Issue 10, 2011
From the journal:

Chemical Communications

Synthesis and incorporation of a furan-modified adenosine building block for DNA interstrand crosslinking†

Anup M. Jawalekar,a   Marieke Op de Beeck,b   Floris L. van Delft*a  and  Annemieke Madder*b  

* Corresponding authors

a Institute for Molecules and Materials, Radboud University Nijmegen, Heyendaalseweg 135, Nijmegen, the Netherlands
E-mail: F.vanDelft@science.ru.nl
Fax: +31 24 3653393
Tel: +31 24 3652373

b Laboratory for Organic and Biomimetic Chemistry, Department of Organic Chemistry, Krijgslaan 281, S4, Gent, Belgium
E-mail: annemieke.madder@Ugent.be
Fax: +32 9 2644498
Tel: +32 9 2644472

Abstract

2′-O-(3-(Furan-2-yl)propyl)adenosine was synthesized and evaluated for interstrand crosslink (ICL) formation in DNA duplexes. In situoxidation of the furan moiety with NIS showed rapid crosslink formation to dA and dC, while dT and dG were inactive.

Graphical abstract: Synthesis and incorporation of a furan-modified adenosine building block for DNA interstrand crosslinking

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Article information

DOI
https://doi.org/10.1039/C0CC04667A
Article type
Communication
Submitted
28 Oct 2010
Accepted
17 Jan 2011
First published
02 Feb 2011

Chem. Commun., 2011,47, 2796-2798

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Synthesis and incorporation of a furan-modified adenosine building block for DNA interstrand crosslinking

A. M. Jawalekar, M. Op de Beeck, F. L. van Delft and A. Madder, Chem. Commun., 2011, 47, 2796 DOI: 10.1039/C0CC04667A

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