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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:
59-92-7
Molecular Weight:
197.19
NACRES:
NA.32
PubChem Substance ID:
24277914
eCl@ss:
32160406
UNSPSC Code:
12352209
EC Number:
200-445-2
MDL number:
MFCD00002598
Beilstein/REAXYS Number:
2215169
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Product Name

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

Quality Segment

200

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

Gene Information

human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)
mouse ... DRD1(13488), DRD2(13489), DRD3(13490), DRD4(13491), DRD5(13492)
rat ... DRD1(24316), DRD2(24318), DRD3(29238), DRD4(25432), DRD5(25195)

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.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

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pictograms

Exclamation mark
GHS07

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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