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CAS 30077-08-8

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(2R)-amino(3-nitrophenyl)ethanoic acid

Description:
(2R)-Amino(3-nitrophenyl)ethanoic acid, commonly known as L-tyrosine, is an amino acid characterized by its aromatic side chain, which includes a nitrophenyl group. This compound features a chiral center at the second carbon, contributing to its specific stereochemistry. It is a white to off-white crystalline solid that is soluble in water and exhibits a slightly acidic nature due to the carboxylic acid functional group. The presence of the nitro group on the phenyl ring enhances its reactivity and can influence its biological activity, making it of interest in pharmaceutical applications. As an amino acid, it plays a crucial role in protein synthesis and is a precursor for neurotransmitters such as dopamine, norepinephrine, and epinephrine. Its structural properties allow it to participate in various biochemical pathways, making it significant in both metabolic processes and as a potential therapeutic agent. The compound's stability and solubility in physiological conditions further contribute to its relevance in biochemistry and medicinal chemistry.
Formula:C8H8N2O4
InChI:InChI=1/C8H8N2O4/c9-7(8(11)12)5-2-1-3-6(4-5)10(13)14/h1-4,7H,9H2,(H,11,12)/t7-/m1/s1
SMILES:c1cc(cc(c1)N(=O)=O)[C@H](C(=O)O)N
Synonyms:
  • Amino(3-Nitrophenyl)Acetic Acid
  • Benzeneacetic Acid, Alpha-Amino-3-Nitro-
  • Amino-(3-Nitro-Phenyl)-Acetic Acid
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