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SML3293

Sigma-Aldrich

3′,2′-Cgamp Disodium

≥98% (HPLC)

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Synonym(s):
Adenylyl-(2′→5′)-3′-guanylic acid cyclic nucleotide disodium
Empirical Formula (Hill Notation):
C20H22N10O13P2 ·2Na
Molecular Weight:
718.38

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

storage temp.

−20°C

SMILES string

NC1=NC=NC2=C1N=CN2[C@H]3[C@H](OP4([O-])=O)[C@H](O)[C@@H](COP([O-])(O[C@H]5[C@@H](O)[C@H](N(C=N6)C7=C6C(NC(N)=N7)=O)O[C@@H]5CO4)=O)O3.[Na].[Na+]

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This Item
E8909C4874SAB4200693
vibrant-m

SML3293

3′,2′-Cgamp Disodium

vibrant-m

E8909

Phosphodiesterase 3B

vibrant-m

C4874

Calmodulin bovine

form

powder

form

buffered aqueous solution

form

lyophilized powder

form

buffered aqueous solution

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

storage temp.

−20°C

storage temp.

−70°C

storage temp.

−20°C

storage temp.

−20°C

color

white to beige

color

-

color

-

color

-

General description

3’,2’-cGAMP is a signaling molecule produced by the host immune system in response to pathogens. 3’,2’-cGAMP is synthesized from CdnG , one of the Cyclic-oligonucleotide-based antiphage signaling systems (CBASS). It activates the stimulator of interferon genes (STING)effector protein to initiate a potent interferon response. The drosophila STING (dSTING) in complex with 3′2′-cGAMP explains selective isomer recognition.

Biochem/physiol Actions

3′,2′-cGAMP is a bacterial second messenger involved in antiphage defense system. 3′,2′-cGAMP is a signaling molecule that activates Cap5 for DNA degradation in Asticcacaulis sp. and Lactococcus lactis. 3′2′-cGAMP is produced upon in Drosophila melanogaster upon activation by viral RNA or DNA of cGAS-like receptors (cGLRs) and induces antiviral response.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Andreas Holleufer et al.
Nature, 597(7874), 114-118 (2021-07-15)
In mammals, cyclic GMP-AMP (cGAMP) synthase (cGAS) produces the cyclic dinucleotide 2'3'-cGAMP in response to cytosolic DNA and this triggers an antiviral immune response. cGAS belongs to a large family of cGAS/DncV-like nucleotidyltransferases that is present in both prokaryotes1 and
Shirin Fatma et al.
Nature communications, 12(1), 6381-6381 (2021-11-06)
Cyclic-oligonucleotide-based antiphage signaling systems (CBASS) are diverse and abundant in bacteria. Here, we present the biochemical and structural characterization of two CBASS systems, composed of CdnG and Cap5, from Asticcacaulis sp. and Lactococcus lactis. We show that CdnG from Asticcacaulis
Pivotal Roles of cGAS-cGAMP Signaling in Antiviral Defense and Immune Adjuvant Effects
LI ZG, et al.
Science (2013)
Kailey M Slavik et al.
Nature, 597(7874), 109-113 (2021-07-15)
Cyclic GMP-AMP synthase (cGAS) is a cytosolic DNA sensor that produces the second messenger cG[2'-5']pA[3'-5']p (2'3'-cGAMP) and controls activation of innate immunity in mammalian cells1-5. Animal genomes typically encode multiple proteins with predicted homology to cGAS6-10, but the function of

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