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Key Documents

SML3293

Sigma-Aldrich

3′,2′-Cgamp Disodium

≥98% (HPLC)

Synonym(s):

Adenylyl-(2′→5′)-3′-guanylic acid cyclic nucleotide disodium

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About This Item

Empirical Formula (Hill Notation):
C20H22N10O13P2 ·2Na
Molecular Weight:
718.38
UNSPSC Code:
51111800
NACRES:
NA.77

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+]

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.
bacterial second messenger involved in antiphage defense system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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