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View larger (S)-2-Hydroxy-3-phenylpropanoic acid
AT5290
CAS 20312-36-1
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Data sheet
| Molecular Formula | C9H10O3 |
| Molecular Weight | 166.17 |
| CAS Numbers | 20312-36-1 |
| Storage Condition | 0C Short Term, -20C Long Term |
| Solubility | DMSO |
| Purity | 98% by HPLC |
| SMILES Code | C([C@@H](C(O)=O)O)C1=CC=CC=C1 |
| References | Tekewe 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. |
More info
(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.