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HomeProduct name listD-DOPA

D-DOPA

Synonym(s):D-3-Hydroxytyrosine;D-DOPA;3-(3,4-Dihydroxyphenyl)-D-alanine

  • CAS NO.:5796-17-8
  • Empirical Formula: C9H11NO4
  • Molecular Weight: 197.19
  • MDL number: MFCD00063061
  • EINECS: 227-343-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-23 13:36:13
D-DOPA Structural

What is D-DOPA?

Chemical properties

Tan Solid

The Uses of D-DOPA

D-DOPA (Levodopa EP Impurity D) is a DOPA enantiomer that lacks biological activity.

The Uses of D-DOPA

A DOPA enantiomer that lacks biological activity.

What are the applications of Application

D-DOPA is A DOPA enantiomer that lacks biological activity

Definition

ChEBI: The D-enantiomer of dopa.

Biochem/physiol Actions

DOPA enantiomer that lacks biological activity.

Purification Methods

Likely impurities are vanillin, hippuric acid, 3-methoxytyrosine and 3-aminotyrosine. DOPA recrystallises from large volumes of H2O forming colourless white needles; its solubility in H2O is 0.165%, but it is insoluble in EtOH, *C6H6, CHCl3, and EtOAc. Also crystallise it by dissolving it in dilute HCl and adding dilute ammonia to give pH 5, under N2. Alternatively, crystallise it from dilute aqueous EtOH. It is rapidly oxidised in air when moist, and darkens, particularly in alkaline solution. Dry it in vacuo at 70o in the dark, and store it in a dark container preferably under N2. It has at 220.5nm (log 3.79) and 280nm (log 3.42) in 0.001N max HCl. [Yamada et al. Chem Pharm Bull Jpn 10 693 1962, Bretschneider et al. Helv Chim Acta 56 2857 1973, NMR: Jardetzky & Jardetzky J Biol Chem 233 383 1958, Beilstein 4 IV 2492, 2493.]

Properties of D-DOPA

Melting point: 276-278 °C(lit.)
Boiling point: 448.4±45.0 °C(Predicted)
alpha  D11 +13.0° (c = 5.27 in 1N HCl)
Density  1.468±0.06 g/cm3(Predicted)
storage temp.  -20°C
solubility  0.5 M HCl: soluble
form  powder
pka 2.24±0.20(Predicted)
color  white to tan
Merck  13,3454
BRN  2417637
Stability: Hygroscopic
CAS DataBase Reference 5796-17-8(CAS DataBase Reference)

Safety information for D-DOPA

Computed Descriptors for D-DOPA

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