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
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Permítanos ayudarleNombre del producto
cGAMP sodium salt, ≥98% (HPLC)
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
description
contains 0.5μmol of powder (approx. 0.335mg)
assay
≥98% (HPLC)
form
powder
color
white to beige
storage temp.
−20°C
Quality Level
Categorías relacionadas
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)
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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