A fluorogenic C4N4 probe for azide-based labelling

Hidetoshi Noda; Yasuko Asada; Masakatsu Shibasaki; Naoya Kumagai

doi:10.1039/C8OB02695E

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A fluorogenic C4N4 probe for azide-based labelling†

Hidetoshi Noda,

^a Yasuko Asada,^a Masakatsu Shibasaki*^a and Naoya Kumagai

*^a

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* Corresponding authors

^a Institute of Microbial Chemistry (BIKAKEN), 3-14-23 Kamiosaki, Shinagawa-ku, Tokyo 141-0021, Japan
E-mail: mshibasa@bikaken.or.jp, nkumagai@bikaken.or.jp

Abstract

The design, synthesis and photophysical properties of a new fluorogenic probe are described. The structure is based on the recently identified 2,5-diaminopyrimidine (C4N4) fluorophore. The strain-promoted [3 + 2] cycloaddition of the azido-C4N4 probe furnished a triazole that exhibited more than 30-fold enhancement in fluorescence intensity as compared to the azide.

This article is part of the themed collections: Chemical Biology in OBC and New Talent

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Article information

DOI: https://doi.org/10.1039/C8OB02695E
Article type: Communication
Submitted: 31 10 2018
Accepted: 04 12 2018
First published: 11 12 2018

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Org. Biomol. Chem., 2019,17, 1813-1816

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A fluorogenic C4N4 probe for azide-based labelling

H. Noda, Y. Asada, M. Shibasaki and N. Kumagai, Org. Biomol. Chem., 2019, 17, 1813 DOI: 10.1039/C8OB02695E

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Organic & Biomolecular Chemistry

A fluorogenic C4N4 probe for azide-based labelling†

Abstract

Supplementary files

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A fluorogenic C4N4 probe for azide-based labelling

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