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CAS 54732-46-6

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(S)-3-Amino-3-(4-hydroxy-phenyl)-propionic acid

Description:
(S)-3-Amino-3-(4-hydroxy-phenyl)-propionic acid, commonly known as L-DOPA, is an amino acid derivative that plays a crucial role in the biosynthesis of neurotransmitters, particularly dopamine. It is characterized by its chiral center, which gives rise to its (S) configuration, making it biologically active. L-DOPA is a white to off-white crystalline powder that is soluble in water and exhibits a slightly acidic nature. Its molecular structure features an amino group, a carboxylic acid group, and a phenolic hydroxyl group, contributing to its reactivity and interaction with biological systems. L-DOPA is primarily used in the treatment of Parkinson's disease and is known for its ability to cross the blood-brain barrier, where it is converted to dopamine. Additionally, it has antioxidant properties and may influence mood and cognitive functions. Due to its significance in pharmacology, L-DOPA is subject to rigorous quality control and regulatory standards in its production and use.
Formula:C9H12ClNO3
InChI:InChI=1/C9H11NO3.ClH/c10-8(5-9(12)13)6-1-3-7(11)4-2-6;/h1-4,8,11H,5,10H2,(H,12,13);1H/t8-;/m0./s1
SMILES:c1cc(ccc1[C@H](CC(=O)O)N)O.Cl
Synonyms:
  • L-3-Amino-3-(4-hydroxyphenyl)-propionic acid
  • (3S)-3-ammonio-3-(4-hydroxyphenyl)propanoate
  • (3S)-3-amino-3-(4-hydroxyphenyl)propanoic acid hydrochloride
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