Issue 14, 2008
From the journal:

Organic & Biomolecular Chemistry

Towards sequence selective DNA binding: design, synthesis and DNA binding studies of novel bis-porphyrin peptidic nanostructures†

Eric Birona  and  Normand Voyer*a  

* Corresponding authors

a Département de chimie and CREFSIP, Faculté des sciences et de génie, Université Laval, Québec, Canada
E-mail: normand.voyer@chm.ulaval.ca
Fax: 1-418-656-7916
Tel: 1-418-656-3613

Abstract

A new series of peptidic nanostructures bearing two intercalating moieties was designed and synthesized to achieve selective recognition of DNA sequences. A cationic porphyrin was attached to a glutamic acid side chain and the latter introduced into a peptidic sequence by standard solid-phase peptide synthesis methodology. Conformation of the hydrosoluble peptidic structures bearing two cationic porphyrins was studied by circular dichroism. Using UV–visible spectroscopy and induced circular dichroism, we demonstrate that the compounds are fully intercalated upon binding to double-stranded DNA and that the compounds exhibit a tremendous preference for GC over AT sequences for intercalation.

Graphical abstract: Towards sequence selective DNA binding: design, synthesis and DNA binding studies of novel bis-porphyrin peptidic nanostructures

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B803281E
Article type
Paper
Submitted
26 Feb 2008
Accepted
02 Apr 2008
First published
09 May 2008

Org. Biomol. Chem., 2008,6, 2507-2515

Permissions

Request permissions

Towards sequence selective DNA binding: design, synthesis and DNA binding studies of novel bis-porphyrin peptidic nanostructures

E. Biron and N. Voyer, Org. Biomol. Chem., 2008, 6, 2507 DOI: 10.1039/B803281E

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