Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:36:02 UTC
Update Date2022-08-31 14:16:26 UTC
Metabolite IDMMDBc0029648
Metabolite Identification
Common NameO-Succinyl-L-homoserine
DescriptionO-succinyl-L-homoserine is a member of the chemical class known as Alpha Amino Acids and Derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).O-succinyl-L-homoserine is involved in bacterial transfulfuration pathway. Cystathionine gamma-synthase (CGS) is a pyridoxal phosphate-dependent enzyme that catalyzes a gamma-replacement reaction, in which the succinyl group of an O-succinyl-L-homoserine (L-OSHS) is displaced by the thiol of L-cysteine to form L-cystathionine, in the first step of the bacterial transsulfuration pathway. Cystathionine gamma-synthase (CGS) is a pyridoxal phosphate-dependent enzyme that catalyzes a gamma-replacement reaction, in which the succinyl group of an O-succinyl-L-homoserine (L-OSHS) is displaced by the thiol of L-cysteine to form L-cystathionine, in the first step of the bacterial transsulfuration pathway. (PMID 14503880 )
Structure
Synonyms
ValueSource
O-SuccinylhomoserineChEBI
O4-Succinyl-L-homoserineChEBI
O-Succinylhomoserine, (DL)-isomerMeSH
Molecular FormulaC8H13NO6
Average Mass219.1919
Monoisotopic Mass219.074287153
IUPAC Name(2S)-2-amino-4-[(3-carboxypropanoyl)oxy]butanoic acid
Traditional NameO-succinyl-L-homoserine
CAS Registry Number1492-23-5
SMILES
N[C@@H](CCOC(=O)CCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C8H13NO6/c9-5(8(13)14)3-4-15-7(12)2-1-6(10)11/h5H,1-4,9H2,(H,10,11)(H,13,14)/t5-/m0/s1
InChI KeyGNISQJGXJIDKDJ-YFKPBYRVSA-N