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Merck
CN

D9628

3,4-Dihydroxy-L-phenylalanine

≥98% (TLC)

Synonym(s):

3-(3,4-Dihydroxyphenyl)-L-alanine, L-3-Hydroxytyrosine, L-DOPA, Levodopa

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About This Item

Linear Formula:
(HO)2C6H3CH2CH(NH2)CO2H
CAS Number:
Molecular Weight:
197.19
NACRES:
NA.32
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-445-2
MDL number:
Beilstein/REAXYS Number:
2215169
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Product Name

3,4-Dihydroxy-L-phenylalanine, ≥98% (TLC)

Quality Level

assay

≥98% (TLC)

form

powder

color

white to off-white

mp

276-278 °C (lit.)

application(s)

peptide synthesis

storage temp.

room temp

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-/m0/s1

InChI key

WTDRDQBEARUVNC-LURJTMIESA-N

Application

3,4-Dihydroxy-L-phenylalanine or L-DOPA has been used to stain melanocytes. It has also been used to study its effects on a Drosophila model of Parkinson′s disease.

Biochem/physiol Actions

3,4-Dihydroxy-L-phenylalanine or L-DOPA is a natural isomer of the immediate precursor of dopamine that crosses the blood-brain barrier. It is used for the treatment of Parkinson′s disease and is a product of tyrosine hydroxylase.


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signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Alan J. Sinclair, John E. Morley, Bruno Vellas
Pathy's Principles and Practice of Geriatric Medicine (2012)
Primary culture of human face skin melanocytes for the study of hyperpigmentation
Cytotechnology, 66(6) (2014)
Effects of small-molecule amyloid modulators on a Drosophila model of Parkinson?s disease
Malgorzata Pokrzywa
PLoS ONE (2017)



Global Trade Item Number

SKUGTIN
D9628-25G04061833590942
D9628-5G04061835359110
D9628-100G04061833590935
D9628-500G04061835359103