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CAS 28095-48-9

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2,3-Dihydroxyphenylalanine

Description:
2,3-Dihydroxyphenylalanine, commonly referred to as DOPA, is an amino acid derivative characterized by the presence of two hydroxyl groups on the phenyl ring of the phenylalanine structure. It is a non-proteinogenic amino acid that plays a significant role in the biosynthesis of neurotransmitters, particularly dopamine, and is involved in various biological processes. DOPA is known for its potential therapeutic applications, particularly in the treatment of Parkinson's disease, as it serves as a precursor to dopamine, helping to alleviate symptoms associated with dopamine deficiency. The compound is typically a white to off-white crystalline powder and is soluble in water, which facilitates its use in pharmaceutical formulations. Its chemical structure allows it to participate in various biochemical reactions, making it an important compound in both research and clinical settings. Additionally, DOPA can undergo oxidation, leading to the formation of melanin, which is relevant in studies of pigmentation and certain neurological conditions.
Formula:C9H11NO4
InChI:InChI=1S/C9H11NO4/c10-6(9(13)14)4-5-2-1-3-7(11)8(5)12/h1-3,6,11-12H,4,10H2,(H,13,14)
InChI key:InChIKey=NATUQRGCLABGAL-UHFFFAOYSA-N
SMILES:C(C(C(O)=O)N)C1=C(O)C(O)=CC=C1
Synonyms:
  • 2-Amino-3-(2,3-dihydroxyphenyl)propanoicacid
  • DL-Phenylalanine, 2,3-dihydroxy-
  • 2,3-Dihydroxyphenylalanine
  • Phenylalanine, 2,3-dihydroxy-
  • Alanine, 3-(2,3-dihydroxyphenyl)-, DL-
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