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Merck
CN

SML1231

Sigma-Aldrich

二磷酸腺苷 钠盐

≥98% (HPLC)

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别名:
3′,5′-环二腺苷酸 钠盐, 环-di-AMP 钠盐, 环二-3′,5′-腺苷酸 钠盐, 环二腺苷酸 钠盐, 环二腺苷酸一磷酸 钠盐, 腺苷酰-(3′5′)-3′-腺苷酸,环核苷酸 钠盐
经验公式(希尔记法):
C20H24N10O12P2 · xNa+
CAS号:
分子量:
658.41 (free acid basis)
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

描述

contains 1μmol of powder (approx. 0.7mg)

质量水平

检测方案

≥98% (HPLC)

形式

powder

颜色

white to beige

储存温度

−20°C

SMILES字符串

NC1=NC=NC2=C1N=CN2[C@H](O3)[C@H](O)[C@H](OP(OC[C@@H]4[C@@H](O5)[C@@H](O)[C@H](N6C=NC7=C6N=CN=C7N)O4)(O)=O)[C@H]3COP5(O)=O.C

InChI

1S/C20H24N10O12P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-11(31)13-7(39-19)1-37-43(33,34)42-14-8(2-38-44(35,36)41-13)40-20(12(14)32)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-32H,1-2H2,(H,33,34)(H,35,36)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1

InChI key

PDXMFTWFFKBFIN-XPWFQUROSA-N

相关类别

生化/生理作用

c-di-AMP 是细菌的第二信使。c-di-AMP 作为一种强效粘膜佐剂,可刺激体液和细胞应答。
在多种信号通路中起作用。在革兰氏阳性菌中,它影响细胞生长和存活,并调节毒力。c-di-AMP 是由二腺苷酸环化酶 (DAC) 形成的,DAC 是一种含有环化酶结构域的蛋白质。

制备说明

c-di-AMP 可溶于水(≥16 mM,尚未确定限值)。

相关产品

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Qichao Sun et al.
Enzyme and microbial technology, 143, 109700-109700 (2020-12-31)
Cyclic di-AMP is a bacterial nucleotide second messenger and evaluated as a potential vaccine adjuvant candidate. Here, we report a practical and economical enzymatic method for gram-scale preparation of c-di-AMP using an immobilized Vibrio cholerae dinucleotide cyclase DncV. The method
c-di-AMP: An Essential Molecule in the Signaling Pathways that Regulate the Viability and Virulence of Gram-Positive Bacteria
Fahmi T, et al.
Genes, 8(8), 197-197 (2017)
Andrea Annibal et al.
Analytical and bioanalytical chemistry, 413(26), 6457-6468 (2021-09-04)
Cyclic dinucleotides (CDNs) are key secondary messenger molecules produced by cyclic dinucleotide synthases that trigger various cellular signaling cascades from bacteria to vertebrates. In mammals, cyclic GMP-AMP synthase (cGAS) has been shown to bind to intracellular DNA and catalyze the
W Michael Babinchak et al.
Nature communications, 11(1), 5574-5574 (2020-11-06)
Liquid-liquid phase separation (LLPS) of proteins that leads to formation of membrane-less organelles is critical to many biochemical processes in the cell. However, dysregulated LLPS can also facilitate aberrant phase transitions and lead to protein aggregation and disease. Accordingly, there

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