Issue 42, 2012

Easy introduction of maleimides at different positions of oligonucleotide chains for conjugation purposes

Abstract

[2,5-Dimethylfuran]-protected maleimides were placed at both internal positions and the 3′-end of oligonucleotides making use of solid-phase synthesis procedures. A new phosphoramidite derivative and a new solid support incorporating the protected maleimide moiety were prepared for this purpose. In all cases maleimide deprotection (retro-Diels–Alder reaction) followed by reaction with thiol-containing compounds afforded the target conjugate.

Graphical abstract: Easy introduction of maleimides at different positions of oligonucleotide chains for conjugation purposes

Supplementary files

Article information

Article type
Paper
Submitted
20 Apr 2012
Accepted
07 Sep 2012
First published
10 Sep 2012

Org. Biomol. Chem., 2012,10, 8478-8483

Easy introduction of maleimides at different positions of oligonucleotide chains for conjugation purposes

A. Sánchez, E. Pedroso and A. Grandas, Org. Biomol. Chem., 2012, 10, 8478 DOI: 10.1039/C2OB26514A

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