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5.31889

Sigma-Aldrich

STING Agonist, 2′3′-cGAMP

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Synonym(s):
STING Agonist, 2′3′-cGAMP, c[G(2ʹ,5ʹ)pA(3ʹ,5ʹ)p], 2ʹ,5ʹ-3ʹ,5ʹ-cGAMP
CAS Number:

assay

≥98% (HPLC)

Quality Level

form

solid

potency

4 nM Ki

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

white

solubility

H2O: soluble

storage temp.

−20°C

InChI

1S/C20H24N10O13P2/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)/t6-,7-,10-,11-,12-,13-,18-,19-/m1/s1

InChI key

XRILCFTWUCUKJR-INFSMZHSSA-N

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5.00495217691288104
STING Agonist, 2′3′-cGAMP

5.31889

STING Agonist, 2′3′-cGAMP

Sigma-Aldrich

5.00495

RubR1 Activator, GF-15

2′,5′-Dideoxyadenosine Cell-permeable, non-competitive adenylate cyclase inhibitor (IC₅₀ = 3 µM), that binds to the adenosine P1 binding site.

288104

2′,5′-Dideoxyadenosine

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥95% (HPLC)

assay

≥98% (HPLC)

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

manufacturer/tradename

Calbiochem®

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

2-8°C

storage condition

OK to freeze, protect from light, desiccated (hygroscopic)

storage condition

OK to freeze, protect from light

storage condition

OK to freeze, protect from light

storage condition

OK to freeze

General 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.
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.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
STING

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

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.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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