N5655
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)
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.77
MDL number:
产品名称
烟酸腺嘌呤二核苷酸磷酸 钠盐, ≥92.5%
SMILES string
[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
assay
≥92.5%
form
solid
storage temp.
−20°C
Quality Level
Application
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。
Biochem/physiol Actions
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。
General description
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。
Other Notes
注：不应与烟酰胺腺嘌呤二核苷酸磷酸 (NADP) 混淆。
Preparation Note
酶法制备 β-NADP + 类似物。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Slow calcium waves mediate furrow microtubule reorganization and germ plasm compaction in the early zebrafish embryo
Eno C, et al.
Development (2018)
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).
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
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
E N Chini et al.
The Journal of biological chemistry, 270(7), 3216-3223 (1995-02-17)
Transient fluxes of intracellular ionized calcium (Ca2+) from intracellular stores are integral components of regulatory signaling pathways operating in numerous biological regulations, including in early stages of egg fertilization. Therefore, we explored whether NADP, which is rapidly generated by phosphorylation
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