Fluorescence and hybridization properties of peptide nucleic acid containing a substituted phenylpyrrolocytosine designed to engage Guanine with an additional H-bond

Filip Wojciechowski; Robert H E Hudson

doi:10.1021/ja804233g

Fluorescence and hybridization properties of peptide nucleic acid containing a substituted phenylpyrrolocytosine designed to engage Guanine with an additional H-bond

J Am Chem Soc. 2008 Sep 24;130(38):12574-5. doi: 10.1021/ja804233g. Epub 2008 Aug 30.

Authors

Filip Wojciechowski¹, Robert H E Hudson

Affiliation

¹ Department of Chemistry, The University of Western Ontario, London, Ontario, Canada, N6A 5B7.

PMID: 18761442
DOI: 10.1021/ja804233g

Abstract

A new pyrrolocytosine derivative has been designed to selectively interact with guanine and has been evaluated in peptide nucleic acid where it imparts increased selective binding affinity for complementary oligonucleotides. The modified nucleobase also possesses an exceptionally high fluorescence quantum yield that is responsive to hybridization.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Cytosine / analogs & derivatives*
Cytosine / chemistry
DNA, Complementary / chemistry
Fluorescent Dyes / chemistry*
Guanine / chemistry*
Hydrogen Bonding
Models, Molecular
Nucleic Acid Hybridization / methods*
Oligonucleotides / chemistry*
Peptide Nucleic Acids / chemistry*
Pyrroles / chemistry*
Quantum Theory
RNA / chemistry

Substances

DNA, Complementary
Fluorescent Dyes
Oligonucleotides
Peptide Nucleic Acids
Pyrroles
Guanine
RNA
Cytosine