabolic pathways (PMID:3082841 ). Overall, ethynylserine's unique structure and involvement in various enzymatic processes underscore its significance in both chemistry and biology.
Structure
Synonyms
ValueSource
b-EthynylserineGenerator
Β-ethynylserineGenerator
3-EthynylserineMeSH
Molecular FormulaC5H7NO3
Average Mass129.115
Monoisotopic Mass129.042593089
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry NumberNot Available
SMILESNot Available
InChI Identifier
Not Available
InChI KeyRBWXRFBKVDBXEG-DMTCNVIQSA-N