title: Keto-benzo[h]-Coumarin-Based Near-Infrared Dyes with Large Stokes Shifts for Bioimaging Applications.
abstract: Fluorescence imaging is a promising tool for the visualization of biomolecules in living systems and there is great demand for new fluorescent dyes that absorb and emit in the near-infrared (NIR) region. Herein, we constructed three new fluorescent dyes (NBC dyes) based on keto-benzo[h]coumarin (k-BC) and benzopyrilium salts. These dyes showed large Stokes shifts (>100 nm) and NIR emission (>800 nm). The relationship between the structures and optical properties of these dyes was further investigated by using density functional theory calculations at the B3LYP/6-3G level of theory. Fluorescence images indicated that the fabricated dyes exhibited good photostability and low cytotoxicity and, thus, have potential applications as imaging agents in living cells and animals.
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.|University of the Chinese Academy of Sciences, Beijing, 100049, P. R. China.
authors.forename: Guangle
authors.initials: G
authors.lastname: Niu
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China. wmliu@mail.ipc.ac.cn.
authors.forename: Weimin
authors.initials: W
authors.lastname: Liu
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
authors.forename: Hongyan
authors.initials: H
authors.lastname: Xiao
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
authors.forename: Hongyan
authors.initials: H
authors.lastname: Zhang
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
authors.forename: Jianhong
authors.initials: J
authors.lastname: Chen
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
authors.forename: Qing
authors.initials: Q
authors.lastname: Dai
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
authors.forename: Jiechao
authors.initials: J
authors.lastname: Ge
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
authors.forename: Jiasheng
authors.initials: J
authors.lastname: Wu
authors.affiliation: Key Laboratory of Photochemical Conversion and Optoelectronic Materials, and CityU-CAS Joint Laboratory of Functional Materials and Devices, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing, 100190, P. R. China.
authors.forename: Pengfei
authors.initials: P
authors.lastname: Wang
mesh_terms: D000818:Animals; D001555:Benzene Derivatives / Q000737:chemistry*; D003374:Coumarins / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000737:chemistry*; D006367:HeLa Cells; D006801:Humans; D051379:Mice; D018613:Microscopy, Confocal; D008958:Models, Molecular; D061848:Optical Imaging; D019265:Spectroscopy, Near-Infrared
chemical_list: D001555:Benzene Derivatives; D003374:Coumarins; D005456:Fluorescent Dyes
keywords: benzo[h]coumarin; dyes/pigments; fluorescence; imaging agents; near-infrared