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2',3'-cGAMP

Names

[ CAS No. ]:
1441190-66-4

[ Name ]:
2',3'-cGAMP

[Synonym ]:
552Y49K43E
6H-Purin-6-one, 2-amino-9-[(5R,7R,8R,12aR,14R,15R,15aS,16R)-14-(6-amino-9H-purin-9-yl)octahydro-2,10,15,16-tetrahydroxy-2,10-dioxido-5,8-methano-12H-furo[3,2-l]-1,3,6,9,11,2,10-pentaoxadiphosphacyclotetradecin-7-yl]-1,9-dihydro-
2-Amino-9-[(1R,6R,8R,9R,10S,15R,17R,18R)-8-(6-amino-9H-purin-9-yl)-3,9,12,18-tetrahydroxy-3,12-dioxido-2,4,7,11,13,16-hexaoxa-3,12-diphosphatricyclo[13.2.1.06,10]octadec-17-yl]-1,9-dihydro-6H-purin- 6-one
2'-O,5'-O-((ADENOSINE-3'-O,5'-O-DIYL)BISPHOSPHINICO)GUANOSINE

Biological Activity

[Description]:

2',3'-cGAMP (2'-3'-cyclic GMP-AMP) is a molecule in endogenous cGAMP mammalian cells which 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. 2',3'-cGAMP is produced in mammalian cells in response to DNA in the cytoplasm and binds to STING with a high affinity and is a potent inducer of interferon-β (IFNβ)[1].

[Related Catalog]:

Research Areas >> Metabolic Disease
Signaling Pathways >> Immunology/Inflammation >> STING

[Target]

Human Endogenous Metabolite


[References]

[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.

Chemical & Physical Properties

[ Density]:
2.6±0.1 g/cm3

[ Molecular Formula ]:
C20H24N10O13P2

[ Molecular Weight ]:
674.411

[ Exact Mass ]:
674.099976

[ Index of Refraction ]:
2.071

Related Compounds