Photoregulation of DNA hybridization by introducing an azobenzene: Molecular design for more stabilization of DNA duplex with cis-azobenzene than with its trans-form | Zendy

Xingguo Liang | Zendy; Norio Takenaka | Zendy; H. Nishioka | Zendy; Hiroyuki Asanuma | Zendy

Open Access

Photoregulation of DNA hybridization by introducing an azobenzene: Molecular design for more stabilization of DNA duplex with cis-azobenzene than with its trans-form

Author(s) -

Xingguo Liang,

Norio Takenaka,

H. Nishioka,

Hiroyuki Asanuma

Publication year - 2007

Publication title -

nucleic acids symposium series

Language(s) - English

Resource type - Journals

eISSN - 1746-8272

pISSN - 0261-3166

DOI - 10.1093/nass/nrm085

Subject(s) - azobenzene , duplex (building) , linker , dna , planar , chemistry , irradiation , stereochemistry , photochemistry , crystallography , molecule , biochemistry , organic chemistry , physics , computer graphics (images) , computer science , nuclear physics , operating system

Previously, photoregulation of DNA hybridization was achieved by introducing nonsubstituted azobenzene via a D-threoninol linker: DNA duplex formed (ON) after visible light irradiation (planar trans-form), whereas the duplex dissociated (OFF) after UV light irradiation (non-planar cis-form). In this study, for more efficient photoregulation of DNA functions, the reverse switch that can turn on duplex formation with UV, and turn off it with visible light irradiation was designed. When para-isopropylazobenzene (p-(i)PrAzo) was introduced into DNA via a L-thereoninol linker, the photoswitching direction was completely reversed: the duplex involving non-planar cis-p-(i)PrAzo was much more stable than that involving planar trans-form.

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