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Merck
CN

A165

Rp-腺苷 3′,5′-环状单硫代磷酸酯 三乙铵盐

≥98% (HPLC), cAMP antagonist, powder

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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关于此项目

经验公式(希尔记法):
C10H11N5O5PS · C6H16N
化学文摘社编号:
分子量:
446.46
UNSPSC Code:
41106305
PubChem Substance ID:
NACRES:
NA.77
MDL number:
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产品名称

Rp-腺苷 3′,5′-环状单硫代磷酸酯 三乙铵盐, powder, ≥98% (HPLC)

SMILES string

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

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: 10 mg/mL

λmax

258 nm

storage temp.

−20°C

Quality Level

Application

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。

Biochem/physiol Actions

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。

Features and Benefits

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。

Disclaimer

非常吸湿。储存于干燥处。

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)


历史批次信息供参考:

分析证书(COA)

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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
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
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)
Carmen Müllner et al.
The FEBS journal, 276(21), 6218-6226 (2009-09-22)
Besides being activated by G-protein beta/gamma subunits, G-protein activated potassium channels (GIRKs) are regulated by cAMP-dependent protein kinase. Back-phosphorylation experiments have revealed that the GIRK1 subunit is phosphorylated in vivo upon protein kinase A activation in Xenopus oocytes, whereas phosphorylation

商品

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

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