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SML1228

Sigma-Aldrich

环二鸟苷酸 钠盐

≥98% (HPLC), powder, quorum sensing molecule

别名:

3′，5′-环二鸟苷酸 钠盐, cGpGp 钠盐, 二（3′，5′）-环二鸟苷酸 钠盐, 环二鸟苷酸 钠盐, 鸟苷-5′-一磷酸 钠盐

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About This Item

经验公式（希尔记法）:
C20H24N10O14P2 · xNa+
CAS号:
61093-23-0
分子量:
690.41 (free acid basis)
UNSPSC代码:
12352200
PubChem化学物质编号:
329825732
NACRES:
NA.77

产品名称

环二鸟苷酸 钠盐, ≥98% (HPLC)

描述

contains 1μmol of powder (approx. 0.7mg)

质量水平

100

方案

≥98% (HPLC)

表单

powder

颜色

white to beige

储存温度

−20°C

SMILES字符串

O[C@@H]1[C@H](OP(OC[C@H]2O[C@@H](N3C(N=C(N)NC4=O)=C4N=C3)[C@H](O)[C@@H]2O5)(O)=O)[C@@H](COP5(O)=O)O[C@H]1N6C(N=C(N)NC7=O)=C7N=C6.C

InChI

1S/C20H24N10O14P2/c21-19-25-13-7(15(33)27-19)23-3-29(13)17-9(31)11-5(41-17)1-39-45(35,36)44-12-6(2-40-46(37,38)43-11)42-18(10(12)32)30-4-24-8-14(30)26-20(22)28-16(8)34/h3-6,9-12,17-18,31-32H,1-2H2,(H,35,36)(H,37,38)(H3,21,25,27,33)(H3,22,26,28,34)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1

InChI key

PKFDLKSEZWEFGL-MHARETSRSA-N

应用

环二鸟苷酸钠盐已用作一种群体感应分子。

生化/生理作用

环二鸟苷酸是一种天然存在的小分子，其作为一种细菌第二信使，调节原核生物中的重要信号机制，这些信号机制控制细菌存活、粘附、定植、生物膜形成，以及毒性因子产生。在感染期间，环二鸟苷酸与宿主 STING（干扰素基因刺激蛋白）结合，导致干扰素基因的表达，激活先天免疫应答。在真核生物体中，环二鸟苷酸不仅在免疫应答中起作用，也作为心脏起搏器 I（F）电流的抑制剂起作用。

制备说明

环二鸟苷酸可溶于水和含水缓冲液。

相关产品

产品编号
说明
价格

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

从最新的版本中选择一种：

分析证书(COA)

Lot/Batch Number
0000247005
0000243607
0000243607
0000247005
0000164985

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Miguel Angel De la Cruz-Villegas et al.
Journal of microbiology and biotechnology, 30(6), 811-821 (2020-04-03)
Mycobacterium tuberculosis produces mycolic acids which are relevant for persistence, recalcitrance to antibiotics and defiance to host immunity. c-di-GMP is a second messenger involved in transition from planktonic cells to biofilms, whose levels are controlled by diguanylate cyclases (DGC) and
An Aphrodisiac Produced By Vibrio fischeri Stimulates Mating In The Closest Living Relatives Of Animals.
Woznica A, et al.
bioRxiv, 139022-139022 (2017)
Emily N Chin et al.
Science (New York, N.Y.), 369(6506), 993-999 (2020-08-21)
Stimulator of interferon genes (STING) links innate immunity to biological processes ranging from antitumor immunity to microbiome homeostasis. Mechanistic understanding of the anticancer potential for STING receptor activation is currently limited by metabolic instability of the natural cyclic dinucleotide (CDN)
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
Lei Zhang et al.
Nature communications, 11(1), 5371-5371 (2020-10-25)
Autoinducer-2 (AI-2) is a quorum sensing signal that mediates communication within and between many bacterial species. However, its known receptors (LuxP and LsrB families) are not found in all the bacteria capable of responding to this signaling molecule. Here, we
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