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CHEBI:43797 - L-propargylglycine

Default Structure
ChEBI IDCHEBI:43797
ChEBI NameL-propargylglycine
Stars
ASCII NameL-propargylglycine
DefinitionA non-proteinogenic L-α-amino acid that is L-alanine in which one of the methyl hydrogens has been replaced by an ethynyl group. It causes the irreversible inactivation of γ-cystathionase (also known as cystathionine γ-lyase) and is used as an affinity labeling reagent for γ-cystathionase and other enzymes.
Last Modified16 September 2019
DownloadsMolfile
FormulaC5H7NO2
Net Charge0
Average Mass113.116
Monoisotopic Mass113.04768
SMILESC#CC[C@H](N)C(=O)O
InChIInChI=1S/C5H7NO2/c1-2-3-4(6)5(7)8/h1,4H,3,6H2,(H,7,8)/t4-/m0/s1
InChIKeyDGYHPLMPMRKMPD-BYPYZUCNSA-N
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
EC 2.6.1.2 (alanine transaminase) inhibitor  An EC 2.6.1.* (transaminases) inhibitor that inhibits the action of any alanine transaminase (EC 2.6.1.2).
EC 2.5.1.48 (cystathionine gamma-synthase) inhibitor  An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of cystathionine γ-synthase (EC 2.5.1.48).
EC 1.4.3.2 (L-amino-acid oxidase) inhibitor  Any EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of L-amino-acid oxidase (EC 1.4.3.2).
ChEBI Ontology
Outgoing Relation(s)
L-propargylglycine (CHEBI:43797) has role EC 1.4.3.2 (L-amino-acid oxidase) inhibitor (CHEBI:144097)
L-propargylglycine (CHEBI:43797) has role EC 2.5.1.48 (cystathionine γ-synthase) inhibitor (CHEBI:137566)
L-propargylglycine (CHEBI:43797) has role EC 2.6.1.2 (alanine transaminase) inhibitor (CHEBI:144099)
L-propargylglycine (CHEBI:43797) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
L-propargylglycine (CHEBI:43797) is a terminal acetylenic compound (CHEBI:73477)
L-propargylglycine (CHEBI:43797) is tautomer of L-propargylglycine zwitterion (CHEBI:143285)
Incoming Relation(s)
L-β-ethynylserine (CHEBI:144833) has functional parent L-propargylglycine (CHEBI:43797)
L-propargylglycine zwitterion (CHEBI:143285) is tautomer of L-propargylglycine (CHEBI:43797)
IUPAC Name 
(2S)-2-aminopent-4-ynoic acid
Synonyms  Source
(S)-2-amino-4-pentynoic acidChemIDplus
(S)-2-propargylglycineChemIDplus
(S)-propargylglycineChemIDplus
(S)-α-propargylglycineChemIDplus
L-PROPARGYLGLYCINEPDBeChem
L-2-propynylglycineChemIDplus
Manual XrefsDatabases
LPGPDBeChem
Registry NumbersSources
CAS:23235-01-0ChemIDplus
Citations