An enantiomer of L-DOPA
Related Products
Enantiomer(s)
13248L-DOPA
Isomer(s)
36382Forphenicinol
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D-DOPA

Item No. 13249

Technical Information
Formal Name
3-hydroxy-D-tyrosine
CAS Number
5796-17-8
Molecular Formula
C9H11NO4
Formula Weight
Purity
≥95%
A crystalline solid
0.1 M HCl: 10 mg/ml
SMILES
OC1=CC(C[C@@H](N)C(O)=O)=CC=C1O
InChi Code
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)
InChi Key
WTDRDQBEARUVNC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    D-DOPA is an enantiomer of the dopamine precursor L-DOPA (Item No. 13248). 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.1 It reduces the number of dopaminergic neurons in primary rat embryonic mesencephalic cultures in a concentration-dependent manner.2 Intraventricular administration of D-DOPA (200 µg/animal) increases striatal dopamine levels in rats.3 D-DOPA (20 mg/kg, i.p.) induces contralateral turns in a rat model of Parkinson's disease induced by 6-OHDA (Item No. 25330).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wu, M., Zhou, X.-J., Konno, R., et alD-dopa is unidirectionally converted to L-dopa by D-amino acid oxidase, followed by dopa transaminase. Clin. Exp. Pharmacol. Physiol. 33(11), 1042-1046 (2006).

    2. Ling, Z.-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).

    3. Karoum, F., Freed, W.J., Chuang, L.-W., et alD-dopa and L-dopa similarly elevate brain dopamine and produce turning behavior in rats. Brain Res. 440(1), 190-194 (1988).

    4. Moses, J., Siddiqui, A., and Silverman, P.B. Sodium benzoate differentially blocks circling induced by D-and L-dopa in the hemi-parkinsonian rat. Neurosci. Lett. 218(3), 145-148 (1996).