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Issue 66, 2017
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Structure-guided synthesis of a protein-based fluorescent sensor for alkyl halides

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Abstract

Alkyl halides are potentially mutagenic carcinogens. However, no efficient fluorescent sensor for alkyl halide detection in human-derived samples has been developed to date. Herein, we report a new protein-based fluorescent sensor for alkyl halides. Analysis of the HaloTag holo-crystal structure with its covalently attached ligand revealed an unexpected cavity, allowing for the design of a new fluorogenic ligand. This ligand showed the highest fluorescence response (300-fold) and fastest binding kinetics (t1/2 < 150 s) to a HaloTag mutant (M175P) protein. This protein-based sensor system was effectively used to detect alkyl halides in human serum and monitor real-time protein alkylation.

Graphical abstract: Structure-guided synthesis of a protein-based fluorescent sensor for alkyl halides

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Supplementary files

Article information


Submitted
15 May 2017
Accepted
21 Jul 2017
First published
21 Jul 2017

Chem. Commun., 2017,53, 9226-9229
Article type
Communication

Structure-guided synthesis of a protein-based fluorescent sensor for alkyl halides

M. Kang, H. Lee, B. H. Kim, Y. Dunbayev, J. K. Seo, C. Lee and H. Rhee, Chem. Commun., 2017, 53, 9226
DOI: 10.1039/C7CC03714G

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