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Merck
CN

M8131

Sigma-Aldrich

α-甲基-L-酪氨酸

≥98% (TLC)

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别名:
L-2-甲基-3-(4-羟基苯基)丙氨酸, L-AMPT
经验公式(希尔记法):
C10H13NO3
CAS号:
分子量:
195.22
Beilstein:
2368400
EC 号:
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.32

检测方案

≥98% (TLC)

形式

powder

储存温度

−20°C

SMILES字符串

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

基因信息

human ... TH(7054)

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应用

α-甲基-L-酪氨酸已作为酪氨酸羟化酶抑制剂而用于:
  • 在斑马鱼急性应激期间检测其作用
  • 在大麻素受体1型(CB1)基因敲除和野生型小鼠中检测其对去甲肾上腺素周转的影响
  • 在大鼠脾脏样品中检测儿茶酚胺缺失对应激的影响
  • 在多巴胺能神经元中阻断多巴胺的合成

α-甲基-L-酪氨酸可被用于确定Fe2/甲基苯丙胺(METH)介导的细胞死亡是否依赖于胞质多巴胺和铁介导的氧化应激。

生化/生理作用

α-甲基-L-酪氨酸(L-AMPT)可作为酪氨酸羟化酶的一种竞争性抑制剂并对酪氨酸向L-DOPA的转化进行抑制,最终降低细胞质中多巴胺的合成。低浓度的AMPT可用作难治性肌张力障碍或运动障碍的一种有效疗法。它还有助于降低嗜铬细胞瘤患者中的儿茶酚胺浓度。
酪氨酸羟化酶抑制剂。

其他说明

活性异构体

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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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
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)
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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