Issue 2, 2013
From the journal:

Chemical Communications

An immobilized and reusable Cu(i) catalyst for metal ion-free conjugation of ligands to fully deprotected oligonucleotides through click reaction†

Laxman Eltepu,a   Muthusamy Jayaraman,a   Kallanthottathil G. Rajeeva  and  Muthiah Manoharan*a  

* Corresponding authors

a Drug Discovery, Alnylam Pharmaceuticals, 300 Third Street, Cambridge, MA 02142, USA
E-mail: mmanoharan@alnylam.com
Fax: +1 617-551-8101
Tel: +1 617-551-8319

Abstract

Chelation of Cu(I) ions to an immobilized hydrophilic tris(triazolylmethyl)amine chelator on a solid support allowed synthesis of RNA oligonucleotide conjugates from completely deprotected alkyne-oligonucleotides. No oligonucleotide strand degradation or metal ion contamination was observed. Furthermore, use of the immobilized copper(I) ion overcame regioselectivity issues associated with strain-promoted copper-free azide–alkyne cycloaddition.

Graphical abstract: An immobilized and reusable Cu(i) catalyst for metal ion-free conjugation of ligands to fully deprotected oligonucleotides through click reaction

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Article information

DOI
https://doi.org/10.1039/C2CC36811K
Article type
Communication
Submitted
18 Sep 2012
Accepted
05 Nov 2012
First published
21 Nov 2012

Chem. Commun., 2013,49, 184-186

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An immobilized and reusable Cu(I) catalyst for metal ion-free conjugation of ligands to fully deprotected oligonucleotides through click reaction

L. Eltepu, M. Jayaraman, K. G. Rajeev and M. Manoharan, Chem. Commun., 2013, 49, 184 DOI: 10.1039/C2CC36811K

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