2'3'-cGAMP
CAS No. 1441190-66-4
2'3'-cGAMP( —— )
Catalog No. M19382 CAS No. 1441190-66-4
2'3'-cGAMP (2'-3'-cyclic GMP-AMP) is a endogenous cGAMP in mammalian cells.
Purity : >98% (HPLC)
COA
Datasheet
HNMR
HPLC
MSDS
Handing Instructions
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Biological Information
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Product Name2'3'-cGAMP
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NoteResearch use only, not for human use.
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Brief Description2'3'-cGAMP (2'-3'-cyclic GMP-AMP) is a endogenous cGAMP in mammalian cells.
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Description2'3'-cGAMP (2'-3'-cyclic GMP-AMP) is a endogenous cGAMP in mammalian cells. 2'3'-cGAMP binds to STING with a high affinity and is a potent inducer of interferon-β (IFNβ). 2'3'-cGAMP is produced in mammalian cells in response to DNA in the cytoplasm.2’3’-cGAMP is also referred to as “noncanonical“ cGAMP due to the presence of the atypical 2’-5’ phosphodiester linkage between the guanosine and the adenosine.Similar to the canonical 3’3’-cGAMP 2’3’-cGAMP serves as a second messenger to activate innate immune responses by binding to STING (stimulator of IFN genes) and subsequently inducing the TBK1-IRF3-dependent production of IFN-β . Structural and functional studies revealed that noncanonical 2’3’-cGAMP is distinct from the canonical 3’3’-cGAMP produced by bacteria [23]. 2'3'-cGAMP binds to STING with a much greater affinity than 3'3'-cGAMP.Certain variants of STING are able to distinguish between noncanonical and canonical cGAMP.
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In Vitro2',3'-cGAMP (2'-3'-cyclic GMP-AMP) 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.
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In Vivo——
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Synonyms——
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PathwayImmunology/Inflammation
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TargetSTING
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RecptorSTING
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Research Area——
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Indication——
Chemical Information
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CAS Number1441190-66-4
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Formula Weight674.41
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Molecular FormulaC??H??N??O??P?
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Purity>98% (HPLC)
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SolubilitySoluble in DMSO
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SMILESOC1([H])[C@](OP(O)(OC[C@](O[C@@H](N2C3=NC=NC(N)=C3N=C2)[C@@H]4O)([H])[C@@]4([H])O5)=O)([H])[C@H](N6C(NC(N)=NC7=O)=C7N=C6)O[C@]1([H])COP5(O)=O
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Chemical Name——
Shipping & Storage Information
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Storage(-20℃)
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ShippingWith Ice Pack
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Stability≥ 2 years
Reference
1. Zhang X. et al. 2013. Cyclic GMP-AMP containing mixed phosphdiester linkages is an endogenous high-affinity ligand for STING. Mol Cell.51(2):226-35.
2. Diner E. et al. 2013. The Innate Immune DNA Sensor cGAS Produces a Noncanonical Cyclic Dinucleotide that Activates Human STING. Cell Rep. 3(5):1355-61.
3. Gao P. et al. 2013. Cyclic [G(2'5')pA(3'5')p] is the metazoan second messenger produced by DNA-activated cyclic GMP-AMP synthase. Cell. 153(5):1094-107.
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