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Issue 3, 2014
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Turn-ON fluorescent affinity labeling using a small bifunctional O-nitrobenzoxadiazole unit

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Abstract

Affinity labeling has become a powerful tool to identify target proteins, as well as to visualize/characterize target functions in living cells. However, although various functional groups have been utilized for affinity labeling, many of them have disadvantages such as complex structure and large size. To address this problem, we designed a simple chemical probe bearing a small bifunctional O-NBD unit (NBD: nitrobenzoxadiazole). Model ligand–protein experiments showed that the O-NBD unit has excellent characteristics for target-specific labeling even in the presence of a large excess of non-target proteins. Moreover, attachment of the O-NBD unit to N,N-dialkyl-2-phenylindol-3-ylglyoxylamides (PIGAs), which are recently developed translocator protein (TSPO) ligands, enabled us to visualize mitochondria expressing TSPO in living cells by means of “turn-ON” fluorescence. Two-dimensional PAGE analysis of the labeled mouse kidney mitochondria strongly suggested that our synthetic probe selectively modified a partner protein of TSPO, voltage-dependent anion channel (VDAC).

Graphical abstract: Turn-ON fluorescent affinity labeling using a small bifunctional O-nitrobenzoxadiazole unit

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Publication details

The article was received on 26 Sep 2013, accepted on 13 Nov 2013 and first published on 19 Dec 2013


Article type: Edge Article
DOI: 10.1039/C3SC52704B
Citation: Chem. Sci., 2014,5, 1021-1029
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    Turn-ON fluorescent affinity labeling using a small bifunctional O-nitrobenzoxadiazole unit

    T. Yamaguchi, M. Asanuma, S. Nakanishi, Y. Saito, M. Okazaki, K. Dodo and M. Sodeoka, Chem. Sci., 2014, 5, 1021
    DOI: 10.1039/C3SC52704B

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