Merck

A3262

Sigma-Aldrich

腺苷-3′,5′-环单磷酸 三羟甲基氨基甲烷盐

≥97% (HPLC), powder

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别名:
cAMP, 环磷腺苷
Empirical Formula (Hill Notation):
C10H12N5O6P · C4H11NO3
分子量:
450.34
MDL编号:
eCl@ss:
32160414
PubChem化学物质编号:
NACRES:
NA.51

生物来源

synthetic

检测方案

≥97% (HPLC)

形式

powder

颜色

white

溶解性

H2O: 100 mg/mL

储存温度

−20°C

SMILES string

NC(CO)(CO)CO.Nc1ncnc2n(cnc12)[C@@H]3O[C@@H]4COP(O)(=O)O[C@H]4[C@H]3O

InChI

1S/C10H12N5O6P.C4H11NO3/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7;5-4(1-6,2-7)3-8/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13);6-8H,1-3,5H2/t4-,6-,7-,10-;/m1./s1

Inchi Key

CLDDYJFNXTUHIN-MCDZGGTQSA-N

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A9376A0386A9501
Adenosine 3′-monophosphate sodium salt from yeast

Sigma-Aldrich

A0386

腺苷-3′-磷酸 钠盐

assay

≥97% (HPLC)

assay

≥93%

assay

≥98% (HPLC)

assay

≥98.5% (HPLC)

form

powder

form

powder

form

powder

form

powder

color

white

color

-

color

-

color

white

solubility

H2O: 100 mg/mL

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 100 mg/mL, clear to very slightly hazy, colorless to very faintly yellow

solubility

H2O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.)

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

一般描述

在存在腺苷酸环化酶的存在下,由ATP合成腺苷3′,5′-环一磷酸(cAMP)。 cAMP主要用作免疫化学检测分析中的标记。胞内cAMP水平控制着免疫和炎症功能。细菌感染可触发胞内cAMP产生。 cAMP水平升高可调节癌细胞中的促分裂原活化蛋白激酶(MAPK) 。cAMP水平改变与白内障和心血管疾病的发病机理有关。 cAMP水平降低会触发糖尿病中胰岛素分泌受损。

应用

腺苷3′,5′-环一磷酸三盐已被用作人类子宫内膜间质细胞 (hESC) 培养和诱导神经干细胞(iNSC)的培养基补充剂。它已用于pink flamindo(红色 cAMP 指示剂)的光谱表征。

生化/生理作用

环化腺苷酸依赖性蛋白激酶 (PKA) 的自然活化剂。cAMP 是一种重要的第二信使,并且在很多系统中与神经递质或激素诱导的受体激活相关。已有显示,cAMP/PKA 信号通路可抑制细胞增殖,诱导分化并导致细胞凋亡。

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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Red fluorescent protein-based cAMP indicator applicable to optogenetics and in vivo imaging
Harada K, et al.
Scientific reports, 7(1), 7351-7351 (2017)
Local cAMP signaling in disease at a glance
Gold MG, et al.
Journal of Cell Science, 126(20), 4537-4542 (2013)
cAMP-response element-binding 3-like protein 1 (CREB3L1) is required for decidualization and its expression is decreased in women with endometriosis
Ahn JI, et al.
Current Molecular Medicine, 16(3), 276-287 (2016)
Guillaume St-Jean et al.
Biology of reproduction, 100(1), 49-60 (2018-07-17)
Wnt4 and Wnt5a have well-established roles in the embryonic development of the female reproductive tract, as well as in implantation, decidualization, and ovarian function in adult mice. Although these roles appear to overlap, whether Wnt5a and Wnt4 are functionally redundant
Yanmin Chen et al.
Planta medica, 85(9-10), 738-744 (2019-06-12)
Chronic heart failure is the terminal stage of various cardiovascular diseases. Despite the availability of several classes of drugs, there is still an unmet need for effective treatment. Based on bench work during the past two decades, we have proposed

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