C5-Azobenzene-substituted 2'-Deoxyuridine-containing Oligodeoxynucleotides for Photo-Switching Hybridization

Molecules

Shohei Mori¹  Kunihiko Morihiro¹ 

[1] Graduate School of Pharmaceutical Sciences, Osaka University, 1-6 Yamadaoka, Suita, Osaka 565-0871, Japan; E-Mail:

关键词: azobenzene;    molecular switch;    nucleoside;    oligonucleotide;    photochromism;   

DOI  :  10.3390/molecules19045109

来源: mdpi

【 摘 要 】

A new photoisomeric nucleoside dU^Az bearing an azobenzene group at the C5-position of 2'-deoxyuridine was designed and synthesized. Photoisomerization of dU^Az in oligodeoxynucleotides can be achieved rapidly and selectively with 365 nm (forward) and 450 nm (backward) irradiation. Thermal denaturation experiments revealed that dU^Az stabilized the duplex in the cis-form and destabilized it in the trans-form with mismatch discrimination ability comparable to thymidine. These results indicate that dU^Az could be a powerful material for reversibly manipulating nucleic acid hybridization with spatiotemporal control.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.