D-DOPA Chemical Properties

Melting point:

276-278 °C(lit.)

alpha 

D11 +13.0° (c = 5.27 in 1N HCl)

Boiling point:

448.4±45.0 °C(Predicted)

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

WGK Germany 

3

F 

10-23

HS Code 

2922500090

MSDS

• Language:English Provider:SigmaAldrich

D-DOPA Usage And Synthesis

Chemical Properties

Tan Solid

Uses

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

Uses

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.]

D-DOPA(5796-17-8)Related Product Information

• DL-3-O-METHYL-DOPA
• 3-(3,4-Dihydroxyphenyl)-L-alanine, L-3-Hydroxytyrosine, L-DOPA, Levodopa,DOPA, L-
• L-Tyrosine
• LEVODOPA RELATED COMPOUND A (50 MG) (3-(3,4,6-TRIHYDROXYPHENYL)-ALANINE)
• 3,4-Dimethoxy-L-phenylalanine
• L-DOPA-4'-Sulfate
• 5,6-dihydroxy-1H-indole-2-carboxylic acid
• 2,3-Dihydroxy-L-Phenylalanine
• 2,3-Dihydroxy-DL-Phenylalanine
• 3,4-dihydroxyphenylacetone
• 3-O-Methylcarbidopa
• L-3-O-METHYL-DOPA DIHYDRATE
• D-DOPA
• DOPA
• ALPHA-METHYL-DOPA SESQUIHYDRATE,(-)-ALPHA-METHYL-L-DOPA SESQUIHYDRATE,ALPHA-METHYL-L-DOPA SESQUIHYDRATE
• DL-DOPA
• DL-A-METHYL DOPA,DL-ALPHA-METHYL-DOPA
• Dihydrocaffeic acid