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
Sinónimos:
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
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0.335 MG
MXP 6,260.00
Acerca de este artículo
Fórmula empírica (notación de Hill):
C20H24N10O13P2 · xNa+
Número CAS:
Peso molecular:
674.41 (free acid basis)
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
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Permítanos ayudarleNombre del producto
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
Categorías relacionadas
1 of 4
Este artículo | 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
Referencia del producto
Descripción
Precios
Clase de almacenamiento
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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
Christos Dogrammatzis et al.
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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, 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
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
Alice E Denton et al.
The Journal of experimental medicine, 216(3), 621-637 (2019-02-07)
Ectopic lymphoid structures form in a wide range of inflammatory conditions, including infection, autoimmune disease, and cancer. In the context of infection, this response can be beneficial for the host: influenza A virus infection-induced pulmonary ectopic germinal centers give rise
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Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.
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