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Merck
CN

808490

Sigma-Aldrich

N6-炔丙基-ATP 钠盐

别名:

(N6pATP) 钠盐, N6-炔丙基-腺苷-5’-三磷酸盐 钠盐

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About This Item

经验公式(希尔记法):
C13H18N5O13P3 · xNa+
分子量:
545.23 (free acid basis)
UNSPSC代码:
12352106
PubChem化学物质编号:
NACRES:
NA.22

检测方案

≥95% (HPLC)

质量水平

形式

solid

反应适用性

reaction type: click chemistry

溶解性

10 mM Tris-HCl, pH 7.5: soluble

运输

wet ice

储存温度

−20°C

SMILES字符串

O[C@@H]([C@H]1O)[C@@H](COP(O)(OP(O)(OP(O)(O)=O)=O)=O)O[C@@H]1N2C=NC3=C2N=CN=C3NCC#C

InChI

1S/C13H18N5O13P3/c1-2-3-14-11-8-12(16-5-15-11)18(6-17-8)13-10(20)9(19)7(29-13)4-28-33(24,25)31-34(26,27)30-32(21,22)23/h1,5-7,9-10,13,19-20H,3-4H2,(H,24,25)(H,26,27)(H,14,15,16)(H2,21,22,23)/t7-,9-,10-,13?/m1/s1

InChI key

MUOIWXPACQCYQC-RJNFYWFKSA-N

应用

N6-炔丙基-ATP适用于蛋白质的体外AMPylation以及RNA的体外聚腺苷酸化。可以使用Cu(I)催化的点击化学方法处理所得的炔烃官能化的蛋白质或RNA,以连接叠氮化物标记的分子。这提供了诸如引入用于纯化任务的生物素基团,引入用于检测的荧光基团或与其他叠氮化物官能化的生物分子交联的选择。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Markus Grammel et al.
Chembiochem : a European journal of chemical biology, 13(8), 1112-1115 (2012-04-20)
A versatile "clickable" nucleoside: Metabolic labeling of cells is useful in studying the dynamics of biological molecules. N(6) pA can be utilized by all three mammalian RNA polymerases, as well as poly(A) polymerase. Because of its alkyne modification, RNA labeled
A new chemical handle for protein AMPylation at the host-pathogen interface.
Malgorzata Broncel et al.
Chembiochem : a European journal of chemical biology, 13(2), 183-185 (2012-01-04)
Markus Grammel et al.
Journal of the American Chemical Society, 133(43), 17103-17105 (2011-09-29)
Protein AMPylation is an emerging post-translational modification, which plays key roles in bacterial pathogenesis and cell biology. Enzymes with AMPylation activity, referred to as AMPylators, have been identified in several bacterial pathogens and eukaryotes. To facilitate the study of this

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