Analytical Sciences
Online ISSN : 1348-2246
Print ISSN : 0910-6340
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A Pyrazine-based Fluorescence-enhancing Ligand with a High Selectivity for Thymine in AP Site-containing DNA Duplexes
Chunxia ZHAOArivazhagan RAJENDRANQing DAISeiichi NISHIZAWANorio TERAMAE
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Volume 24 (2008) Issue 6 Pages 693-695

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Abstract

A fluorescent pyrazine derivative, 3,5-diamino-6-chloro-2-pyrazine carbonitrile (DCPC), is presented as a promising light-up ligand for single-nucleotide polymorphisms (SNPs) typing. In solutions buffered to pH 7.0 (I = 0.11 M, at 5°C), DCPC can bind to thymine selectively over other nucleobases opposite an abasic site in DNA duplexes (5′-GTGTG CGTTG ANA TGGAC GCAGA-3′/3′-CACAC GCAAC TXT ACCTG CGTCT-5′, X = abasic site, N = target nucleotide) with a dissociation constant of 2.6 µM. The binding of DCPC is accompanied by a significant enhancement of its fluorescence (λmax, 412 nm), and the response is highly selective to thymine base. These binding and sensing properties allow a clear detection of thymine-related mutations present in polymerase chain reaction (PCR) amplification products.

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© 2008 by The Japan Society for Analytical Chemistry
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