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CAS 73025-69-1

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

Description:
(R)-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 (R) configuration, making it biologically active. This compound features an amino group (-NH2), a carboxylic acid group (-COOH), and a phenolic hydroxyl group (-OH) attached to a propionic acid backbone. L-DOPA is soluble in water and exhibits a relatively high melting point. It is primarily used in the treatment of Parkinson's disease and certain types of dystonia, as it serves as a precursor to dopamine, helping to alleviate symptoms associated with dopamine deficiency. Additionally, L-DOPA has been studied for its potential effects on mood and cognitive function. Its pharmacological properties, along with its ability to cross the blood-brain barrier, make it a significant compound in both clinical and research settings.
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-;/m1./s1
SMILES:c1cc(ccc1[C@@H](CC(=O)O)N)O.Cl
Synonyms:
  • D-3-Amino-3-(4-hydroxyphenyl)-propionic acid
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