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D9378

Sigma-Aldrich

3,4-Dihydroxy-D-phenylalanine

≥95% (TLC), powder, DOPA enantiomer

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C9H11NO4
CAS Number:
Molecular Weight:
197.19
Beilstein:
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%

Quality Level

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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