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Merck
CN

N5655

Sigma-Aldrich

烟酸腺嘌呤二核苷酸磷酸 钠盐

≥92.5%, intracellular Ca2+ release activator, solid

别名:

β-NAADP

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关于此项目

经验公式(希尔记法):
C21H27N6O18P3 · xNa+
化学文摘社编号:
分子量:
744.39 (free acid basis)
MDL编号:
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

烟酸腺嘌呤二核苷酸磷酸 钠盐, ≥92.5%

方案

≥92.5%

表单

solid

储存温度

−20°C

SMILES字符串

[Na+].Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP([O-])(=O)OP([O-])(=O)OCC4O[C@@H]([C@@H](O)[C@H]4O)[n+]5cccc(c5)C(O)=O)[C@@H](O)[C@H]3OP(O)(O)=O

InChI

1S/C21H27N6O18P3.Na/c22-17-12-18(24-7-23-17)27(8-25-12)20-16(44-46(33,34)35)14(29)11(43-20)6-41-48(38,39)45-47(36,37)40-5-10-13(28)15(30)19(42-10)26-3-1-2-9(4-26)21(31)32;/h1-4,7-8,10-11,13-16,19-20,28-30H,5-6H2,(H6-,22,23,24,31,32,33,34,35,36,37,38,39);/q;+1/p-1/t10?,11-,13+,14-,15+,16-,19+,20-;/m1./s1

InChI key

KKCRODBDXQTAPI-NZNNTXIPSA-M

一般描述

注入细胞时NAADP诱导海胆卵中的Ca2 +释放。β它在ADP-核糖基环化酶的协助下可以由烟酰胺腺嘌呤二核苷酸磷酸盐(-NADP)酶促生产。

应用

烟酸腺嘌呤二核苷酸磷酸钠盐已被用作注入未受精的卵和胚胎的激动剂。

生化/生理作用

通过 IP 3 和环 ADP 核糖非依赖性机制有效激活细胞内 Ca 2+ 释放。

制备说明

酶法制备 β-NADP + 类似物。

其他说明

注:不应与烟酰胺腺嘌呤二核苷酸磷酸 (NADP) 混淆。

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Slow calcium waves mediate furrow microtubule reorganization and germ plasm compaction in the early zebrafish embryo
Eno C, et al.
Development (2018)
Parvinder K Aley et al.
The Journal of biological chemistry, 288(16), 10986-10993 (2013-03-08)
Nicotinic acid adenine dinucleotide phosphate (NAADP) is increasingly being demonstrated to be involved in calcium signaling in many cell types and species. Although it has been shown to play a role in smooth muscle cell contraction in several tissues, nothing
H C Lee et al.
The Journal of biological chemistry, 270(5), 2152-2157 (1995-02-03)
We have previously shown that alkaline treatment of NADP generates a derivative which can mobilize Ca2+ from sea urchin egg homogenates (Clapper, D. L., Walseth, T. F., Dargie, P. J., and Lee, H. C. (1987) J. Biol. Chem. 262, 9561-9568).
Patricia Gómez-Suaga et al.
Autophagy, 8(4), 692-693 (2012-03-24)
Alterations in autophagy are thought to underlie various neurodegenerative diseases including Parkinson disease (PD). Previous studies have indicated that the PD gene leucine rich repeat kinase 2 (LRRK2) is involved in this process, but its mechanism of action has remained
Lianne C Davis et al.
Current biology : CB, 22(24), 2331-2337 (2012-11-28)
A cytotoxic T lymphocyte (CTL) kills an infected or tumorigenic cell by Ca(2+)-dependent exocytosis of cytolytic granules at the immunological synapse formed between the two cells. Although inositol 1,4,5-trisphosphate (IP(3))-mediated Ca(2+) release from the endoplasmic reticulum activates the store-operated Ca(2+)-influx

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