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Cyclic di-GMP disodium (Synonyms: c-di-GMP, Cyclic diguanylate, 3',5'-Cyclic diguanylic acid)

Catalog No.GC19526

Cyclic di-GMP (sodium salt) is a STING agonist and a bacterial second messenger that coordinates different aspects of bacterial growth and behavior, including motility, virulence, biofilm formation, and cell cycle progression. Cyclic di-GMP (sodium salt) has anti-cancer cell proliferation activity and also induces elevated CD4 receptor expression and cell cycle arrest. Cyclic di-GMP (sodium salt) can be used in cancer research.

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Cyclic di-GMP disodium Chemical Structure

Cas No.: 2222132-40-1

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1mg
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5mg
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Sample solution is provided at 25 µL, 10mM.

Description of Cyclic di-GMP disodium

Cyclic di-GMP is a second messenger in bacteria involved in diverse prokaryotic processes, including biofilm formation, motility, virulence, and cell cycling.[1],[2] In eukaryotic cells, cyclic di-GMP is detected by and binds to the transmembrane protein stimulator of interferon genes (STING; Kd = 1.21 µM), leading to activation of the innate immune system.[3],[4] It has been used at a preset molar ratio with STING dimers in binding assays to determine the binding constants of particularly tight binding partners, such as 2’3’-cGAMP. Cyclic di-GMP induces IFN-β mRNA expression in vitro (EC50 = 537.8 nM) but less potently than 2’3’-cGAMP, 3’2’-cGAMP, 3’3’-cGAMP, and 2’2’-cGAMP.

Reference:
[1]. Römling, U., Galperin, M.Y., and Gomelsky, M. Cyclic di-GMP: The first 25 years of a universal bacterial second messenger Microbiology and Molecular Biology Reviews 77(1), 1-52 (2013).
[2]. Martínez, L.C., and Vadyvaloo, V. Mechanisms of post-transcriptional gene regulation in bacterial biofilms Front.Cell.Neurosci. 4(38), 1-15 (2014).
[3]. Schaap, P. Cyclic di-nucleotide signaling enters the eukaryote domain IUBMB Life 65(11), 897-903 (2013).
[4]. Zhang, X., Shi, H., Wu, J., et al. Cyclic GMP-AMP containing mixed phosphodiester linkages is an endogenous high-affinity ligand for STING Mol. Cell 51(2), 226-235 (2015).

Chemical Properties of Cyclic di-GMP disodium

Cas No. 2222132-40-1 SDF
Synonyms c-di-GMP, Cyclic diguanylate, 3',5'-Cyclic diguanylic acid
Chemical Name guanylyl-(3'→5')-3'-guanylic acid, cyclic nucleotide, disodium salt
Canonical SMILES O=C1NC(N)=NC2=C1N=CN2[C@@H]([C@@H]3O)O[C@@]([H])([C@]3(OP([O-])(OC[C@]([H])([C@]4(O5)[H])O[C@H]([C@@H]4O)N6C(N=C(N7)N)=C(N=C6)C7=O)=O)[H])COP5([O-])=O.[Na+].[Na+]
Formula C20H22N10O14P2Na2 M.Wt 734.4
Solubility 1mg/mL in water Storage Store at -80°C, protect from light, stored under nitrogen
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Cyclic di-GMP disodium

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1 mg 5 mg 10 mg
1 mM 1.3617 mL 6.8083 mL 13.6166 mL
5 mM 0.2723 mL 1.3617 mL 2.7233 mL
10 mM 0.1362 mL 0.6808 mL 1.3617 mL
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