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SML1232

Sigma-Aldrich

cGAMP sodium salt

≥98% (HPLC)

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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About This Item

Fórmula empírica (notación de Hill):
C20H24N10O13P2 · xNa+
Número de CAS:
849214-04-6
Peso molecular:
674.41 (free acid basis)
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
329825735
NACRES:
NA.77

descripción

contains 0.5μmol of powder (approx. 0.335mg)

Nivel de calidad

100

Ensayo

≥98% (HPLC)

Formulario

powder

color

white to beige

temp. de almacenamiento

−20°C

cadena SMILES

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

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Nota de preparación

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

Producto relacionado

Referencia del producto
Descripción
Precios

SML1231

c-di-AMP sodium salt, ≥98% (HPLC)

SML1229

2′,3′-cGAMP sodium salt, ≥98% (HPLC)

SML1228

Cyclic-di-GMP sodium salt, ≥98% (HPLC)

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000155457
0000149358
0000149358
0000127522

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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)
Andrea Annibal et al.
Analytical and bioanalytical chemistry, 413(26), 6457-6468 (2021-09-04)
Cyclic dinucleotides (CDNs) are key secondary messenger molecules produced by cyclic dinucleotide synthases that trigger various cellular signaling cascades from bacteria to vertebrates. In mammals, cyclic GMP-AMP synthase (cGAS) has been shown to bind to intracellular DNA and catalyze the
Dareen Mikheil et al.
Scientific reports, 14(1), 4440-4440 (2024-02-24)
3',5'-Cyclic adenosine monophosphate (cAMP), the first identified second messenger, is implicated in diverse cellular processes involving cellular metabolism, cell proliferation and differentiation, apoptosis, and gene expression. cAMP is synthesized by adenylyl cyclase (AC), which converts ATP to cAMP upon activation
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