27244-64-0

Basic information

• Product Name: LEVODOPA RELATED COMPOUND A (50 MG) (3-(3,4,6-TRIHYDROXYPHENYL)-ALANINE)
• Synonyms: 2,5-dihydroxy-l-tyrosine;4,5-trihydroxyphenyl)-3-(l-alanin;6-oh-dopa;l-2,4,5-trihydroxyphenylalanine;l-6-hydroxydopa;l-hydroxydopa;LEVODOPA RELATED COMPOUND A (50 MG) (3-(3,4,6-TRIHYDROXYPHENYL)-ALANINE);(S)-α-Amino-3,4,6-trihydroxybenzenepropanoic acid
• CAS NO: 27244-64-0
• Molecular Formula: C₉H₁₁NO₅
• Molecular Weight: 213.18734
• Product Categories: Amino Acids & Derivatives, Aromatics, Neurochemicals, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 27244-64-0.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 515.2°Cat760mmHg
• Flash Point: 265.4°C
• Appearance: /
• Density: 1.606g/cm³
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: Aqueous Acid (Slightly, Sonicated), Water (Slightly, Heated, Sonicated)
• PKA: 2.34±0.25(Predicted)
• Stability: Air Sensitive, Hygroscopic
• CAS DataBase Reference: LEVODOPA RELATED COMPOUND A (50 MG) (3-(3,4,6-TRIHYDROXYPHENYL)-ALANINE)(CAS DataBase Reference)
• NIST Chemistry Reference: LEVODOPA RELATED COMPOUND A (50 MG) (3-(3,4,6-TRIHYDROXYPHENYL)-ALANINE)(27244-64-0)
• EPA Substance Registry System: LEVODOPA RELATED COMPOUND A (50 MG) (3-(3,4,6-TRIHYDROXYPHENYL)-ALANINE)(27244-64-0)

Safety Data

• Hazardous Substances Data: 27244-64-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 27244-64-0 differently. You can refer to the following data:
1. 6-Hydroxy-L-DOPA is the 6-hydroxy derivative of the amino acid L-DOPA (D533751) with neurotoxic properties. Studies show that exogenously administered 6-Hydroxy-L-DOPA is biotransformed by amino acid decarboxylase to the highly potent and catecholamine-selective neurotoxin, 6-Hydroxydopamine. The treatment of 6-Hydroxy-L-DOPA in rats resulted in the stimulation of acetylcholinesterase.
2. 6-Hydroxy-L-DOPA (Levodopa EP Impurity A; Levodopa USP Related Compound A) is the 6-hydroxy derivative of the amino acid L-DOPA (D533751) with neurotoxic properties. Studies show that exogenously administered 6-Hydroxy-L-DOPA is biotransformed by amino acid decarboxylase to the highly potent and catecholamine-selective neurotoxin, 6-Hydroxydopamine. The treatment of 6-Hydroxy-L-DOPA in rats resulted in the stimulation of acetylcholinesterase.

Definition

ChEBI: An L-alpha-amino acid that is L-dopa carrying an additional hydroxy substituent at position 6.

Synthetic route

2,4,5-trihydroxyphenyl-L-alanine (27244-64-0) → 6-Hydroxydopamin (1199-18-4)

Conditions	Yield
With NH4OH-NH4Cl buffer; pyridoxal 5'-phosphate at 30℃; for 0.5h; relative rate of CO2 evolution by aromatic L-amino acid decarboxylase from Micrococcus percitreus;

Downstream Products

• 1199-18-4 6-Hydroxydopamin