D-DOPA

• CAT Number: R004391
• CAS Number: 5796-17-8
• Molecular Formula: C9H11NO4
• Molecular Weight: 197.19
• Purity: ≥95%
• Synonyms: 3-Hydroxy-D-tyrosine; D-3,4-Dihydroxyphenylalanine; (+)-3-(3,4-Dihydroxyphenyl)alanine; (+)-Dopa; D-3-Hydroxytyrosine; β-(3,4-Dihydroxy)-D-phenylalanine
• Storage: 2°C to 8°C
• IUPAC Name: (2R)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
• InChI: InChI=1S/C9H11NO4/c10-6(9(13)14)3-5-1-2-7(11)8(12)4-5/h1-2,4,6,11-12H,3,10H2,(H,13,14)/t6-/m1/s1
• InChIKey: WTDRDQBEARUVNC-ZCFIWIBFSA-N
• SMILES: C1=CC(=C(C=C1CC(C(=O)O)N)O)O

D-DOPA (CAS 5796-17-8) is an enantiomer of the dopamine precursor L-DOPA. It can be converted to L-DOPA via sequential oxidation and transamination, which are mediated by D-amino acid oxidase (DAAO) and DOPA transaminase, respectively, in rat kidney homogenates.It reduces the number of dopaminergic neurons in primary rat embryonic mesencephalic cultures in a concentration-dependent manner. Intraventricular administration of D-DOPA (200 µg/animal) increases striatal dopamine levels in rats. D-DOPA (20 mg/kg, i.p.) induces contralateral turns in a rat model of Parkinson's disease induced by 6-OHDA.

Reference

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2. Ling, Z.-<wbr style="box-sizing: border-box;" />D., Pieri, S.C., and Carvey, P.M. Comparison of the neurotoxicity of dihydroxyphenylalanine stereoisomers in cultured dopamine neurons. Clin. Neuropharmacol. 19(4), 360-365 (1996).
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4. Moses, J., Siddiqui, A., and Silverman, P.B. Sodium benzoate differentially blocks circling induced by D-<wbr style="box-sizing: border-box;" />and L-<wbr style="box-sizing: border-box;" />dopa in the hemi-<wbr style="box-sizing: border-box;" />parkinsonian rat. Neurosci. Lett. 218(3), 145-148 (1996).