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MetaCyc Compound Class: an L-amino acid

Synonyms: an L-Amino acid, an L-2-amino-acid, L-α-amino acid

Superclasses: an acid all carboxy acids a carboxylate an amino acid
an amino acid or its derivative an amino acid

an L-amino acid compound structure

Child Classes: a N-methyl L-amino acid (12) , an aliphatic L-amino acid (0) , an aromatic L-amino acid (17) , an N-acylated-L-amino acid (22) , an N-carbamoyl-L-amino acid (2)

Instances:
(1S,2S)-coronamate ,
(2S,3R)-capreo-mycidine 5 ,
(3R)-3-hydroxy-L-arginine ,
(3S)-3-hydroxy-L-arginine ,
(3S)-3-hydroxy-L-enduracididine ,
(3S)-3-hydroxy-L-asparagine ,
(S)-2,3-diaminopropanoate ,
4O,5-dimethyl,3-hydroxy L-tyrosine ,
L-2-amino-5-phosphono-3-cis-pentenoate ,
N-hydroxy-L-aspartate ,
S-trans-1-propenyl-L-cysteine ,
S-allyl-L-cysteine ,
S-ethyl-L-cysteine ,
buthionine sulfoximine ,
diphthamide ,
diphthine ,
hypusine ,
L,L-diaminopimelate ,
L-2,4-diaminobutanoate ,
L-2-amino-4-chloropent-4-enoate ,
L-2-amino-4-oxo-5-chloropentanoate ,
L-alanine ,
L-anticapsin ,
L-arginine ,
L-asparagine ,
L-aspartate ,
L-aspartyl-4-phosphate ,
L-cystathionine ,
L-cysteine ,
L-dihydroanticapsin ,
L-enduracididine ,
L-ethionine ,
L-glutamate ,
L-glutamine ,
L-histidine ,
L-isoglutamine ,
L-isoleucine ,
L-leucine ,
L-lysine ,
L-methionine ,
L-mimosine ,
L-norvaline ,
L-ornithine ,
L-phenylalanine ,
L-proline ,
L-selenocysteine ,
L-serine ,
L-threonine ,
L-tryptophan ,
L-tyrosine ,
L-valine ,
Nω-hydroxy-L-arginine

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

Unification Links: ChEBI:15705 , KEGG:C00151

Reactions known to consume the compound:

prodigiosin biosynthesis :
(S)-3-acetyloctanal + an L-amino acid → 2-methyl-3-n-amyl-dihydropyrrole + a 2-oxo acid + H2O

rhizocticin A and B biosynthesis :
2-keto-4-hydroxy-5-phosphonopentanoate + an L-amino acid → 2-amino-4-hydroxy-5-phosphonopentanoate + a 2-oxo carboxylate
2-keto-5-phosphono-3-cis-pentenoate + an L-amino acidL-2-amino-5-phosphono-3-cis-pentenoate + a 2-oxo carboxylate

Not in pathways:
a N-methyl L-amino acid + oxygen + H2O → an L-amino acid + formaldehyde + hydrogen peroxide

3-hydroxy-L-homotyrosine biosynthesis :
4-(4-hydroxyphenyl)-2-oxobutanoate + an amino acidL-homotyrosine + a 2-oxo acid

methyl ketone biosynthesis :
a carboxylate + ATP + coenzyme A → an acyl-CoA + AMP + diphosphate

Not in pathways:
an acyl-protein synthetase + a carboxylate + ATP → an acyl-protein thioester + AMP + diphosphate
a carboxylate + GTP + coenzyme A → an acyl-CoA + GDP + phosphate
an N-acyl-L-aspartate + H2O → L-aspartate + a carboxylate

Reactions known to produce the compound:

γ-glutamyl cycle :
an (γ-L-glutamyl)-L-amino acid → an L-amino acid + 5-oxo-L-proline

Not in pathways:
a polypeptide + H2O → a polypeptide + an L-amino acid
a peptide + H2O → a peptide + an L-amino acid
a peptide + H2O → an L-amino acid + a peptide

3,3'-thiodipropanoate degradation :
3-sulfinopropionate + an acyl-CoA → 3-sulfinopropanoyl-CoA + a carboxylate

dimethylsulfoniopropanoate degradation II (cleavage) :
dimethylsulfoniopropanoate + an acyl-CoA → dimethylsulfoniopropioyl-CoA + a carboxylate

NAD/NADP-NADH/NADPH mitochondrial interconversion (yeast) :
an aldehyde + NADP+ + H2O → a carboxylate + NADPH + 2 H+
an aldehyde + NAD+ + H2O → a carboxylate + NADH + 2 H+

phosphatidylcholine resynthesis via glycerophosphocholine :
a phosphatidylcholine + 2 H2O → sn-glycero-3-phosphocholine + 2 a carboxylate + 2 H+

Not in pathways:
a 1-acyl 2-lyso-phosphatidylcholine[periplasmic space] + H2O[periplasmic space]a carboxylate[periplasmic space] + sn-glycero-3-phosphocholine[periplasmic space] + H+[periplasmic space]
an acyl-CoA + H2O → a carboxylate + coenzyme A + H+
an L-1-phosphatidyl-inositol + H2O → a 1-acyl-sn-glycero-3-phospho-D-myo-inositol + a carboxylate + H+
a carboxylic ester + H2O → an alcohol + a carboxylate + H+
an aldehyde + oxygen + H2O → a carboxylate + hydrogen peroxide + H+
an aldehyde + FMNH2 + oxygen → hν + a carboxylate + FMN + H2O + 2 H+
an acylcholine + H2O → choline + a carboxylate + H+
a β-monogalactosyldiacylglycerol + 2 H2O → 2 a carboxylate + 3-β-D-galactosyl-sn-glycerol + 2 H+
an acyl phosphate + H2O → a carboxylate + phosphate + H+
an S-acylglutathione + H2O → a carboxylate + glutathione

Reactions known to both consume and produce the compound:

Not in pathways:
L-alanine + a 2-oxo carboxylate ↔ pyruvate + an L-amino acid

sphingolipid recycling and degradation (yeast) :
a dihydroceramide + H2O ↔ sphinganine + a carboxylate

In Reactions of unknown directionality:

Not in pathways:
S-ureidoglycine + a 2-oxo carboxylate = oxalurate + an L-amino acid
an N-carbamoyl-L-amino acid + H2O + 2 H+ = an L-amino acid + ammonium + CO2
an L-amino acid + NAD+ + H2O = a 2-oxo carboxylate + ammonium + NADH + H+
an L-amino acid = a D-amino acid

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

Not in pathways:
eugenol + a carboxylate + NADP+ = a coniferyl ester + NADPH
a 2-acyl 1-lyso-phosphatidylcholine[periplasmic space] + H2O[periplasmic space] = a carboxylate[periplasmic space] + sn-glycero-3-phosphocholine[periplasmic space] + H+[periplasmic space]
an aldehyde + an electron-transfer quinone + H2O = a carboxylate + an electron-transfer quinol + H+
a triacyl-sn-glycerol + H2O = a 1,2-diacyl-sn-glycerol + a carboxylate + H+
a penicillin + H2O = 6-aminopenicillanate + a carboxylate
an aldehyde[periplasmic space] + FAD[periplasmic space] + H2O[periplasmic space] = a carboxylate[periplasmic space] + FADH2[periplasmic space]
a nitrile + 2 H2O = a carboxylate + ammonium
an aliphatic nitrile + 2 H2O = a carboxylate + ammonium
an N-acyl-L-homoserine lactone + H2O = L-homoserine lactone + a carboxylate
an aldehyde + an oxidized unknown electron acceptor + H2O = a carboxylate + an reduced unknown electron acceptor + H+
an N-acylated aromatic-L-amino acid + H2O = a carboxylate + an aromatic L-amino acid
an N-acylated-D-amino acid + H2O = a D-amino acid + a carboxylate
an N-acylated aliphatic-L-amino acid + H2O = a carboxylate + an aliphatic L-amino acid
a D-hexose + an acyl phosphate = a D-hexose-phosphate + a carboxylate
an aldehyde + 2 an oxidized ferredoxin + H2O = a carboxylate + 2 a reduced ferredoxin + 3 H+
an aldehyde + NAD(P)+ + H2O = a carboxylate + NAD(P)H + 2 H+
an N-acyl-D-glutamate + H2O = a carboxylate + D-glutamate
an anilide + H2O = aniline + a carboxylate + H+
a 5'-acylphosphoadenosine + H2O = a carboxylate + AMP + 2 H+
a 3-acylpyruvate + H2O = a carboxylate + pyruvate + H+


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 19.0 on Sat Sep 5, 2015, BIOCYC14B.