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M8131

Sigma-Aldrich

α-Methyl-L-tyrosine

≥98% (TLC)

Sinonimo/i:

L-2-Methyl-3-(4-hydroxy­phenyl)alanine, L-AMPT

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About This Item

Formula empirica (notazione di Hill):
C10H13NO3
Numero CAS:
672-87-7
Peso molecolare:
195.22
Beilstein:
2368400
Numero CE:
211-599-5
Numero MDL:
MFCD00064201
Codice UNSPSC:
12352200
ID PubChem:
24278155
NACRES:
NA.32

Saggio

≥98% (TLC)

Forma fisica

powder

Temperatura di conservazione

−20°C

Stringa SMILE

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
NHTGHBARYWONDQ-JTQLQIEISA-N

Informazioni sul gene

human ... TH(7054)

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Applicazioni

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

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.

Azioni biochim/fisiol

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.

Altre note

Active isomer

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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α-Methyl-DL-tryptophan crystalline

Sigma-Aldrich

M8377

α-Methyl-DL-tryptophan

L-Tyrosine methyl ester 98%

Sigma-Aldrich

T90808

L-Tyrosine methyl ester

3-Methoxy-L-tyrosine monohydrate powder

Sigma-Aldrich

M4255

3-Methoxy-L-tyrosine monohydrate

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
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)
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
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
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)
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