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CAS 33879-32-2

:

(2S)-2-amino-3-(3-methoxyphenyl)propanoic acid

Description:
(2S)-2-amino-3-(3-methoxyphenyl)propanoic acid, commonly known as a derivative of phenylalanine, is an amino acid characterized by its chiral center at the second carbon, which is in the S configuration. This compound features an amino group (-NH2), a carboxylic acid group (-COOH), and a side chain consisting of a 3-methoxyphenyl group, which contributes to its aromatic properties. The presence of the methoxy group (-OCH3) enhances its lipophilicity and can influence its biological activity. This amino acid is often studied for its potential roles in neurotransmission and as a building block in peptide synthesis. It is soluble in water due to the polar nature of the amino and carboxylic acid groups, while the aromatic side chain can participate in π-π interactions. The compound's stereochemistry is crucial for its interaction with biological systems, as the S configuration is typically associated with specific receptor binding and activity. Overall, this substance is of interest in both biochemical research and pharmaceutical applications.
Formula:C10H13NO3
InChI:InChI=1/C10H13NO3/c1-14-8-4-2-3-7(5-8)6-9(11)10(12)13/h2-5,9H,6,11H2,1H3,(H,12,13)/t9-/m0/s1
SMILES:COc1cccc(c1)C[C@@H](C(=O)O)N
Synonyms:
  • 3-Methoxy-L-phenylalanine
  • L-phenylalanine, 3-methoxy-
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