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

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:21

Article

Yu, Zhipeng¹  Ho, Lok Yin¹  Wang, Zhiyong¹  Lin, Qing¹ 

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

关键词: Bioorthogonal chemistry;    Photoclick chemistry;    Dipolar cycloaddition;    Tetrazoles;    Fluorophores;   

DOI  :  10.1016/j.bmcl.2011.04.087

来源: Elsevier

【 摘 要 】

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. (C) 2011 Elsevier Ltd. All rights reserved.

【 授权许可】

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