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Discovery of new photoactivatable diaryltetrazoles for photoclick chemistry via 'scaffold hopping'.


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.

SUBMITTER: Yu Z 

PROVIDER: S-EPMC3156285 | biostudies-literature | 2011 Sep

REPOSITORIES: biostudies-literature

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Discovery of new photoactivatable diaryltetrazoles for photoclick chemistry via 'scaffold hopping'.

Yu Zhipeng Z   Ho Lok Yin LY   Wang Zhiyong Z   Lin Qing Q  

Bioorganic & medicinal chemistry letters 20110424 17


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  ...[more]

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