Metabolites

(S)-2-Hydroxy-3-phenylpropanoic acid View larger

(S)-2-Hydroxy-3-phenylpropanoic acid

AT5290

CAS 20312-36-1

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Data sheet

Molecular FormulaC9H10O3
Molecular Weight166.17
CAS Numbers20312-36-1
Storage Condition0C Short Term, -20C Long Term
SolubilityDMSO
Purity98% by HPLC
SMILES CodeC([C@@H](C(O)=O)O)C1=CC=CC=C1
ReferencesTekewe A, et al. Development and validation of HPLC method for the resolution of drug intermediates DL-3-Phenyllactic acid, DL-O-acetyl-3-phenyllactic acid and [+-]-mexiletine acetamide enantiomers. Talanta. 2008 Mar 15;75[1] 239-45.

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(S)-2-Hydroxy-3-phenylpropanoic acid (L-(?)-3-Phenyllactic acid) is a chiral aromatic compound involved in phenylalanine metabolism. It is likely produced from phenylpyruvate via lactate dehydrogenase. The D-form is derived from bacterial sources, while the L-form is endogenous. Phenyllactate levels are normally very low in blood or urine, but high levels indicate phenylketonuria (PKU) and hyperphenylalaninemia (HPA). PKU is due to a deficiency of phenylalanine hydroxylase (PAH), causing phenylalanine to convert to phenylpyruvic acid rather than tyrosine.