Thermo Scientific Chemicals 3,4-Dihydroxy-L-phenylalanine, 98+%

Description

3-(3,4-Dihydroxyphenyl)-L-alanine (levodopa orL-dopa), CAS # 59-92-7, is a dopamine precursor molecule.

3,4-dihydroxy-L-phenylalanine (DOPA) is used as a cell adhesion molecule in serum-free cultures of anchorage-dependent mammalian cells. It is also used as an anticholinergic drug and used in the treatment of Parkinson's disease. It acts as an intermediate in the biosynthesis of other catecholamines (norepinephrine, epinephrine) and melanin. It acts as a precursor of dopamine product of tyrosine hydroxylase.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

• 3-(3,4-Dihydroxyphenyl)-L-alanine, or L-dopa, is converted to dopamine by DOPA decarboxylase in the body

• Upon conversion to dopamine, it acts as an excitatory neurotransmitter

Applications

• L-dopa is useful in the laboratory study of Parkinson’s to replenish dopamine in depleted circuits

• L-dopa has also been used for laboratory research on hypertension and melanocyte activity

Specifications

Chemical Identifiers

• CAS: 59-92-7
• Molecular Formula: C9H11NO4
• Molecular Weight (g/mol): 197.19
• MDL Number: MFCD00002598
• InChI Key: WTDRDQBEARUVNC-LURJTMIESA-N
• Synonym: levodopa, l-dopa, dopar, 3-hydroxy-l-tyrosine, 3,4-dihydroxy-l-phenylalanine, larodopa, bendopa, levopa, dihydroxy-l-phenylalanine, cidandopa
• PubChem CID: 6047
• ChEBI: CHEBI:15765
• IUPAC Name: (2S)-2-amino-3-(3,4-dihydroxyphenyl)propanoic acid
• SMILES: N[C@@H](CC1=CC=C(O)C(O)=C1)C(O)=O

• Melting Point: ∼295°C (decomposition)
• Beilstein: 2215169
• Merck Index: 14,5464
• Solubility Information: Slightly soluble in water,dilute hydrochloric acid and formic acid. Insoluble in ethanol.
• Quantity: 100 g
• Odor: Odorless
• Formula Weight: 197.19
• Sensitivity: Light sensitive
• Percent Purity: ≥98%
• Chemical Name or Material: 3,4-Dihydroxy-L-phenylalanine

RUO – Research Use Only