title: Development of an Intein-Inspired Amide Cleavage Chemical Device.
abstract: A photoresponsive amide cleavage device was developed based on the asparagine imidation-mediated cleavage of peptide bonds during intein-mediated protein splicing. The chemical environment of the protein splicing process was mimicked by the incorporation of geminal dimethyl groups and a secondary amine unit in asparagine scaffold. Furthermore, the resulting photoresponsive device could induce the phototriggered cleavage of an amide bond by the protection of the secondary amine unit with an o-nitrobenzyloxycarbonyl group.
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.
authors.forename: Chiaki
authors.initials: C
authors.lastname: Komiya
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.
authors.forename: Keisuke
authors.initials: K
authors.lastname: Aihara
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.
authors.forename: Ko
authors.initials: K
authors.lastname: Morishita
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.
authors.forename: Hao
authors.initials: H
authors.lastname: Ding
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.
authors.forename: Tsubasa
authors.initials: T
authors.lastname: Inokuma
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.
authors.forename: Akira
authors.initials: A
authors.lastname: Shigenaga
authors.affiliation: Institute of Biomedical Sciences and Graduate School of Pharmaceutical Sciences, Tokushima University , Tokushima 770-8505, Japan.
authors.forename: Akira
authors.initials: A
authors.lastname: Otaka
mesh_terms: D000577:Amides / Q000737:chemistry* / Q000378:metabolism; D001216:Asparagine / Q000737:chemistry*; D047668:Inteins / Q000235:genetics*; D008958:Models, Molecular; D055668:Photochemical Processes; D019154:Protein Splicing
chemical_list: D000577:Amides; D001216:Asparagine