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Merck

D9378

Sigma-Aldrich

3,4-Dihydroxy-D-phenylalanine

≥95% (TLC), powder, DOPA enantiomer

Sinónimos:

3-(3,4-Dihydroxyphenyl)-D-alanine, D-3-Hydroxytyrosine, D-DOPA

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About This Item

Fórmula empírica (notación de Hill):
C9H11NO4
Número de CAS:
Peso molecular:
197.19
Beilstein/REAXYS Number:
2417637
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.32

product name

3,4-Dihydroxy-D-phenylalanine, powder, ≥95%

assay

≥95%

form

powder

mp

276-278 °C (lit.)

solubility

1 M HCl: soluble
ethanol: insoluble

storage temp.

−20°C

SMILES string

N[C@H](Cc1ccc(O)c(O)c1)C(O)=O

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

InChI key

WTDRDQBEARUVNC-ZCFIWIBFSA-N

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Application

3,4-Dihydroxy-D-phenylalanine has been used as a standard in high-performance liquid chromatography (HPLC) analysis of L-DOPA extracted from both germinated and raw seed flours of velvet bean.

Biochem/physiol Actions

3,4-Dihydroxy-D-phenylalanine (D-DOPA) is a DOPA enantiomer. It exhibits antimicrobial activity. D-DOPA serves as a precursor for dopamine.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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The flavoprotein D-amino acid oxidase (DAO) degrades the gliotransmitter D-Ser, a potent activator of N-methyl-D-aspartate-type glutamate receptors. A body of evidence suggests that DAO, together with its activator, G72 protein, may play a key role in the pathophysiology of schizophrenia.
Nan Lu et al.
Electrophoresis (2020-09-20)
This review summarizes recent developments (over the past decade) in the field of microfluidics-based solutions for enantiomeric separation and detection. The progress in various formats of microchip electrodriven separations, such as MCE, microchip electrochromatography, and multidimensional separation techniques, is discussed.
Mark H Burrell et al.
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