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CAS 17350-84-4

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α-Methyl-D-phenylalanine

Description:
α-Methyl-D-phenylalanine is an amino acid derivative characterized by the presence of a methyl group at the alpha position relative to the carboxyl group, along with a phenyl side chain. This compound is a non-proteinogenic amino acid, meaning it is not incorporated into proteins during translation. It exhibits properties typical of amino acids, such as the ability to form zwitterions in solution, where it possesses both a positive and a negative charge. The presence of the phenyl group contributes to its hydrophobic characteristics, influencing its solubility and interactions in biological systems. α-Methyl-D-phenylalanine is of interest in various fields, including medicinal chemistry and neurobiology, due to its potential role in modulating neurotransmitter activity and its applications in studying protein structure and function. Additionally, its stereochemistry, being a D-amino acid, distinguishes it from the more common L-amino acids found in proteins. As with many amino acids, it may participate in various biochemical pathways and interactions, making it a subject of research in both synthetic and biological contexts.
Formula:C10H13NO2
InChI:InChI=1S/C10H13NO2/c1-10(11,9(12)13)7-8-5-3-2-4-6-8/h2-6H,7,11H2,1H3,(H,12,13)/t10-/m1/s1
InChI key:InChIKey=HYOWVAAEQCNGLE-SNVBAGLBSA-N
SMILES:C([C@@](C(O)=O)(C)N)C1=CC=CC=C1
Synonyms:
  • (2R)-2-Amino-2-methyl-3-phenylpropanoic acid
  • (2R)-2-ammonio-2-methyl-3-phenylpropanoate
  • (R)-(+)-α-Methylphenylalanine
  • (R)-2-Amino-2-methyl-3-phenylpropanoicacid
  • (R)-2-Amino-2-methyl-3-phenylpropionic acid
  • (R)-2-amino-2-methyl-3-phenylpropanoic acid
  • <span class="text-smallcaps">D</span>-Phenylalanine, α-methyl-
  • <span class="text-smallcaps">D</span>-α-Methylphenylalanine
  • Alanine, 2-methyl-3-phenyl-, <span class="text-smallcaps">D</span>-
  • D-Alpha-Methylphenylalanine
  • See more synonyms
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