Propargyl uridine-based synthesis of glycosylated RNA analogues
Jia-Yan Wei1,2,3, Bo-Xu Gai1,3, Chuan-Shuo Wu1,3
1Beijing National Laboratory for Molecular Sciences (BNLMS), CAS Key Laboratory of Molecular Recognition and Function, CAS Research/Education Center for Excellence in Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China. chengl@iccas.ac.cn.
Abstract:
We report a click chemistry strategy for synthesizing N3-triazole- and 2'-O-triazole-substituted glycosylated uridines and RNA oligonucleotides from N3-propargyl and 2'-O-propargyl uridines. Using β-D-glucopyranosyl azide, site-selective glycosylation was achieved at nucleoside and oligonucleotide levels, providing defined glycoRNA mimics for structural and functional studies.
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