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经验公式(希尔记法):
C6H12NO2P · xH2O
化学文摘社编号:
分子量:
161.14 (anhydrous basis)
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
产品名称
(1,2,5,6-四氢吡啶-4-基)甲基次磷酸 水合物, ≥97% (HPLC), solid
SMILES string
[H]O[H].CP([O-])(=O)C1=CC[NH2+]CC1
InChI
1S/C6H12NO2P.H2O/c1-10(8,9)6-2-4-7-5-3-6;/h2,7H,3-5H2,1H3,(H,8,9);1H2
InChI key
GXVWAQPRAQORGS-UHFFFAOYSA-N
assay
≥97% (HPLC)
form
solid
color
white to off-white
solubility
H2O: 16 mg/mL
DMSO: insoluble
Quality Level
Application
(1,2,5,6-四氢吡啶-4-基)甲基次磷酸(TPMPA)水合物已用作视网膜神经节细胞的γ-氨基丁酸C(GABAc)抑制剂。
TPMA已作为GABAC受体拮抗剂,研究侏儒神经节细胞中的内层视网膜抑制作用。TPMPA还用于研究GABAC受体拮抗剂抑制神经节细胞定向选择性的作用。
Biochem/physiol Actions
TPMPA融合异四氢烟酸和3-APMPA特性,既保留GABAC受体亲和性,又不与GABAA或GABAB受体作用。电活动分析表明,TPMPA是非洲爪蟾卵母细胞表达克隆人mu 1 GABAC受体的竞争性拮抗剂(Kb约2μM)。TPMPA是弱>100倍的卵母细胞表达的大鼠脑GABAA受体抑制剂(Kb约320 μM),对大鼠海马体切片中的GABAB受体仅有较弱的激动剂活性(EC50约500 μM)。TPMPA 可用于研究视网膜外层和神经系统中其他受体表达区域中的GABAC受体功能。
Features and Benefits
该化合物是神经科学研究推荐产品。点击此处 ,查看更多神经科学精选产品。想要了解有关生物活性小分子在其他研究领域应用的更多信息,请访问 sigma.com/discover-bsm。
Legal Information
根据加利福尼亚大学授予的独家许可在美国销售。
Preparation Note
(1,2,5,6-四氢吡啶-4-基)甲基次磷酸(TPMPA)水合物可溶于水(16 mg/ml),但不溶于DMSO。
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Sowmya Venkataramani et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(46), 15664-15676 (2010-11-19)
Cells sensitive to the orientation of edges are ubiquitous in visual systems, and have been described in the vertebrate retina, yet the synaptic mechanisms that generate orientation selectivity in the retina are largely unknown. Here, we analyze the synaptic mechanisms
Montserrat Samsó
European journal of translational myology, 25(1), 4840-4840 (2016-02-26)
Excitation contraction coupling, the rapid and massive Ca(2+) release under control of an action potential that triggers muscle contraction, takes places at specialized regions of the cell called triad junctions. There, a highly ordered supramolecular complex between the dihydropyridine receptor
G A Johnston
Trends in pharmacological sciences, 17(9), 319-323 (1996-09-01)
The inhibitory neurotransmitter, GABA, activates a variety of receptors in all areas of the CNS. Two major subtypes of GABA receptors are well known: (1) GABAA receptors are ligand-gated Cl- channels that consist of a heteromeric mixture of protein subunits
The first selective antagonist for a GABAC receptor.
Murata, Y., et al.
Bioorganic & Medicinal Chemistry Letters, 6, 2073-2076 (1996)
D Ragozzino et al.
Molecular pharmacology, 50(4), 1024-1030 (1996-10-01)
In mammals, receptors for the inhibitory neurotransmitter gamma-aminobutyric acid (GABA) are divided into three pharmacological classes, which are denoted GABAA, GABAB, and GABAC. GABAC receptors are defined by their insensitivity to the GABAA receptor antagonist bicuculline and the GABAB receptor
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