DNA‐Compatible Click Reaction Employing In Situ Generated Azides from Boronic Acids
Author(s) -
An Yulong,
Yan Hao,
Dong Zhenzhen,
Satz Alexander L.
Publication year - 2021
Publication title -
current protocols
Language(s) - English
Resource type - Journals
ISSN - 2691-1299
DOI - 10.1002/cpz1.125
Subject(s) - click chemistry , conjugated system , chemistry , linker , combinatorial chemistry , cycloaddition , dna , organic chemistry , catalysis , biochemistry , computer science , polymer , operating system
Abstract An efficient method for the synthesis of DNA‐conjugated 1,2,3‐triazoles is copper (II) [Cu(II)‐β‐cyclodextrin]‐mediated Huisgen cycloaddition (“click reaction”) of DNA‐conjugated alkynes with azides. However, a diverse array of building blocks is required to produce useful DNA encoded libraries, and the commercial availability of azides is limited. The method described herein generates azides in situ from aryl borates and TMSN 3 , which then further react with DNA‐conjugated terminal alkynes. © 2021 Wiley Periodicals LLC. Basic Protocol 1 : Conjugation of PEG linker to DNA headpiece Basic Protocol 2 : DNA conjugated terminal alkyne preparation Basic Protocol 3 : DNA compatible one‐pot click reaction Basic Protocol 4 : LCMS monitoring