MedKoo Cat#: 462326 | Name: Cyclic di-GMP sodium
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cyclic di-GMP sodium is a second messenger in bacteria involved in diverse prokaryotic processes, including biofilm formation, motility, virulence, and cell cycling.

Chemical Structure

Cyclic di-GMP sodium
Cyclic di-GMP sodium
CAS#2222132-40-1 (sodium)

Theoretical Analysis

MedKoo Cat#: 462326

Name: Cyclic di-GMP sodium

CAS#: 2222132-40-1 (sodium)

Chemical Formula: C20H22N10Na2O14P2

Exact Mass: 0.0000

Molecular Weight: 734.38

Elemental Analysis: C, 32.71; H, 3.02; N, 19.07; Na, 6.26; O, 30.50; P, 8.44

Price and Availability

Size Price Availability Quantity
1mg USD 450.00 2 Weeks
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Synonym
Cyclic di-GMP sodium; c-di-GMP; Cyclic diguanylate; 3',5'-Cyclic diguanylic acid
IUPAC/Chemical Name
sodium (2R,3R,3aS,7aR,9R,10R,10aS,14aR)-2,9-bis(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,10-dihydroxyoctahydro-2H,7H-difuro[3,2-d:3',2'-j][1,3,7,9]tetraoxa[2,8]diphosphacyclododecine-5,12-bis(olate) 5,12-dioxide
InChi Key
SVIXOIGPVFFABR-XDODWTFASA-L
InChi Code
InChI=1S/C20H24N10O14P2.2Na/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);;/q;2*+1/p-2/t5-,6-,9-,10-,11-,12-,17-,18-;;/m1../s1
SMILES Code
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+]
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 734.38 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Römling, U., Galperin, M.Y., and Gomelsky, M. Cyclic di-GMP: The first 25 years of a universal bacterial second messenger. Microbiol. Mol. Biol. Rev. 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).