A pyrazine-based fluorescence-enhancing ligand with a high selectivity for thymine in AP site-containing DNA duplexes

Chunxia Zhao, Arivazhagan Rajendran, Qing Dai, Seiichi Nishizawa, Norio Teramae

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

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 (λ max , 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. 2008

Original languageEnglish
Pages (from-to)693-695
Number of pages3
Journalanalytical sciences
Volume24
Issue number6
DOIs
Publication statusPublished - 2008 Jun

ASJC Scopus subject areas

  • Analytical Chemistry

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