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D9628 Sigma-Aldrich

3,4-Dihydroxy-L-phenylalanine

≥98% (TLC)

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

  • CAS Number 59-92-7

  • Linear Formula (HO)2C6H3CH2CH(NH2)CO2H

  • Molecular Weight 197.19

  •  Beilstein/REAXYS Number 2215169

  •  EC Number 200-445-2

  •  MDL number MFCD00002598

  •  eCl@ss 32160406

  •  PubChem Substance ID 24277914

  •  NACRES NA.32

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Properties

Related Categories Catecholamine, Cell Biology, Cell Signaling and Neuroscience, Chemical Biology, Chemical Synthesis,
Quality Level   200
assay   ≥98% (TLC)
form   powder
application(s)   peptide synthesis: suitable
color   white to off-white
mp   276-278 °C (lit.)
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)

Description

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.

Packaging

5, 25, 100, 500 g in poly bottle

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.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
AY5600000
Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Peer-Reviewed Papers
15

References

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