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文件

A9501

腺苷-3′,5′-环单磷酸

Name: 腺苷-3′,5′-环单磷酸
Brand: SIGMA

≥98.5% (HPLC), powder

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别名:

cAMP, 环化腺苷酸, 腺苷环磷酸酯

经验公式（希尔记法）:

C₁₀H₁₂N₅O₆P

CAS号:

60-92-4

分子量:

329.21

Beilstein:

52645

EC 号:

200-492-9

MDL编号:

MFCD00005845

eCl@ss:

32160414

PubChem化学物质编号:

24278245

NACRES:

NA.77

质量水平

200

检测方案

≥98.5% (HPLC)

形式

powder

颜色

white

mp

260 °C (dec.) (lit.)

溶解性

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

储存温度

−20°C

SMILES string

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

InChI

1S/C10H12N5O6P/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/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1

InChI key

IVOMOUWHDPKRLL-KQYNXXCUSA-N

Gene Information

human ... OPRK1(4986)

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应用

腺苷3′,5′-环一磷酸已用于：

在胚胎脊髓神经细胞培养中作为细胞培养基补充剂
作为灌注研究中林格溶液的一个组成部分
在人肺癌细胞系中诱导神经内分泌分化

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。

特点和优势

该化合物是用于ADME Tox和环核苷酸研究的特色产品。发现更多精选用于 ADME Tox 和环核苷酸研究的产品。了解更多有关用于其他研究领域的生物活性小分子的信息，请访问 sigma.com/discover-bsm。

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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Generation of human brain region-specific organoids using a miniaturized spinning bioreactor

Qian X, et al.

Nature Protocols, 13(3), 565-565 (2018)

Neuroendocrine differentiation contributes to radioresistance development and metastatic potential increase in non-small cell lung cancer

Zhu R, et al.

Biochimica et Biophysica Acta - Molecular Cell Research, 1865(12), 1878-1890 (2018)

Tissue engineering the monosynaptic circuit of the stretch reflex arc with co-culture of embryonic motoneurons and proprioceptive sensory neurons

Guo X, et al.

Biomaterials, 33(23), 5723-5731 (2012)

Selective expression of a dominant-negative type Iα PKA regulatory subunit in striatal medium spiny neurons impairs gene expression and leads to reduced feeding and locomotor activity.

Linghai Yang et al.

The Journal of neuroscience : the official journal of the Society for Neuroscience, 34(14), 4896-4904 (2014-04-04)

Striatal medium spiny neurons (MSNs) mediate many of the physiological effects of dopamine, including the regulation of feeding and motor behaviors. Dopaminergic inputs from the midbrain modulate MSN excitability through pathways that involve cAMP and protein kinase A (PKA), but

GPR126 protein regulates developmental and pathological angiogenesis through modulation of VEGFR2 receptor signaling.

Hengxiang Cui et al.

The Journal of biological chemistry, 289(50), 34871-34885 (2014-09-14)

Angiogenesis, the formation of new blood vessels from pre-existing ones, is essential for development, wound healing, and tumor progression. The VEGF pathway plays irreplaceable roles during angiogenesis, but how other signals cross-talk with and modulate VEGF cascades is not clearly

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