Enantioselective Incorporation of Azobenzenes into Oligodeoxyribonucleotide for Effective Photoregulation of Duplex Formation

Hiroyuki Asanuma; Tohru Takarada; Takayuki Yoshida; Daisuke Tamaru; Xingguo Liang; Makoto Komiyama

doi:10.1002/1521-3773(20010716)40:14<2671::AID-ANIE2671>3.0.CO;2-Z

Enantioselective Incorporation of Azobenzenes into Oligodeoxyribonucleotide for Effective Photoregulation of Duplex Formation

Angew Chem Int Ed Engl. 2001 Jul 16;40(14):2671-2673. doi: 10.1002/1521-3773(20010716)40:14<2671::AID-ANIE2671>3.0.CO;2-Z.

Authors

Hiroyuki Asanuma¹, Tohru Takarada¹, Takayuki Yoshida¹, Daisuke Tamaru¹, Xingguo Liang¹, Makoto Komiyama¹

Affiliation

¹ Research Center for Advanced Science and Technology The University of Tokyo Komaba, Meguro-ku, Tokyo 153-8904 (Japan) Fax: (+81) 3-5452-5209.

PMID: 29712334
DOI: 10.1002/1521-3773(20010716)40:14<2671::AID-ANIE2671>3.0.CO;2-Z

Abstract

A drop in melting point of 21.5°C is induced by the UV-photolytic trans→cis isomerization of the duplex formed between an oligonucleotide bearing two D-threoninol-tethered azobenzene moieties in the side chain and its complementary counterpart. On irradiation with visible light, the dissociated single-stranded oligonucleotides regenerate the duplex.

Keywords: DNA structures; azo compounds; isomerization; nucleotides; photochemistry.