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Spectral and biodistributional engineering of deep near-infrared chromophore
Institution:1. State Key Laboratory of Bioreactor Engineering, Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China;2. Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, School of Chemistry and Molecular Engineering, East China Normal University, Shanghai 200241, China;3. Molecular Imaging Center, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China;1. College of Chemistry and Pharmaceutical Sciences, Qingdao Agricultural University, Qingdao 266109, China;2. Hubei Key Laboratory of Low Dimensional Optoelectronic Materials and Devices, Hubei University of Arts and Science, Xiangyang 441053, China;3. Institute of Chemistry, Free University of Berlin, Arnimallee 22, Berlin D-14195, Germany;4. Hubei Longzhong Laboratory, Xiangyang 441000, China;5. Institute of Environment and Energy Catalysis, School of Materials Science and Chemical Engineering, Xi''an Technological University, Xi''an 710021, China;6. School of Materials Science and Engineering, China University of Petroleum (East China), Qingdao 266580, China;2. Department of Chemistry, Hong Kong Baptist University, Hong Kong, China;3. Department of Chemistry, City University of Hong Kong, Hong Kong, China;4. Chemistry and Chemical Engineering Guangdong Laboratory, Shantou 515063, China;1. School of Chemistry, Northeast Normal University, Changchun 130024, China;2. Center for Lignocellulosic Chemistry and Biomaterials, College of Light Industry and Chemical Engineering, Dalian Polytechnic University, Dalian 116034, China;3. State Key Laboratory of Advanced Electromagnetic Engineering and Technology, School of Electrical and Electronic Engineering, Huazhong University of Science and Technology, Wuhan 430074, China
Abstract:Fluorescence-guided surgery calls for development of near-infrared fluorophores. Despite the wide-spread application and a safe clinical record of Indocyanine Green (ICG), its maximal absorption wavelength at 780 nm is rather short and longer-wavelength dyes are desired to exploit such benefits as low photo-toxicity and deep penetration depth. Here, we report ECY, a stable deep near-infrared (NIR) fluorochromic scaffold absorbing/emitting at 836/871 nm with a fluorescence quantum yield of 16% in CH2Cl2. ECY was further rationally engineered for biological distribution specificity. Analogous bearing different numbers of sulfonate group or a polyethylene glycol chain were synthesized. By screening this focused library upon intravenous injection to BALB/c mice, ECYS2 was identified to be a suitable candidate for bioimaging of organs involved in hepatobiliary excretion, and ECYPEG was found to be a superior candidate for vasculature imaging. They have potentials in intraoperative imaging.
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