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2’,3’-cGAMP maleimide

2’,3’-cGAMP maleimide is an excellent reagent to covalently conjugate 2’,3’-cGAMP to thiol containing-or thiol-modified biological targets, such as proteins, peptides, and nucleic acids. 2’,3’-cGAMP has gained significant attention in recent years due to its potential as a therapeutic target for diseases such as cancer and viral infections. It has been shown to activate the immune system and enhance the efficacy of immune checkpoint inhibitors, which are a type of cancer immunotherapy. 2’,3’-cGAMP (cyclic GMP-AMP) is a cyclic dinucleotide second messenger molecule that plays a critical role in the innate immune system. It is synthesized by the enzyme cGAS (cyclic GMP-AMP synthase) in response to cytosolic DNA that has been released from damaged or infected cells. Once synthesized, 2’,3’-cGAMP binds to the adaptor protein STING (stimulator of interferon genes) and triggers downstream signaling pathways that result in the production of type I interferons and other cytokines, leading to an immune response against the invading pathogen.

References

View all 9 references: Citation Explorer
Discovery of Non-Nucleotide Small-Molecule STING Agonists via Chemotype Hybridization.
Authors: Cherney, Emily C and Zhang, Liping and Lo, Julian and Huynh, Tram and Wei, Donna and Ahuja, Vijay and Quesnelle, Claude and Schieven, Gary L and Futran, Alan and Locke, Gregory A and Lin, Zeyu and Monereau, Laura and Chaudhry, Charu and Blum, Jordan and Li, Sha and Fereshteh, Mark and Li-Wang, Bifang and Gangwar, Sanjeev and Pan, Chin and Chong, Colin and Zhu, Xiao and Posy, Shana L and Sack, John S and Zhang, Ping and Ruzanov, Max and Harner, Mary and Akhtar, Fahad and Schroeder, Gretchen M and Vite, Gregory and Fink, Brian
Journal: Journal of medicinal chemistry (2022): 3518-3538
Novel Poxin Stable cGAMP-Derivatives Are Remarkable STING Agonists.
Authors: Stazzoni, Samuele and Böhmer, Daniel F R and Hernichel, Fabian and Özdemir, Dilara and Pappa, Aikaterini and Drexler, David and Bauernfried, Stefan and Witte, Gregor and Wagner, Mirko and Veth, Simon and Hopfner, Karl-Peter and Hornung, Veit and König, Lars M and Carell, Thomas
Journal: Angewandte Chemie (International ed. in English) (2022): e202207175
cGAS/cGAMP/STING signal propagation in the tumor microenvironment: Key role for myeloid cells in antitumor immunity.
Authors: Mekers, Vera E and Kho, Vera M and Ansems, Marleen and Adema, Gosse J
Journal: Radiotherapy and oncology : journal of the European Society for Therapeutic Radiology and Oncology (2022): 158-167
Catalytic asymmetric and stereodivergent oligonucleotide synthesis.
Authors: Featherston, Aaron L and Kwon, Yongseok and Pompeo, Matthew M and Engl, Oliver D and Leahy, David K and Miller, Scott J
Journal: Science (New York, N.Y.) (2021): 702-707
Crystal structures of human ENPP1 in apo and bound forms.
Authors: Dennis, Matthew L and Newman, Janet and Dolezal, Olan and Hattarki, Meghan and Surjadi, Regina N and Nuttall, Stewart D and Pham, Tam and Nebl, Tom and Camerino, Michelle and Khoo, Poh Sim and Monahan, Brendon J and Peat, Thomas S
Journal: Acta crystallographica. Section D, Structural biology (2020): 889-898
Page updated on November 23, 2024

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Catalog Number20336
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Physical properties

Molecular weight

1156.10

Solvent

DMSO

Storage, safety and handling

H-phraseH303, H313, H333
Hazard symbolXN
Intended useResearch Use Only (RUO)
R-phraseR20, R21, R22

Storage

Freeze (< -15 °C); Minimize light exposure
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