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CAS 33875-38-6

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(2R)-2-amino-2-phenylbutanoic acid

Description:
(2R)-2-amino-2-phenylbutanoic acid, commonly known as phenylalanine, is an α-amino acid that plays a crucial role in the biosynthesis of proteins. It is characterized by a central carbon atom bonded to an amino group (-NH2), a carboxyl group (-COOH), a hydrogen atom, and a phenyl group, which is a benzene ring attached to a carbon atom. This structure imparts both hydrophilic and hydrophobic properties, making it an essential building block in protein synthesis. Phenylalanine is classified as an essential amino acid, meaning it must be obtained through diet, as the human body cannot synthesize it. It is involved in the production of neurotransmitters, including dopamine, norepinephrine, and epinephrine. The compound is also significant in metabolic pathways and can be converted into tyrosine, another amino acid. In terms of solubility, phenylalanine is soluble in water, and its properties can be influenced by pH and temperature. Its stereochemistry, specifically the (2R) configuration, indicates the specific spatial arrangement of its atoms, which is crucial for its biological function.
Formula:C10H13NO2
InChI:InChI=1/C10H13NO2/c1-2-10(11,9(12)13)8-6-4-3-5-7-8/h3-7H,2,11H2,1H3,(H,12,13)/t10-/m1/s1
SMILES:CC[C@@](c1ccccc1)(C(=O)O)N
Synonyms:
  • benzeneacetic acid, alpha-amino-alpha-ethyl-, (alphaR)-
  • (2R)-2-AMINO-2-PHENYLBUTANOIC ACID
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