Issue 10, 2004
From the journal:

Chemical Communications

Oxy-peptide nucleic acid with a pyrrolidine ring that is configurationally optimized for hybridization with DNA†

Mizuki Kitamatsu,a   Masanori Shigeyasu,a   Tomoyuki Okadaa  and  Masahiko Sisido*a  

* Corresponding authors

a Department of Bioscience and Biotechnology, Faculty of Engineering, Okayama University, 3-1-1 Tsushimanaka, Okayama 700-8530, Japan
E-mail: sisido@cc.okayama-u.ac.jp
Fax: +81-86-251-8219
Tel: +81-86-251-8218

Abstract

Four stereoisomers of oxy-peptide nucleic acids containing ether linkages in the main chain and conformationally-restricted pyrrolidine rings (pyrrolidine-based oxy-PNA = POPNA) were newly synthesized and investigated for binding to DNA. cis-L-POPNA with 9 adenine bases formed the most stable hybrid with dT9. The POPNA showed high sequence specificity similar to that of the Nielsen-type PNA and sharper melting behavior in hybridization with DNA than the Nielsen-type PNA.

Graphical abstract: Oxy-peptide nucleic acid with a pyrrolidine ring that is configurationally optimized for hybridization with DNA

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Article information

DOI
https://doi.org/10.1039/B401057D
Article type
Communication
Submitted
22 Jan 2004
Accepted
10 Mar 2004
First published
23 Apr 2004

Chem. Commun., 2004, 1208-1209

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Oxy-peptide nucleic acid with a pyrrolidine ring that is configurationally optimized for hybridization with DNA

M. Kitamatsu, M. Shigeyasu, T. Okada and M. Sisido, Chem. Commun., 2004, 1208 DOI: 10.1039/B401057D

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