title: Design and synthesis of an ER-specific fluorescent probe based on carboxylesterase activity with quinone methide cleavage process.
abstract: CEs are important enzymes that catalyze the hydrolysis of prodrugs. In this Letter, we present a new mechanistic ER-specific fluorescent probe 1 based on CE activity. Permeation of 1 into cells and subsequent hydrolytic activation by CEs causes spontaneously quinone methide cleavage, resulting in bright red fluorescence in ER with high specificity. Probe 1 was developed for CE activity imaging and inhibitor screening at the cellular level.
authors.affiliation: Department of Chemistry and Life Sciences, College of Bioresource Sciences, Nihon University, 1866 Kameino, Fujisawa-shi, Kanagawa 252-0880, Japan. hakamata.wataru@nihon-u.ac.jp
authors.forename: Wataru
authors.initials: W
authors.lastname: Hakamata
authors.forename: Aki
authors.initials: A
authors.lastname: Machida
authors.forename: Tadatake
authors.initials: T
authors.lastname: Oku
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Nishio
mesh_terms: D000818:Animals; D019556:COS Cells; D043182:Carboxylesterase / Q000737:chemistry* / Q000378:metabolism; D002522:Chlorocebus aethiops; D015195:Drug Design; D004721:Endoplasmic Reticulum / Q000737:chemistry* / Q000378:metabolism; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D045563:Indolequinones / Q000737:chemistry* / Q000378:metabolism; D015394:Molecular Structure
chemical_list: D005456:Fluorescent Dyes; D045563:Indolequinones; C068040:quinone methide; D043182:Carboxylesterase