M8131

α-Methyl-L-tyrosine

≥98% (TLC)

• Synonym(s): L-2-Methyl-3-(4-hydroxy­phenyl)alanine, L-AMPT
• Empirical Formula (Hill Notation): C₁₀H₁₃NO₃
• CAS Number: 672-87-7
• Molecular Weight: 195.22
• UNSPSC Code: 12352200
• NACRES: NA.32
• PubChem Substance ID: 24278155
• EC Number: 211-599-5
• Beilstein/REAXYS Number: 2368400
• MDL number: MFCD00064201

Properties

• assay: ≥98% (TLC)
• form: powder
• storage temp.: −20°C
• SMILES string: C[C@](N)(Cc1ccc(O)cc1)C(O)=O
• InChI: 1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)/t10-/m0/s1
• InChI key: NHTGHBARYWONDQ-JTQLQIEISA-N
• Gene Information: human ... TH(7054)

Description

Application

α-Methyl-L-tyrosine is used to determine whether Fe²/ methamphetamine (METH) -induced cell death is dependent on cytosolic dopamine and iron mediated oxidative stress.

α-Methyl-L-tyrosine has been used as an inhibitor tyrosine hydroxylase:

• to test its effect during acute stress in zebrafish[1]
• in cannabinoid receptor type-1 (CB1) knockout and wild type mice, to test its effect on norepinephrine turnover[2]
• to test catecholamines depletion on stress in rat spleen samples[3]
• to block dopamine synthesis in dopaminergic neurons[4]

Biochem/physiol Actions

α-Methyl-L-tyrosine (L-AMPT) acts as a competitive inhibitor of tyrosine hydroxylase and inhibits the conversion of tyrosine to L-DOPA and eventually lowers dopamine synthesis in cytosol. AMPT at low concentrations can be used as a potent therapeutic for refractory dystonia or dyskinesia. It also helps in decreasing catecholamine concentration in pheochromocytoma patients.

Tyrosine hydroxylase inhibitor.

Other Notes

Active isomer

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)