SML1232

cGAMP sodium salt

≥98% (HPLC)

• Synonym(s): 3′3′-cGAMP sodium salt, Cyclic AMP-GMP sodium salt, c-GMP-AMP sodium salt, cyclic GMP-AMP sodium salt
• Empirical Formula (Hill Notation): C₂₀H₂₄N₁₀O₁₃P₂ · xNa⁺
• CAS Number: 849214-04-6
• Molecular Weight: 674.41 (free acid basis)
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825735
• NACRES: NA.77

Properties

• description: contains 0.5μmol of powder (approx. 0.335mg)
• Quality Level: 100
• 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

Description

Application

cGAMP sodium salt has been used in cGAS-cGAMP Activity Assay.[1]

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.[2]

Preparation Note

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

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable