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SML1232

cGAMP sodium salt

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

Synonym(s):

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

Empirical Formula (Hill Notation):
C20H24N10O13P2 · xNa+
CAS Number:
Molecular Weight:
674.41 (free acid basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
powder
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Product Name

cGAMP sodium salt, ≥98% (HPLC)

description

contains 0.5μmol of powder (approx. 0.335mg)

Quality Segment

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

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.
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.

Preparation Note

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


Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable



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