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Structure

3,4-Dihydroxy-L-phenylalanine

CAS
59-92-7
Catalog Number
ACM59927-2
Category
Amino Acids
Molecular Weight
197.19
Molecular Formula
(HO)2C6H3CH2CH(NH2)CO2H

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Specification

Synonyms
3-(3,4-Dihydroxyphenyl)-L-alanine, L-3-Hydroxytyrosine, L-DOPA, Levodopa
Canonical SMILES
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
Melting Point
276-278 ℃(lit.)
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.
Assay
≥98% (TLC)
Beilstein
2215169
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.
Color
white to off-white
EC Number
200-445-2
Form
powder
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)
MDL Number
MFCD00002598
NACRES
NA.32
PubChem ID
24277914
Quality Level
200
Storage Temperature
Store at room temperature
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