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Merck
CN

A165

Sigma-Aldrich

Rp-腺苷 3′,5′-环状单硫代磷酸酯 三乙铵盐

powder, ≥98% (HPLC)

别名:

Rp-cAMPS 三乙铵盐, Rp-环状 3′,5′-氢硫代磷酸酯腺苷 三乙铵盐

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About This Item

经验公式(希尔记法):
C10H11N5O5PS · C6H16N
分子量:
446.46
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.77

质量水平

方案

≥98% (HPLC)

表单

powder

储存条件

desiccated

颜色

white to beige

溶解性

H2O: 10 mg/mL

λmax

258 nm

储存温度

−20°C

SMILES字符串

CCN(CC)CC.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=S)O[C@H]4[C@H]3O

InChI

1S/C10H12N5O5PS.C6H15N/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(19-10)1-18-21(17,22)20-7;1-4-7(5-2)6-3/h2-4,6-7,10,16H,1H2,(H,17,22)(H2,11,12,13);4-6H2,1-3H3/t4-,6-,7-,10-,21?;/m1./s1

InChI key

OXIPZMKSNMRTIV-NVGWRVNNSA-N

应用

Rp-腺苷-3′,5′-环一硫代磷酸三乙酯铵盐已被用作cAMP的拮抗剂,以阻断cAMP-PKA信号通路。

生化/生理作用

Rp-腺苷-3′,5′-环一硫代磷酸三乙酯铵盐能够抑制蛋白激酶A(PKA)。
腺苷-3′,5′-环状单硫代磷酸酯 Rp-非对映异构体。cAMP(cAMP 依赖性蛋白激酶I 和 II)激活作用的特异性膜渗透性抑制剂;对环核苷酸磷酸二酯酶具有抗性;在许多系统中阻断 cAMP 介导的作用。

特点和优势

这种化合物是环核苷酸研究的特色产品。点击此处发现更多特色环核苷酸产品。在sigma.com/discover-bsm可了解更多关于生物活性小分子的其他研究领域。

注意

非常吸湿。储存于干燥处。

储存分类代码

11 - Combustible Solids

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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Shaomin Peng et al.
Investigative ophthalmology & visual science, 51(6), 3216-3225 (2010-01-01)
Bevacizumab and ranibizumab are currently used to treat age-related macular degeneration by neutralizing vascular endothelial growth factor (VEGF). In this study, the potential side effects on the outer blood-retinal barrier were examined. Human fetal RPE (hfRPE) cells were used because
L Y Wang et al.
Science (New York, N.Y.), 253(5024), 1132-1135 (1991-09-06)
In the mammalian central nervous system, receptors for excitatory amino acid neurotransmitters such as the alpha-amino-3-hydroxy-5-methyl-4- isoxazolepropionic acid (AMPA)-kainate receptor mediate a large fraction of excitatory transmission. Currents induced by activation of the AMPA-kainate receptor were potentiated by agents that
J D Rothermel et al.
The Journal of biological chemistry, 259(13), 8151-8155 (1984-07-10)
The ability of the Rp diastereomer of adenosine cyclic 3',5'-phosphorothioate (Rp cAMPS) to inhibit glucagon-induced glycogenolysis was studied in hepatocytes isolated from fed rats. Preincubation of the cells for 20 min with progressively higher concentrations of Rp cAMPS followed by
PKA-independent cAMP stimulation of white adipocyte exocytosis and adipokine secretion: modulations by Ca2+ and ATP
Komai AM, et al.
The Journal of Physiology, 592(23), 5169-5186 (2014)
Olav A Gressner et al.
Liver international : official journal of the International Association for the Study of the Liver, 29(6), 886-897 (2009-03-18)
Recently, we identified hepatocytes as the major cellular source of profibrogenic connective tissue growth factor (CTGF/CCN2) in the liver. Based on reports of a hepatoprotective effect of coffee consumption, we were the first to provide evidence that caffeine suppresses transforming

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Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.

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