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Issue 27, 2014
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Distinct optical and kinetic responses from E/Z isomers of caspase probes with aggregation-induced emission characteristics

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Abstract

A dual-labeled probe for monitoring caspase activity was designed and synthesized based on a tetraphenylethene (TPE) fluorogen with aggregation-induced emission characteristics and a caspase-specific Asp-Glu-Val-Asp (DEVD) peptide. Two stereoisomers were furnished and successfully separated by HPLC. We demonstrated for the first time the effect of isomerization on the reaction kinetics between the probes and caspase. It was revealed that caspase can produce a much higher light-up ratio for the Z-TPE-2DEVD probe, while its kinetics favor E-TPE-2DEVD due to enhanced probability of optimal binding between the two. Understanding the stereoisomers and their biological functions will open new opportunities for bioprobe design with optimized performance.

Graphical abstract: Distinct optical and kinetic responses from E/Z isomers of caspase probes with aggregation-induced emission characteristics

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Publication details

The article was received on 13 Mar 2014, accepted on 25 Apr 2014 and first published on 28 Apr 2014


Article type: Paper
DOI: 10.1039/C4TB00405A
Author version available: Download Author version (PDF)
Citation: J. Mater. Chem. B, 2014,2, 4363-4370
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    Distinct optical and kinetic responses from E/Z isomers of caspase probes with aggregation-induced emission characteristics

    J. Liang, H. Shi, R. T. K. Kwok, M. Gao, Y. Yuan, W. Zhang, B. Z. Tang and B. Liu, J. Mater. Chem. B, 2014, 2, 4363
    DOI: 10.1039/C4TB00405A

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