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Synthesis of Novel 3’,3’-cyclic Dinucleotide Analogues Targeting STING Protein
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SYSNO ASEP 0565752 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Synthesis of Novel 3’,3’-cyclic Dinucleotide Analogues Targeting STING Protein Author(s) Magand, J. (FR)
Roy, V. (FR)
Meudal, H. (FR)
Rose, S. (FR)
Quesniaux, V. (FR)
Chalupská, Dominika (UOCHB-X) ORCID
Agrofoglio, L. A. (FR)Article number e202200597 Source Title Asian Journal of Organic Chemistry - ISSN 2193-5807
Roč. 12, č. 1 (2023)Number of pages 11 s. Language eng - English Country DE - Germany Keywords CuAAC ; 3’,3’-cyclic dinucleotides ; macrocyclization ; ring-closing metathesis ; STING protein ; 1,2,3-triazole OECD category Organic chemistry Method of publishing Open access Institutional support UOCHB-X - RVO:61388963 UT WOS 000894161100001 EID SCOPUS 85143491544 DOI 10.1002/ajoc.202200597 Annotation The Stimulator of Interferon Genes (STING) plays an important role in innate immunity by inducing type I interferons in response to sensing viral or bacterial cytosolic DNA. Cyclic dinucleotides (CDNs) are known to activate STING. Here, we describe the synthesis and biological evaluation of two new 3’,3’-CDN, in which the internucleotide linkages were replaced, respectively, by a 1,2,3-triazole moiety (as more stable isosteres of phosphate linkers) and an unsaturated carbon chain (as flexibility can led to crucial binding affinity and specificity). Thus, CuAAC and macrocyclization by RCM are the two key steps. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Year of Publishing 2024 Electronic address https://doi.org/10.1002/ajoc.202200597
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