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Merck
모든 사진(2)

주요 문서

N5655

Sigma-Aldrich

Nicotinic acid adenine dinucleotide phosphate sodium salt

≥92.5%

동의어(들):

β-NAADP

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About This Item

실험식(Hill 표기법):
C21H27N6O18P3 · xNa+
CAS Number:
Molecular Weight:
744.39 (free acid basis)
MDL number:
UNSPSC 코드:
12352106
PubChem Substance ID:
NACRES:
NA.77

Quality Level

분석

≥92.5%

양식

solid

저장 온도

−20°C

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

일반 설명

NAADP induces Ca2+ release from the eggs of sea urchin, when injected into the cell. It can be enzymatically produced from nicotinamide adenine dinucleotide phosphate (β-NADP) with the help of ADP-ribosyl cyclase.

애플리케이션

Nicotinic acid adenine dinucleotide phosphate sodium salt has been used for agonist injection into unfertilized eggs and embryos.

생화학적/생리학적 작용

Potent activator of intracellular Ca2+ release via an IP3 and cyclic ADP ribose-independent mechanism.

기타 정보

Note: Should not be confused with nicotinamide adenine dinucleotide phosphate (NADP).

제조 메모

Enzymatically prepared analog of β-NADP+.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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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).
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Eno C, et al.
Development (2018)
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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