Synthesis and photophysical properties of pyrene-labeled 3-deaza-2′-deoxyadenosines comprising a non-π-conjugated linker: fluorescence quenching-based oligodeoxynucleotide probes for thymine identification. Issue 42 (4th September 2015)

• Record Type: Journal Article
• Authors: Aso, Tatsuya; Saito, Koichiro; Suzuki, Azusa; Saito, Yoshio
• Is Part Of: Organic & biomolecular chemistry. Volume 13:Issue 42(2015)
• Page Start: 10540
• Page End: 10547
• Publication Date: 2015-09-04
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c5ob01605c
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : ODN probes containing py3z A (1 ) exhibited remarkable fluorescence quenching only when the opposite base of the complementary strand was thymine. Abstract : Pyrene-labeled 3-deaza-2′-deoxyadenosine comprising a non-π-conjugated linker py3z A (1 ) was synthesized and its photophysical properties were investigated. Oligodeoxynucleotide (ODN) probes containing py3z A (1 ) exhibited remarkable fluorescence quenching only when the opposite base of the complementary strand was the perfectly matched thymine. Such fluorescence quenching-based ODN probes exhibited excellent on-off switching properties, making them useful tools for single nucleotide polymorphism (SNP) genotyping and for the identification of target genes and structural studies of nucleic acids.