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Escherichia coli K-12 substr. MG1655 Compound: D-tryptophan

Superclasses: an acidall carboxy acidsa carboxylatean amino acida D-amino acidan aromatic D-amino acid
an acidall carboxy acidsa carboxylatean amino acidan aromatic amino acidan aromatic D-amino acid
an amino acid or its derivativean amino acida D-amino acidan aromatic D-amino acid
an amino acid or its derivativean amino acidan aromatic amino acidan aromatic D-amino acid

Chemical Formula: C11H12N2O2

Molecular Weight: 204.23 Daltons

Monoisotopic Molecular Weight: 205.0977026719 Daltons

D-tryptophan compound structure

SMILES: C2(NC1(C=CC=CC=1C(CC([N+])C(=O)[O-])=2))

InChI: InChI=1S/C11H12N2O2/c12-9(11(14)15)5-7-6-13-10-4-2-1-3-8(7)10/h1-4,6,9,13H,5,12H2,(H,14,15)/t9-/m1/s1

InChIKey: InChIKey=QIVBCDIJIAJPQS-SECBINFHSA-N

Unification Links: CAS:153-94-6, ChEBI:57719, HMDB:HMDB13609, KEGG:C00525, MetaboLights:MTBLC57719, NCI:97942, PubChem:6923517

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -46.869

Reactions known to consume the compound:

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

Reactions known to produce the compound:

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

Not in pathways:
a carboxylic ester + H2O → an alcohol + a carboxylate + H+
an aldehyde + NADP+ + H2O → a carboxylate + NADPH + 2 H+
an acyl phosphate + H2O → a carboxylate + phosphate + H+
an acyl-CoA + H2O → a carboxylate + coenzyme A + H+
a 1-acyl 2-lyso-phosphatidylcholine + H2O → a carboxylate + sn-glycero-3-phosphocholine + 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

In Reactions of unknown directionality:

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

Not in pathways:
a 2-acyl 1-lyso-phosphatidylcholine + H2O = a carboxylate + sn-glycero-3-phosphocholine + H+
an aldehyde[periplasm] + FAD[periplasm] + H2O[periplasm] = a carboxylate[periplasm] + FADH2[periplasm]

In Transport reactions:
an aromatic amino acid[cytosol]an aromatic amino acid[periplasm],
an amino acid[periplasm]an amino acid[extracellular 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: tryptophanyl-tRNA synthetase


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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
Page generated by SRI International Pathway Tools version 19.5 on Sun Feb 14, 2016, BIOCYC11A.