Fast and efficient DNA crosslinking and multiple orthogonal labelling by copper-free click chemistry

Montserrat Shelbourne; Tom Brown; Afaf H. El-Sagheer; Tom Brown

doi:10.1039/C2CC35084J

Fast and efficient DNA crosslinking and multiple orthogonal labelling by copper-free click chemistry

Montserrat Shelbourne,^a Tom Brown, Jr.,^b Afaf H. El-Sagheer*^a^c and Tom Brown*^a

* Corresponding authors

^a School of Chemistry, University of Southampton, Highfield, Southampton SO17 1BJ, UK
E-mail: tb2@soton.ac.uk, A.H.El-Sagheer@soton.ac.uk
Fax: +44 (0)2380 592991
Tel: +44 (0)2380 592974

^b ATDBio Ltd, Highfield, Southampton SO17 1BJ, UK

^c Chemistry Branch, Dept. of Science and Mathematics, Suez Canal University, Suez 43721, Egypt

Abstract

Two new dibenzocyclooctyne–thymidine monomers were incorporated into oligonucleotides and crosslinked to azide-labelled complementary strands across the DNA grooves. Equivalent reactions were successful using a (bicyclo[6.1.0]nonyne) alkyne. Oligonucleotides containing internal cyclooctyne and amino groups were simultaneously reacted with azides and NHS esters of different fluorescent dyes to produce functional genetic probes.

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Publication details

The article was received on 16 Jul 2012, accepted on 01 Aug 2012 and first published on 03 Aug 2012

Article type: Communication

DOI: 10.1039/C2CC35084J

Citation: Chem. Commun., 2012,48, 11184-11186

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Fast and efficient DNA crosslinking and multiple orthogonal labelling by copper-free click chemistry

M. Shelbourne, T. Brown, A. H. El-Sagheer and T. Brown, Chem. Commun., 2012, 48, 11184
DOI: 10.1039/C2CC35084J
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Chemical Communications

Fast and efficient DNA crosslinking and multiple orthogonal labelling by copper-free click chemistry

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Fast and efficient DNA crosslinking and multiple orthogonal labelling by copper-free click chemistry

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