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

Synonyms: 2-amino-3-methylbutanoic acid(D), D-2-amino-3-methylbutyric acid, D-2-amino-3-methylbutanoic acid, (R)-valine

Superclasses: an acidall carboxy acidsa carboxylatean amino acida D-amino acid
an acidall carboxy acidsa carboxylatean amino acida non-polar amino acid
an amino acid or its derivativean amino acida D-amino acid
an amino acid or its derivativean amino acida non-polar amino acid

Chemical Formula: C5H11NO2

Molecular Weight: 117.15 Daltons

Monoisotopic Molecular Weight: 118.0868036346 Daltons

D-valine compound structure

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

InChI: InChI=1S/C5H11NO2/c1-3(2)4(6)5(7)8/h3-4H,6H2,1-2H3,(H,7,8)/t4-/m1/s1

InChIKey: InChIKey=KZSNJWFQEVHDMF-SCSAIBSYSA-N

Unification Links: CAS:640-68-6, ChEBI:74338, KEGG:C06417, MetaboLights:MTBLC74338, PubChem:6971095

Standard Gibbs Free Energy of Formation (ΔfG in kcal/mol): -86.49

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+

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 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]

Enzymes inhibited by D-valine, sorted by the type of inhibition, are:

Inhibitor (Mechanism unknown) of: 3-methyl-2-oxobutanoate hydroxymethyltransferase [Powers76, Comment 1]

In Growth Media: PMA nitrogen source test + D-valine


References

Powers76: Powers SG, Snell EE (1976). "Ketopantoate hydroxymethyltransferase. II. Physical, catalytic, and regulatory properties." J Biol Chem 1976;251(12);3786-93. PMID: 6463


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Please cite the following article in publications resulting from the use of EcoCyc: Nucleic Acids Research 41:D605-12 2013
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