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Enzymatic Synthesis of Epoxidized Metabolites of Docosahexaenoic, Eicosapentaenoic, and Arachidonic Acids
Published on: June 28, 2019
On-DNA Epoxide Synthesis and Ring-Opening Derivatization
Yuting Gao1, Yue Fang1, Chang Chen1
1Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, Innovative Drug Research Center, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331, China.
None:
Epoxides are valuable electrophilic warheads for covalent DNA-encoded libraries (CoDELs), yet their incorporation remains constrained by limited on-DNA-generation methods. Herein, we report an efficient on-DNA functional group transformation for alkene epoxidation. The resulting DNA-conjugated epoxides serve as versatile warheads and intermediates, enabling downstream diversification via ring-opening reactions with amines and thiols. Given its excellent DNA compatibility, this strategy significantly expands the chemical space accessible to both CoDELs and the broader DEL field.
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