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About This Item
Empirical Formula (Hill Notation):
C20H24N10O13P2 · xNa+
CAS Number:
Molecular Weight:
674.41 (free acid basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
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).
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
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