5.31889
STING Agonist, 2′3′-cGAMP
≥98% (HPLC), solid, STING agonist, Calbiochem®
別名:
STING Agonist, 2′3′-cGAMP, c[G(2ʹ,5ʹ)pA(3ʹ,5ʹ)p], 2ʹ,5ʹ-3ʹ,5ʹ-cGAMP
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この商品について
Assay:
≥98% (HPLC)
Form:
solid
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
製品名
STING Agonist, 2′3′-cGAMP,
assay
≥98% (HPLC)
Quality Segment
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
SMILES string
[P]1(=O)(O[C@@H]2[C@H](O[C@H]([C@@H]2O)[n]6c7ncnc(c7nc6)N)CO[P](=O)(O[C@H]3[C@@H](O[C@@H]([C@H]3O)CO1)[n]4c5[nH]c(n[c](c5nc4)=O)N)O)O
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
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.
Biochem/physiol Actions
Primary Target
STING
STING
Cell permeable: yes
Preparation Note
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.
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
Disclaimer
Toxicity: Standard Handling (A)
保管分類
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable