A 2',4'-Bridged Nucleic Acid Containing 2-Pyridone as a Nucleobase: Efficient Recognition of a C⋅G Interruption by Triplex Formation with a Pyrimidine Motif

Satoshi Obika; Yoshiyuki Hari; Mitsuaki Sekiguchi; Takeshi Imanishi

doi:10.1002/1521-3773(20010601)40:11<2079::AID-ANIE2079>3.0.CO;2-Z

A 2',4'-Bridged Nucleic Acid Containing 2-Pyridone as a Nucleobase: Efficient Recognition of a C⋅G Interruption by Triplex Formation with a Pyrimidine Motif

Angew Chem Int Ed Engl. 2001 Jun 1;40(11):2079-2081. doi: 10.1002/1521-3773(20010601)40:11<2079::AID-ANIE2079>3.0.CO;2-Z.

Authors

Satoshi Obika¹, Yoshiyuki Hari¹, Mitsuaki Sekiguchi¹, Takeshi Imanishi¹

Affiliation

¹ Graduate School of Pharmaceutical Sciences Osaka University 1-6 Yamadaoka, Suita, Osaka 565-0871 (Japan) Fax: (+81) 6-6879-8204.

PMID: 29712196
DOI: 10.1002/1521-3773(20010601)40:11<2079::AID-ANIE2079>3.0.CO;2-Z

Abstract

Significantly enhanced binding affinity to C⋅G base pairs without loss of sequence selectivity is achieved by using a nucleotide containing a 2-pyridone and a 2'-O,4'-C-methylene-bridged nucleic acid analogue (P^B , see picture). The degree of stabilization of the triplex formed enables C⋅G interruptions in a homopurine⋅homopyrimidine double-stranded DNA to be detected.

Keywords: DNA recognition; nucleic acids; nucleobases; oligonucleotides.