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Merck
CN

N2630

Sigma-Aldrich

烟酰胺1,N6-乙烯基腺嘌呤二核苷酸

≥98%

别名:

ε-NAD, 1,N6-Etheno NAD, 1,N6-乙烯基烟酰胺腺嘌呤二核苷酸

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关于此项目

经验公式(希尔记法):
C23H27N7O14P2
CAS Number:
分子量:
687.45
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
NACRES:
NA.51
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生物来源

synthetic (Organic)

质量水平

方案

≥98%

表单

powder

溶解性

H2O: soluble-250 mg/mL, clear, colorless to faintly yellow

储存温度

−20°C

SMILES字符串

NC(=O)C1=CC=C[N](=C1)C2OC(COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)n4cnc5c4ncn6ccnc56)C(O)C2O

InChI

1S/C23H28N7O14P2/c24-19(35)11-2-1-4-28(6-11)22-17(33)15(31)12(42-22)7-40-45(36,37)44-46(38,39)41-8-13-16(32)18(34)23(43-13)30-10-26-14-20-25-3-5-29(20)9-27-21(14)30/h1-6,9-10,12-13,15-18,22-23,31-34H,7-8H2,(H2,24,35)(H,36,37)(H,38,39)

InChI key

AVLUSNAXLARRGJ-UHFFFAOYSA-N

应用

烟酰胺1,N6-乙烯基腺嘌呤二核苷酸(ε-NAD)是NAD荧光类似物(荧光团),可用于通过乙烯基-NAD+分析等方法研究ADP核糖基化反应和NAD+结合酶的结构/动力学。

其他说明

β-NAD的类似物

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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V N Hingorani et al.
The Journal of biological chemistry, 263(36), 19804-19808 (1988-12-25)
Nicotinamide 1,N6-ethenoadenine dinucleotide (etheno-NAD, epsilon-NAD), a fluorescent analogue of NAD, was able to serve as a substrate for the bacterial toxin-catalyzed epsilon-ADP ribosylation of signal-transducing G-proteins. Pertussis toxin and transducin were used as a model system to characterize this reaction.
Y I Henis et al.
European journal of biochemistry, 112(1), 59-73 (1980-11-01)
The binding of nicotinamide--adenine dinucleotide (NAD+), nicotinamide--1,N6-ethenoadenine dinucleotide (epsilon NAD+), acetylpyridine--adenine dinucleotide (AcPyAD+), ATP, and adenosine diphosphoribose (ADP-ribose) to rabbit muscle glyceraldehyde-3-phosphate dehydrogenase (the enzyme) was examined. NAD+ and epsilon NAD+ were found to bind to the apoenzyme in a
ADP-ribosylation and NAD+
Utilizing Enzymes
Paul Chang
Methods in Molecular Biology, 77-90 (2018)
Hélène Muller-Steffner et al.
ACS chemical biology, 12(7), 1787-1795 (2017-05-10)
SmNACE is a NAD catabolizing enzyme expressed on the outer tegument of S. mansoni, a human parasite that is one of the major agents of the neglected tropical disease schistosomiasis. Recently, we identified aroylhydrazone derivatives capable of inhibiting the recombinant
Fujie Yan et al.
Molecular cell, 78(4), 641-652 (2020-04-25)
Ubiquitination is essential for numerous eukaryotic cellular processes. Here, we show that the type III effector CteC from Chromobacterium violaceum functions as an adenosine diphosphate (ADP)-ribosyltransferase that specifically modifies ubiquitin via threonine ADP-ribosylation on residue T66. The covalent modification prevents

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