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A cyclic-dinucleotide (cyclic-GMP-AMP) based compound that binds to the C-terminal domain of adaptor endoplasmic reticulum protein known as STING with high affinity (Kd = 4 nM) and induces the synthesis of interferon-b (IFN-b) in mammalian cells (EC50 = 20 nM). Shown to increase IFN-b production in M2-polarized macrophages associated with non-small cell lung carcinoma and enhances the expression of M1 markers iNOS and IL-12p40, while simultaneously reducing the expression of the M2 markers, Arg-1 and Fizz1. Exhibits about 300 fold greater affinity for STING than c-DiGMP, 3′,2′-cGAMP, and 3′,3′-cGAMP and about 75 fold greater affinity over 2′,2′-cGAMP.
Please note that the molecular weight for this compound is batch-specific due to variable water content.
Catalogue Number
531889
Brand Family
Calbiochem®
Synonyms
c[G(2ʹ,5ʹ)pA(3ʹ,5ʹ)p], 2ʹ,5ʹ-3ʹ,5ʹ-cGAMP
References
References
Wu, X., et al. 2014. Nuc. Aci. Res.42, 8243. Zhang, X., et al. 2013. Mol. Cell.51, 226. Wu, J., et al. 2013. Science.339, 26.
Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.
Revision
19-December-2014 JSW
Synonyms
c[G(2ʹ,5ʹ)pA(3ʹ,5ʹ)p], 2ʹ,5ʹ-3ʹ,5ʹ-cGAMP
Description
A cyclic-dinucleotide (cyclic-GMP-AMP) based compound that binds to the C-terminal domain of adaptor endoplasmic reticulum protein known as STING with high affinity (Kd = 4 nM) and induces the synthesis of interferon-b (IFN-b) in mammalian cells (EC50 = 20 nM). Shown to increase IFN-b production in M2-polarized macrophages associated with non-small cell lung carcinoma and enhances the expression of M1 markers iNOS and IL-12p40, while simultaneously reducing the expression of the M2 markers, Arg-1 and Fizz1. Exhibits about 300 fold greater affinity for STING than c-DiGMP, 3′,2′-cGAMP, and 3′,3′-cGAMP and about 75 fold greater affinity over 2′,2′-cGAMP.
Form
White solid
Intert gas (Yes/No)
Packaged under inert gas
CAS number
1441190-66-4
Chemical formula
C₂₀H₂₄N₁₀O₁₃P₂ (free acid)
Purity
≥98% by HPLC
Solubility
H₂O
Storage
Protect from light
-20°C
Hygroscopic
Do Not Freeze
Ok to freeze
Special Instructions
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Toxicity
Standard Handling
References
Wu, X., et al. 2014. Nuc. Aci. Res.42, 8243. Zhang, X., et al. 2013. Mol. Cell.51, 226. Wu, J., et al. 2013. Science.339, 26.
