2',3'-cGAMP sodium

For research use only. Not for therapeutic Use.

  • CAT Number: I046055
  • CAS Number: 2734858-36-5
  • Molecular Formula: C20H22N10Na2O13P2
  • Molecular Weight: 718.37
  • Purity: ≥95%
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2′,3′-cGAMP sodium (2′-3′-cyclic GMP-AMP sodium) is a endogenous cGAMP in mammalian cells. 2′,3′-cGAMP sodium binds to STING with a high affinity and is a potent inducer of interferon-β (IFNβ). 2′,3′-cGAMP sodium is produced in mammalian cells in response to DNA in the cytoplasm[1].
2′,3′-cGAMP sodium (2′-3′-cyclic GMP-AMP sodium) contains two distinct phosphodiester linkages, one between 2′-OH of GMP and 5′-phosphate of AMP, and the other between 3′-OH of AMP and 5′-phosphate of GMP[1].


Catalog Number I046055
CAS Number 2734858-36-5
Synonyms

disodium;2-amino-9-[(1R,6R,8R,9R,10S,15R,17R)-8-(6-aminopurin-9-yl)-9,18-dihydroxy-3,12-dioxido-3,12-dioxo-2,4,7,11,13,16-hexaoxa-3λ5,12λ5-diphosphatricyclo[13.2.1.06,10]octadecan-17-yl]-1H-purin-6-one

Molecular Formula C20H22N10Na2O13P2
Purity ≥95%
InChI InChI=1S/C20H24N10O13P2.2Na/c21-14-8-15(24-3-23-14)29(4-25-8)18-11(32)12-7(41-18)2-39-45(36,37)43-13-10(31)6(1-38-44(34,35)42-12)40-19(13)30-5-26-9-16(30)27-20(22)28-17(9)33;;/h3-7,10-13,18-19,31-32H,1-2H2,(H,34,35)(H,36,37)(H2,21,23,24)(H3,22,27,28,33);;/q;2*+1/p-2/t6-,7-,10?,11-,12-,13-,18-,19-;;/m1../s1
InChIKey CNVCOPPPOWRJAV-GZOOVNNNSA-L
SMILES C1C2C(C(C(O2)N3C=NC4=C3N=C(NC4=O)N)OP(=O)(OCC5C(C(C(O5)N6C=NC7=C(N=CN=C76)N)O)OP(=O)(O1)[O-])[O-])O.[Na+].[Na+]
Reference

[1]. Zhang X, et al. Cyclic GMP-AMP containing mixed phosphodiester linkages is an endogenous high-affinity ligand for STING. Mol Cell. 2013 Jul 25;51(2):226-35.
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