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Issue 16, 2020
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Construction of pH sensitive smart glutathione peroxidase (GPx) mimics based on pH responsive pseudorotaxanes

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Abstract

Two organoselenium compounds, both of which were modified with two primary amine groups, were designed and synthesized to mimic the catalytic properties of glutathione peroxidase (GPx). It was demonstrated that the catalytic mechanism of the diselenide organoselenium compound (compound 1) was a ping-pong mechanism while that of the selenide organoselenium compound (compound 2) was a sequential mechanism. The pH-controlled switching of the catalytic activities was achieved by controlling the formation and dissociation of the pseudorotaxanes based on the organoselenium compounds and cucurbit[6]uril (CB[6]). Moreover, the switching was reversible at pH between 7 and 9 for compound 1 or between 7 and 10 for compound 2.

Graphical abstract: Construction of pH sensitive smart glutathione peroxidase (GPx) mimics based on pH responsive pseudorotaxanes

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Supplementary files

Article information


Submitted
19 Jan 2020
Accepted
30 Mar 2020
First published
31 Mar 2020

Org. Biomol. Chem., 2020,18, 3125-3134
Article type
Paper

Construction of pH sensitive smart glutathione peroxidase (GPx) mimics based on pH responsive pseudorotaxanes

J. Li, W. Jia, G. Ma, X. Zhang, S. An, T. Wang and S. Shi, Org. Biomol. Chem., 2020, 18, 3125
DOI: 10.1039/D0OB00122H

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