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Issue 74, 2014
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Efficient labelling of enzymatically synthesized vinyl-modified DNA by an inverse-electron-demand Diels–Alder reaction†

Holger Bußkamp,a   Ellen Batroff,a   Andrea Niederwieser,a   Obadah S. Abdel-Rahman,a   Rainer F. Winter,a   Valentin Wittmanna  and  Andreas Marx*a  
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* Corresponding authors

a Department of Chemistry and Konstanz Research School Chemical Biology, University of Konstanz, Universitätsstrasse 10, 78457 Konstanz, Germany
E-mail: andreas.marx@uni-konstanz.de

Abstract

Many applications in biotechnology and molecular biology rely on modified nucleotides. Here, we present an approach for the postsynthetic labelling of enzymatically synthesized vinyl-modified DNA by Diels–Alder reaction with inverse electron demand using a tetrazine. Labelling proceeds very efficiently and supersedes several known approaches.

Graphical abstract: Efficient labelling of enzymatically synthesized vinyl-modified DNA by an inverse-electron-demand Diels–Alder reaction

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Article information

Submitted
06 Jun 2014
Accepted
11 Jul 2014
First published
22 Jul 2014
This article is Open Access
Creative Commons BY license
Chem. Commun., 2014,50, 10827-10829
Article type
Communication
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Efficient labelling of enzymatically synthesized vinyl-modified DNA by an inverse-electron-demand Diels–Alder reaction

H. Bußkamp, E. Batroff, A. Niederwieser, O. S. Abdel-Rahman, R. F. Winter, V. Wittmann and A. Marx, Chem. Commun., 2014, 50, 10827
DOI: 10.1039/C4CC04332D

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