MetaCyc Compound: D-tyrosine

Synonyms: 2-amino-3-(4-hydroxyphenyl)-propanoic acid

Superclasses: an amino acid or its derivative an amino acid a D-amino acid an aromatic D-amino acid
an amino acid or its derivative an amino acid an aromatic amino acid an aromatic D-amino acid

Chemical Formula: C9H11NO3

Molecular Weight: 181.19 Daltons

Monoisotopic Molecular Weight: 181.0738932246 Daltons

D-tyrosine compound structure

SMILES: C(C(CC1(C=CC(O)=CC=1))[N+])(=O)[O-]

InChI: InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1


Unification Links: ChEBI:58570 , MetaboLights:MTBLC58570 , PubChem:6919035

Standard Gibbs Free Energy of Change Formation (ΔfG in kcal/mol): 22.452318 Inferred by computational analysis [Latendresse13]

Reactions known to consume the compound:

Not in pathways:
a D-amino acid[in] + an electron-transfer quinone[membrane] + H2O[in] → a 2-oxo carboxylate[in] + ammonium[in] + an electron-transfer quinol[membrane]
a D-amino acid + oxygen + H2O → ammonium + hydrogen peroxide + a 2-oxo carboxylate

Reactions known to produce the compound:

Not in pathways:
an ester of aromatic amino acids + H2O → an aromatic amino acid + an aromatic amino acid
a peptide + H2O → a peptide + an aromatic amino acid

Not in pathways:
a peptide with an N-terminal D-amino acid + H2O → a peptide + a D-amino acid + H+
a D-aminoacyl-[tRNA] + H2O → a D-amino acid + an uncharged tRNA + 2 H+

Reactions known to both consume and produce the compound:

Not in pathways:
an aromatic amino acid + 2-oxoglutarate ↔ an aromatic oxo-acid + L-glutamate
glyoxylate + an aromatic amino acid ↔ glycine + an aromatic oxo-acid

In Reactions of unknown directionality:

Not in pathways:
acetyl-CoA + a D-amino acid = an N-acetyl-D-amino acid + coenzyme A + H+
an N-carbamoyl D-amino acid + H+ + H2O = a D-amino acid + ammonium + CO2
an N-acylated-D-amino acid + H2O = a D-amino acid + a carboxylate
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

In Transport reactions:
an aromatic amino acid[cytosol]an aromatic amino acid[periplasmic space]

In Redox half-reactions:
a 2-oxo carboxylate[in] + ammonium[in] + 2 H+[in] + 2 e-[membrane]a D-amino acid[in] + H2O[in]

This compound has been characterized as an alternative substrate of the following enzymes: tyrosyl-tRNA synthetase


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

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 Sun May 24, 2015, biocyc11.