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Issue 41, 2020
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Construction of a chiral artificial enzyme used for enantioselective catalysis in live cells

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Abstract

Nanozymes as a newcomer in the artificial enzyme family have shown several advantages over natural enzymes such as their high stability in harsh environments, facile production on large scale, long storage time, low costs, and higher resistance to biodegradation. However, compared with natural enzymes, it is still a great challenge to design a nanozyme with high selectivity, especially high enantioselectivity. It is highly desirable and demanding to develop chiral nanozymes with high and on-demand enantioselectivity for practical applications. Herein, we present an unprecedented approach to construct chiral artificial peroxidase with ultrahigh enantioselectivity. Inspired by the structure of the natural enzyme horseradish peroxidase (HRP), we have constructed a series of stereoselective nanozymes (Fe3O4@Poly(AA)) by using the ferromagnetic nanoparticle (Fe3O4 NP) yolk as the catalytic core and amino acid-appended chiral polymer shell as the chiral selector. Among them, Fe3O4@Poly(D-Trp) exhibits the highest enantioselectivity. More intriguingly, their enantioselectivity will be readily reversed by replacing D-Trp with L-Trp. The selectivity factor is up to 5.38, even higher than that of HRP. Kinetic parameters, dialysis experiments, and molecular simulations together with activation energy reveal that the selectivity originates from the D-/L-Trp appended polymer shell, which can result in better affinity and catalytic activity to D-/L-tyrosinol. The artificial peroxidases have been used for asymmetric catalysis to prepare enantiopure D- or L-enantiomers. Besides, by using fluorescent labelled FITC-tyrosinolL and RhB-tyrosinolD, the artificial peroxidases can catalyze green or red fluorescent chiral tyrosinol to selectively label live yeast cells among yeast, S. aureus, E. coli and B. subtilis bacterial cells. This work opens a new avenue for better design of stereoselective artificial enzymes.

Graphical abstract: Construction of a chiral artificial enzyme used for enantioselective catalysis in live cells

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Supplementary files

Article information


Submitted
02 Jun 2020
Accepted
22 Sep 2020
First published
23 Sep 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020,11, 11344-11350
Article type
Edge Article

Construction of a chiral artificial enzyme used for enantioselective catalysis in live cells

Y. Zhou, W. Wei, F. Cui, Z. Yan, Y. Sun, J. Ren and X. Qu, Chem. Sci., 2020, 11, 11344
DOI: 10.1039/D0SC03082A

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