D9628

3,4-Dihydroxy-L-phenylalanine

≥98% (TLC)

• Synonym(s): 3-(3,4-Dihydroxyphenyl)-L-alanine, L-3-Hydroxytyrosine, L-DOPA, Levodopa
• Linear Formula: (HO)₂C₆H₃CH₂CH(NH₂)CO₂H
• CAS Number: 59-92-7
• Molecular Weight: 197.19
• Beilstein: 2215169
• EC Number: 200-445-2
• MDL number: MFCD00002598
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 24277914
• NACRES: NA.32

Properties

• Quality Level: 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)

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.

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302 - H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• 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