Discovery of new photoactivatable diaryltetrazoles for photoclick chemistry via 'scaffold hopping' |
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Authors: | Yu Zhipeng Ho Lok Yin Wang Zhiyong Lin Qing |
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Institution: | Department of Chemistry, State University of New York at Buffalo, Buffalo, New York 14260, USA |
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Abstract: | We report the discovery of two long-wavelength (365 nm) photoactivatable diaryltetrazoles through screening a small library of diaryltetrazoles that were designed using a ‘scaffold hopping’ strategy. A naphthalene-derived tetrazole showed excellent reactivity in the photoinduced cycloaddition reaction with methyl methacrylate under 365 nm photoirradiation in acetonitrile PBS buffer mixture. Besides, the brightly fluorescent pyrazoline cycloadducts that were formed further increase the potential utility of these new diaryltetrazoles as ‘photoclick’ reagents and as reporters in biological studies. |
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Keywords: | Bioorthogonal chemistry Photoclick chemistry Dipolar cycloaddition Tetrazoles Fluorophores |
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