M8131
α-Methyl-L-tyrosine
≥98% (TLC)
Synonyme(s) :
L-2-Methyl-3-(4-hydroxyphenyl)alanine, L-AMPT
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About This Item
Formule empirique (notation de Hill) :
C10H13NO3
Numéro CAS:
Poids moléculaire :
195.22
Beilstein:
2368400
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.32
Produits recommandés
Essai
≥98% (TLC)
Forme
powder
Température de stockage
−20°C
Chaîne SMILES
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
Clé InChI
NHTGHBARYWONDQ-JTQLQIEISA-N
Informations sur le gène
human ... TH(7054)
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Application
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]
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.[5]
Actions biochimiques/physiologiques
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.[6]
Tyrosine hydroxylase inhibitor.
Autres remarques
Active isomer
Code de la classe de stockage
11 - Combustible Solids
Classe de danger pour l'eau (WGK)
WGK 3
Point d'éclair (°F)
Not applicable
Point d'éclair (°C)
Not applicable
Équipement de protection individuelle
Eyeshields, Gloves, type N95 (US)
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Les clients ont également consulté
Sergio Ortiz-Padilla et al.
Neuropharmacology, 166, 107920-107920 (2019-12-25)
Dopaminergic neurons have the ability to release Dopamine from their axons as well as from their soma and dendrites. This somatodendritically-released Dopamine induces an autoinhibition of Dopaminergic neurons mediated by D2 autoreceptors, and the stimulation of neighbor GABAergic neurons mediated
Low dose alpha-methyl-para-tyrosine (AMPT) in the treatment of dystonia and dyskinesia.
Ankenman R and Salvatore MF
The Journal of Neuropsychiatry and Clinical Neurosciences, 19(1), 65-69 (2007)
Renan Idalencio et al.
General and comparative endocrinology, 252, 236-238 (2017-07-19)
In this article, we show that the tyrosine hydroxylase inhibitor α-Methyl-l-tyrosine (AMPT) decreased the responsiveness of the zebrafish stress axis to an acute stressful challenge. These effects were specific for responses to stimulation, since unstimulated (basal) cortisol levels were not
Progressive degeneration of human mesencephalic neuron-derived cells triggered by dopamine-dependent oxidative stress is dependent on the mixed-lineage kinase pathway.
Lotharius J
The Journal of Neuroscience, 25(27), 6329-6342 (2005)
Cannabinoid CB1 Receptor Deletion from Catecholaminergic Neurons Protects from Diet-Induced Obesity.
Raj Kamal Srivastava et al.
International journal of molecular sciences, 23(20) (2022-10-28)
High-calorie diets and chronic stress are major contributors to the development of obesity and metabolic disorders. These two risk factors regulate the activity of the sympathetic nervous system (SNS). The present study showed a key role of the cannabinoid type
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