Visible-Light-Triggered Cross-Linking of DNA Duplexes by Reversible [2+2] Photocycloaddition of Styrylpyrene.
Reversible photo-cross-linking of a DNA duplex through the [2+2] photocycloaddition of styrylpyrene is reported. Styrylpyrene moieties on d-threoninol linkers were introduced into complementary positions on DNA strands. Irradiation of the styrylpyrene pair in the duplex with visible light at λ=455 nm induced a [2+2] photocycloaddition between styrylpyrenes that cross-linked the two strands of the duplex. Two diastereomers were formed after [2+2] photocycloaddition as a result of rotation of the styrylpyrene residues. Also, the cycloreversion reaction was induced by UV light at λ=340 nm, which reversibly yielded the uncross-linked strands.
['Doi|Tetsuya|T|', 'Kawai|Hayato|H|', 'Murayama|Keiji|K|', 'Kashida|Hiromu|H|', 'Asanuma|Hiroyuki|H|']
D000605:Amino Alcohols D001483:Base Sequence D002072:Butylene Glycols D002851:Chromatography, High Pressure Liquid D003432:Cross-Linking Reagents D003500:Cyclization D061565:Cycloaddition Reaction D004247:DNA D008027:Light D009690:Nucleic Acid Conformation D055668:Photochemical Processes D011721:Pyrenes D013050:Spectrometry, Fluorescence D013056:Spectrophotometry, Ultraviolet D013343:Styrenes D014466:Ultraviolet Rays
cross-linking DNA cycloreversion cycloaddition photochemistry