SML1229

2′,3′-cGAMP sodium salt

≥98% (HPLC)

• Szinonimák: 2′,5′-3′,5′-cGAMP, Cyclic [G(2′,5′)pA(3′,5′)p], cGAMP(2′-5′), c[G(2′,5′)pA(3′,5′)p] sodium salt
• Tapasztalati képlet (Hill-képlet): C₂₀H₂₄N₁₀O₁₃P₂ · xNa⁺
• CAS-szám: 1441190-66-4
• Molekulatömeg: 674.41 (free acid basis)
• UNSPSC kód: 51111800
• PubChem Substance ID: 329825733
• NACRES: NA.77

Tulajdonságok

• leírás: contains 0.5μmol of powder (approx. 0.335mg)
• Minőségi szint: 100
• Teszt: ≥98% (HPLC)
• form: powder
• szín: white to beige
• tárolási hőmérséklet: −20°C
• SMILES string: O=C1N=C(N)NC2=C1N=CN2[C@H](O3)[C@H](OP(OC[C@@H]4[C@@H](O5)[C@@H](O)[C@H](N6C=NC7=C6N=CN=C7N)O4)(O)=O)[C@H](O)[C@H]3COP5(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
• Nemzetközi kémiai azonosító kulcs: XRILCFTWUCUKJR-INFSMZHSSA-N

Leírás

Alkalmazás

2′,3′-cGAMP sodium salt has been used to identify small compounds capable of binding human stimulator of interferon genes (STING). It is also used to study type I interferon response to cytosolic DNA.

Biokémiai/fiziológiai hatások

2′,3′-cGAMP (cyclic [G(2′,5′)pA(3′,5′)p]) is the natural agonist for the STING (STimulator of INterferon Genes) pathway, discovered to be a pathway for antiviral innate immunity. 2′3′-cGAMP is a second messenger produced in mammalian cells by the cytosolic DNA sensor cGAS (cGAMP synthase) to activate innate immune responses by binding to STING and initiating an interferon response. The affinity of 2′3′-cGAMP for human STING is much higher than that of the bacterial 3′3′-cyclic dinucleotides (CDNs), with a Kd of 4.59 nM compared to >1 μM for bacterial 3′3′-CDNs.

Elkészítési megjegyzés

2′,3′-cGAMP is soluble in water and aqueous buffers (>> 5 mM, limits have not been determined).

Biztonsági adatok

• Tárolási osztály kódja: 11 - Combustible Solids
• WGK: WGK 3
• Lobbanási pont (F): Not applicable
• Lobbanási pont (C): Not applicable