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Merck

SML1232

cGAMP sodium salt

≥98% (HPLC), IFN-β production inducer, powder

Sinónimos:

3′3′-cGAMP sodium salt, Cyclic AMP-GMP sodium salt, c-GMP-AMP sodium salt, cyclic GMP-AMP sodium salt

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Fórmula empírica (notación de Hill):
C20H24N10O13P2 · xNa+
Número CAS:
Peso molecular:
674.41 (free acid basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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Nombre del producto

cGAMP sodium salt, ≥98% (HPLC)

description

contains 0.5μmol of powder (approx. 0.335mg)

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

storage temp.

−20°C

SMILES string

O=C1N=C(N)NC2=C1N=CN2[C@H](O3)[C@H](O)[C@H](OP4(O)=O)[C@H]3COP(O)(O[C@H]5[C@@H](O)[C@H](N6C=NC7=C6N=CN=C7N)O[C@@H]5CO4)=O.C

Application

cGAMP sodium salt has been used in cGAS-cGAMP Activity Assay.

Biochem/physiol Actions

Cyclic AMP-GMP (cGAMP) is a bacterial second messenger.
Cyclic AMP-GMP (cGAMP) is one of several naturally occurring cyclic dinucleotides that act as a bacterial second messengers to regulate important signaling mechanisms in prokaryotes that control bacterial survival, adhesion, colonization, biofilm formation, and virulence factors production. In cholera c-AMP-GMP promotes intestinal colonization by down-regulating chemotaxis. During infections bacterial cGAMP is bound by host STING (stimulator of interferon genes) activating innate immune responses leading to expression of interferon genes.
cGAMP induces the formation of cytokines (interferon-β, interferon-γ), activation of dendritic cells and CD8+ T cell cross priming. Through this action, it promotes innate immune response. cGAMP possesses antitumor activity and is prefered for immunotherapy in cancer treatment.

Preparation Note

Cyclic AMP-GMP is soluble in water and aqueous buffers (> 10 mM, limits have not been determined).


Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Yong Shen et al.
Cell reports, 35(12), 109272-109272 (2021-06-24)
The type I interferon (IFN) pathway is a key component of innate immune response upon invasion of foreign pathogens. It is also under precise control to prevent excessive upregulation and undesired inflammation cascade. In the present study, we report that
Antitumor activity of cGAMP via stimulation of cGAS-cGAMP-STING-IRF3 mediated innate immune response.
Li T, et al.
Scientific Reports, 6, 19049-19049 (2016)
manganese Increases the Sensitivity of the cgas-sting Pathway for Double-stranded Dna and Is Required for the Host Defense against Dna Viruses.
Wang C, et al.
Immunity, 48(4), 675-687 (2018)