title: Hypochlorous acid turn-on boron dipyrromethene probe based on oxidation of methyl phenyl sulfide.
abstract: A boron dipyrromethene (BODIPY)-based fluorometric probe, HCS, has been successfully developed for the highly sensitive and selective detection of hypochlorous acid (HOCl). The probe is based on the specific HOCl-promoted oxidation of methyl phenyl sulfide. The reaction is accompanied by a 160-fold increase in the fluorescent quantum yield (from 0.003 to 0.480). The fluorescent turn-on mechanism is accomplished by suppression of photoinduced electron transfer (PET) from the methyl phenyl sulfide group to BODIPY. The fluorescence intensity of the reaction between HOCl and HCS shows a good linearity in the HOCl concentration range 1-10 μM. The detection limit is 23.7 nM (S/N=3). In addition, confocal fluorescence microscopy imaging using RAW264.7 macrophages demonstrates that the HCS probe could be an efficient fluorescent detector for HOCl in living cells.
authors.affiliation: Department of Applied Chemistry, National Chiao Tung University, Hsinchu, Taiwan 300, Republic of China.
authors.forename: Shi-Rong
authors.initials: SR
authors.lastname: Liu
authors.forename: Mani
authors.initials: M
authors.lastname: Vedamalai
authors.forename: Shu-Pao
authors.initials: SP
authors.lastname: Wu
mesh_terms: D000818:Animals; D001895:Boron / Q000737:chemistry*; D002460:Cell Line; D004579:Electron Transport; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry; D006997:Hypochlorous Acid / Q000737:chemistry*; D051379:Mice; D018613:Microscopy, Confocal; D010084:Oxidation-Reduction; D011162:Porphobilinogen / Q000031:analogs & derivatives* / Q000737:chemistry; D011789:Quantum Theory; D026361:Reactive Nitrogen Species / Q000737:chemistry; D017382:Reactive Oxygen Species / Q000737:chemistry; D013440:Sulfides / Q000737:chemistry*
chemical_list: D005456:Fluorescent Dyes; D026361:Reactive Nitrogen Species; D017382:Reactive Oxygen Species; D013440:Sulfides; C507544:dipyrromethene; D006997:Hypochlorous Acid; D011162:Porphobilinogen; C093850:methylphenylsulfide; D001895:Boron
keywords: Bioimaging; Boron dipyrromethene; Fluorescent probe; Hypochlorous acid