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Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
Metabolic Modeling Tutorial
discounted EARLY registration ends Dec 31, 2014
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MetaCyc Compound: O-acetyl-L-homoserine

Synonyms: acetylhomoserine, O-acetylhomoserine

Superclasses: an amino acid or its derivative an amino acid a modified amino acid an amino acid derivative

Summary:
Naturally occurring O-acetyl-L-homoserine was first found in the legume plant Pisum sativum in 1958 [Grobbelaar58].

Chemical Formula: C6H11NO4

Molecular Weight: 161.16 Daltons

Monoisotopic Molecular Weight: 161.0688078467 Daltons

SMILES: CC(OCCC(C([O-])=O)[N+])=O

InChI: InChI=1S/C6H11NO4/c1-4(8)11-3-2-5(7)6(9)10/h5H,2-3,7H2,1H3,(H,9,10)/t5-/m0/s1

InChIKey: InChIKey=FCXZBWSIAGGPCB-YFKPBYRVSA-N

Unification Links: ChEBI:57716 , KEGG:C01077 , MetaboLights:MTBLC57716 , PubChem:25244888

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): -46.997684 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

S-methyl-5-thio-α-D-ribose 1-phosphate degradation II :
O-acetyl-L-homoserine + methanethiol → L-methionine + acetate + H+

Reactions known to both consume and produce the compound:

homocysteine and cysteine interconversion :
O-acetyl-L-homoserine + L-cysteine ↔ L-cystathionine + acetate + H+

homocysteine biosynthesis :
L-homoserine + acetyl-CoA ↔ O-acetyl-L-homoserine + coenzyme A
O-acetyl-L-homoserine + hydrogen sulfide ↔ L-homocysteine + acetate + H+

In Reactions of unknown directionality:

Not in pathways:
a 5-L-glutamyl-[peptide] + an amino acid = a 5-L-glutamyl-amino acid + a peptide

Enzymes inhibited by O-acetyl-L-homoserine, sorted by the type of inhibition, are:

Inhibitor (Mechanism unknown) of: homoserine O-acetyltransferase [Yamagata87, Comment 1]

Credits:
Revised 05-Dec-2013 by Caspi R , SRI International


References

Grobbelaar58: Grobbelaar, N, Steward FC (1958). "O-acetylhomoserine in Pisum." Nature 182(4646);1358-9. PMID: 13600320

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Yamagata87: Yamagata S (1987). "Partial purification and some properties of homoserine O-acetyltransferase of a methionine auxotroph of Saccharomyces cerevisiae." J Bacteriol 1987;169(8);3458-63. PMID: 3301801


Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 18.5 on Sun Dec 28, 2014, biocyc15.