This product is soluble in water, as well as aqueous buffers. Solutions are stable for up to three months in working aliquots at -20°C. Avoid repeated freeze/thaw cycles. A product datasheet is not available at this time.
SML1229
2′,3′-cGAMP sodium salt
≥98% (HPLC), STimulator of INterferon Genes (STING) pathway agonist , powder
Synonym(s):
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
Sign In to View Organizational & Contract Pricing
About This Item
Empirical Formula (Hill Notation):
C20H24N10O13P2 · xNa+
CAS Number:
Molecular Weight:
674.41 (free acid basis)
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
Skip To
Product Name
2′,3′-cGAMP sodium salt, ≥98% (HPLC)
description
contains 0.5μmol of powder (approx. 0.335mg)
Quality Level
Assay
≥98% (HPLC)
form
powder
color
white to beige
storage temp.
−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
InChI key
XRILCFTWUCUKJR-INFSMZHSSA-N
Related Categories
1 of 4
This Item | SML1957 | A2846 | PHL80440 |
|---|---|---|---|
| form powder | form powder | form solid | form - |
| assay ≥98% (HPLC) | assay ≥95% (HPLC) | assay ≥98% (HPLC) | assay ≥95.0% (HPLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level - |
| storage temp. −20°C | storage temp. −20°C | storage temp. - | storage temp. - |
| color white to beige | color white to beige | color off-white to light tan | color - |
| description contains 0.5μmol of powder (approx. 0.335mg) | description - | description - | description - |
Application
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.[1]
Biochem/physiol Actions
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.
2′,3′-cGAMP is the natural agonist for the hSTING; second messenger cyclic dinucleotide.
Preparation Note
2′,3′-cGAMP is soluble in water and aqueous buffers (>> 5 mM, limits have not been determined).
related product
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Hua-Fang Bao et al.
The FEBS journal, 291(15), 3432-3453 (2024-04-28)
Inflammatory signals from immunological cells may cause damage to intestinal epithelial cells (IECs), resulting in intestinal inflammation and tissue impairment. Interferon-γ-inducible protein 16 (IFI16) was reported to be involved in the pathogenesis of Behçet's syndrome (BS). This study aimed to
Qingyuan Zhu et al.
Antiviral research, 187, 105015-105015 (2021-01-15)
The newly emerged severe acute respiratory syndrome-coronavirus-2 (SARS-CoV-2) coronavirus initiated a pneumonia outbreak (COVID-19) that rapidly spread worldwide and quickly became a public health emergency of international concern; However to date, except Remdesivir, there are no clinically approved specific or
Christos Dogrammatzis et al.
mBio, 15(4), e0037324-e0037324 (2024-03-12)
The STimulator of INterferon Genes (STING) constitutes a major DNA-sensing pathway that restricts HSV-1 infection in different models by activating type I interferon and pro-inflammatory responses. To counteract STING, HSV-1 has evolved numerous strategies including mechanisms to interfere with its
Qingyuan Zhu et al.
Antiviral research, 183, 104933-104933 (2020-09-20)
Stimulator of interferon genes (STING), as a signaling hub in innate immunity, plays a central role for the effective initiation of host defense mechanisms against microbial infections. Upon binding of its ligand cyclic dinucleotides (CDNs) produced by the cyclic GMP-AMP
Cuicui Ma et al.
Signal transduction and targeted therapy, 6(1), 353-353 (2021-10-02)
Pseudomonas aeruginosa infection continues to be a major threat to global public health, and new safe and efficacious vaccines are needed for prevention of infections caused by P. aeruginosa. X-ray irradiation has been used to prepare whole-cell inactivated vaccines against
Articles
Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.
-
Where can we find information regarding preparation of this product? What do we use to dissolve it? How do we prepare the item? Are there any instructions available?
1 answer-
Helpful?
-
Active Filters
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service