M8131
α-Methyl-L -tyrosine
≥98% (TLC)
Synonym(s):
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About This Item
Empirical Formula (Hill Notation):
C10H13NO3
CAS Number:
Molecular Weight:
195.22
UNSPSC Code:
12352200
NACRES:
NA.32
PubChem Substance ID:
EC Number:
211-599-5
Beilstein/REAXYS Number:
2368400
MDL number:
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)
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
- in cannabinoid receptor type-1 (CB1) knockout and wild type mice, to test its effect on norepinephrine turnover
- to test catecholamines depletion on stress in rat spleen samples
- to block dopamine synthesis in dopaminergic neurons
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
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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