2'2'-cGAMP | CAS:1465774-27-9

• 価格
• 構造式
• 製品情報
• 製品詳細
• 文献

価格

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構造式

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製品情報

2’2’-cGAMP is a synthetic dinucleotide (CDN) that contains non-canonical 2'5'-phosphodiester bonds. It binds to the adapter protein stimulator of interferon genes (STING; Item Nos. 22816 | 22815), which is a component of the innate immune response that activates the type I interferon pathway when bound to cyclic dinucleotides. 2’2-cGAMP shows weaker binding to STING than 2’3’-cGAMP (Item No. 19887; K_d = 287 and 3.79 nM, respectively) but binds more strongly than 3’3’-cGAMP (Item No. 17966), cyclic di-GMP (Item No. 17144), or 3’2’-cGAMP, which bind in the micromolar range (K_ds = 1.04, 1.21, or 1.61 µM, respectively). Despite weaker binding, 2’2’-cGAMP induces IFN-β production in the same concentration range as 2’3’-cGAMP (EC₅₀s = 15.8 and 19.4 nM, respectively, in L929 cells).

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製品詳細

name	2'2'-cGAMP
Formal Name	adenylyl-(2’ → 5’)-2’-guanylic acid, cyclic nucleotide
CAS Number	1465774-27-9
Synonyms	Adenosine-Guanosine 2’,2’-cyclic monophosphate cGAMP(2’-5’) 2’,2’-Cyclic GMP-AMP
Molecular Formula	C20H24N10O13P2
Formula Weight	674.4
Purity	≥98%
Formulation	A crystalline solid
λmax	256 nm
SMILES	O=P(OC[C@](O[C@H]1N2C=NC3=C2NC(N)=NC3=O)([H])C(O)[C@@]1([H])O4)(O)O[C@]([C@H](N5C=NC6=C5N=CN=C6N)O7)([H])C(O)[C@@]7([H])COP4(O)=O
InChI Code	InChI=1S/C20H24N10O13P2/c21-14-8-15(24-3-23-14)29(4-25-8)18-12-10(31)6(40-18)1-38-45(36,37)43-13-11(32)7(2-39-44(34,35)42-12)41-19(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	BQZWXNITEWDGCM-UCYMQTOKSA-N
Storage	-20°C
Shipping	Wet ice in continental US; may vary elsewhere
Stability	≥ 2 years

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文献

1. Zhang, X., Shi, H., Wu, J., et al. Cyclic GMP-AMP containing mixed phosphodiester linkages is an endogenous high-affinity ligand for STING. Mol. Cell 51(2), 226-235 (2015).

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