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ChemicalBook--->CAS DataBase List--->61093-23-0

61093-23-0

61093-23-0 Structure

61093-23-0 Structure
IdentificationBack Directory
[Name]

bis(3',5')-cyclic diguanylic acid
[CAS]

61093-23-0
[Synonyms]

5GP-5GP
c-di-GMP
Cyclic di-GMP
cyclic diguanylate
Cyclic-di-GMP(c-di-GMP)
Cyclic-di-GMP,cyclic diguanylate
bis(3',5')-cyclic diguanylic acid
3'-Guanylic acid, guanylyl-(3'→5')-, cyclic nucleotide
Cyclic diguanosine monophosphate ( c-diGMP/c-di-GMP ) / cyclic bis ( 3' > 5' ) diguanylic acid
[Molecular Formula]

C20H24N10O14P2
[MDL Number]

MFCD31563661
[MOL File]

61093-23-0.mol
[Molecular Weight]

690.41
Chemical PropertiesBack Directory
[Melting point ]

193-196 °C (decomp)
[density ]

2.70±0.1 g/cm3(Predicted)
[storage temp. ]

-20°C
[form ]

powder
[pka]

0.66±0.70(Predicted)
[color ]

white to beige
[Water Solubility ]

Soluble in Water
Hazard InformationBack Directory
[Uses]

Cyclic-di-GMP sodium salt has been used as a quorum sensing molecule.
[Definition]

ChEBI: A cyclic purine dinucleotide that is the 3',5'-cyclic dimer of MP.
[Biochem/physiol Actions]

Cyclic-di-GMP is a naturally occurring small molecule that acts as a bacterial second messenger to regulate important signaling mechanisms in prokaryotes that control bacterial survival, adhesion, colonization, biofilm formation, and virulence factors production. During infections Cyclic-di-GMP is bound by host STING (stimulator of interferon genes) leading to expression of interferon genes, activating innate immune responses. c-di-GMP has been found in eukarotic systems acting not only in immune response, but as an inhibitor of the pacemaker I(f) current in the heart.
[in vivo]

Cyclic-di-GMP (100 μg/per; i.v.; two sequential vaccinations 9 days apart) enhances TriVax-induced immune responses to melanoma in mice and further increased the anti-tumor effects of TriVax[3].

Animal Model:C57BL/6 (B6) mice (8- to 10-week-old)[3].
Dosage:100 μg/per
Administration:Intravenous injection; two sequential vaccinations 9 days apart; combine with TriVax.
Result:Significantly higher numbers of antigen-specific CD8 T cells when combined with TriVax. (TriVax consisted of a mixture of 120 μg Pam-hgp100, 100 μg hgp100 or 100 μg Ova, 50 or 25 μg anti-CD40 antibody, and 25 μg Poly-IC).
Enhanced the anti-tumor activity of TriVax.
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