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Chem Commun (Camb). 2013 Jan 11;49(3):309-11. doi: 10.1039/c2cc35357a. Epub 2012 Nov 26.

Oligonucleotide cyclization: the thiol-maleimide reaction revisited.

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1
Departament de Química Orgànica and IBUB, Facultat de Química, Universitat de Barcelona, Martí i Franquès 1-11, 08028 Barcelona, Spain.

Abstract

A novel method to synthesize cyclic oligonucleotides (5- to 26-mer) using the thiol-maleimide reaction is described. The target molecules were obtained after subsequent removal of thiol and maleimide protecting groups from 5'-maleimido-3'-thiol-derivatized linear precursors. Retro-Diels-Alder conditions deprotecting the maleimide simultaneously promoted cyclization cleanly and in high yield.

PMID:
23183555
DOI:
10.1039/c2cc35357a
[Indexed for MEDLINE]
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