Issue 89, 2014
From the journal:

Chemical Communications

Synthesis and properties of DNA oligonucleotides with a zwitterionic backbone structure†

Boris Schmidtgall,ab   Anatol P. Spork,b   Falk Wachowius,c   Claudia Höbartnerc  and  Christian Ducho*ad  

* Corresponding authors

a University of Paderborn, Department of Chemistry, Warburger Str. 100, 33 098 Paderborn, Germany

b Georg-August-University Göttingen, Department of Chemistry, Institute of Organic and Biomolecular Chemistry, Tammannstr. 2, 37 077 Göttingen, Germany

c Max-Planck-Institute for Biophysical Chemistry, Am Fassberg 11, 37 077 Göttingen, Germany

d Saarland University, Department of Pharmacy, Pharmaceutical and Medicinal Chemistry, Campus C2 3, 66 123 Saarbrücken, Germany
E-mail: christian.ducho@uni-saarland.de

Abstract

The nucleosyl amino acid (NAA)-modification of oligonucleotides is introduced, which enables the preparation of oligonucleotides with zwitterionic backbone structures. It is demonstrated that partially zwitterionic NAA-modified DNA oligonucleotides are capable of duplex formation with native polyanionic counterstrands and show retained sensitivity towards base-pairing mismatches.

Graphical abstract: Synthesis and properties of DNA oligonucleotides with a zwitterionic backbone structure

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C4CC06371F
Article type
Communication
Submitted
14 Aug 2014
Accepted
08 Sep 2014
First published
08 Sep 2014

Chem. Commun., 2014,50, 13742-13745

Permissions

Request permissions

Synthesis and properties of DNA oligonucleotides with a zwitterionic backbone structure

B. Schmidtgall, A. P. Spork, F. Wachowius, C. Höbartner and C. Ducho, Chem. Commun., 2014, 50, 13742 DOI: 10.1039/C4CC06371F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements