cGAMP . 2Na [STING Ligand]
| Code | Size | Price |
|---|
| AG-CR1-3588-C100 | 100 ug | £90.00 |
Quantity:
| AG-CR1-3588-C500 | 500 ug | £270.00 |
Quantity:
Prices exclude any Taxes / VAT
Overview
Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C
Documents
Further Information
Alternate Names/Synonyms:
cyclic (Adenosine monophosphate-guanosine monophosphate); cyclic GMP-AMP; c-(GpAp); c-(ApGp); 3',3'-cGAMP
Appearance:
Crystalline solid.
CAS:
849214-04-6 (free acid)
EClass:
32160000
Form (Short):
liquid
Handling Advice:
After reconstitution, prepare aliquots and store at -20°C.Avoid freeze/thaw cycles.
InChi:
InChI=1S/C20H24N10O13P2.2Na/c21-14-8-15(24-3-23-14)29(4-25-8)18-10(31)12-6(40-18)1-38-45(36,37)43-13-7(2-39-44(34,35)42-12)41-19(11(13)32)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);;/q;2*+1/p-2/t6-,7?,10-,11-,12-,13-,18?,19-;;/m0./s1
InChiKey:
MFPHQIYDBUVTRL-HBMYJXICSA-L
Long Description:
Chemical. CAS: 849214-04-6 (free acid). Formula: C20H24N10O13P2 . 2Na. MW: 674.4 . 46.0. Synthetic. Potent STING ligand. Second messenger in human and mouse cells that triggers interferon production in response to cytosolic DNA. Binding to STING leads to activation of IRF3 (IFN regulatory factor 3) and the induction of interferon-beta. First cyclic nucleotide in metazoa. Plays a role in bacterial chemotaxis and colonization.
MDL:
MFCD28580127
Molecular Formula:
C20H24N10O13P2 . 2Na
Molecular Weight:
674.4 . 46.0
Package Type:
Vial
Product Description:
Potent STING ligand [2-8]. Second messenger in human and mouse cells that triggers interferon production in response to cytosolic DNA [2-4]. Binding to STING leads to activation of IRF3 (IFN regulatory factor 3) and the induction of interferon-beta [3-6]. First cyclic nucleotide in metazoa [4]. Plays a role in bacterial chemotaxis and colonization [1].
Purity:
>98% (HPLC)
SMILES:
[Na+].[Na+].NC1=NC2=C(N=CN2C2O[C@H]3CO[P@@]([O-])(=O)OC4C(COP([O-])(=O)OC3C2O)O[C@@H](C4O)N2C=NC3=C(N)N=CN=C23)C(=O)N1
Solubility Chemicals:
Soluble in water.
Source / Host:
Synthetic.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C. Working aliquots are stable for up to 6 months when stored at -20°C.
References
Coordinated regulation of accessory genetic elements produces cyclic di-nucleotides for V. cholerae virulence: B.W. Davies, et al.; Cell 149, 358 (2012) | Cyclic GMP-AMP is an endogenous second messenger in innate immune signaling by cytosolic DNA: J. Wu, et al.; Science 339, 826 (2013) | Cyclic GMP-AMP synthase is a cytosolic DNA sensor that activates the type I interferon pathway: L. Sun, et al.; Science 339, 786 (2013) | Cyclic [G(2',5')pA(3',5')p] is the metazoan second messenger produced by DNA-activated cyclic GMP-AMP synthase: P. Gao, et al.; Cell 153, 1094 (2013) | The innate immune DNA sensor cGAS produces a noncanonical cyclic dinucleotide that activates human STING: E.J. Diner, et al.; Cell Rep. 3, 1355 (2013) | cGAS produces a 2'-5'-linked cyclic dinucleotide second messenger that activates STING: A. Ablasser, et al.; Nature 498, 380 (2013) | Structural mechanism of cytosolic DNA sensing by cGAS: F. Civril, et al.; Nature 498, 332 (2013) | Cyclic GMP-AMP Containing Mixed Phosphodiester Linkages Is An Endogenous High-Affinity Ligand for STING: X. Zhang, et al.; Mol. Cell 51, 226 (2013) | The cGAS-STING Pathway for DNA Sensing: T.S. Xiao & K.A. Fitzgerald; Mol. Cell 51, 135 (2013)
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