title: Stereoselective synthesis of (E)- and (Z)-beta-bromostyrene containing trifluoromethyldiazirine for photoaffinity labeling.
abstract: Summary A convenient procedure for the synthesis of (E)- and (Z)-beta-bromostyrene containing trifluoromethyldiazirine is described, which involves the stereoselective reduction of the corresponding trifluoromethyldiazirinyl beta,beta-dibromostyrene without damaging the photophor. The synthetic route easily introduced deuterium, which can be utilized for the detection of a photolabeled component by MS spectrometry, after construction of a trifluoromethyldiazirinyl skeleton.
authors.affiliation: Department of Agricultural and Life Science, Obihiro University of Agriculture and Veterinary Medicine, Obihiro Hokkaido, Japan. hasimoto@obihiro.ac.jp
authors.forename: Makoto
authors.initials: M
authors.lastname: Hashimoto
authors.forename: Tomoko
authors.initials: T
authors.lastname: Komano
authors.forename: Kensuke
authors.initials: K
authors.lastname: Nabeta
authors.forename: Yasumaru
authors.initials: Y
authors.lastname: Hatanaka
mesh_terms: D003978:Diazomethane / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D019920:Photoaffinity Labels / Q000138:chemical synthesis*; D013237:Stereoisomerism; D013343:Styrenes / Q000138:chemical synthesis*
chemical_list: D019920:Photoaffinity Labels; D013343:Styrenes; C018238:beta-bromostyrene; D003978:Diazomethane