Issue 22, 2022

Understanding of chiral site-dependent enantioselective identification on a plasmon-free semiconductor based SERS substrate

Abstract

Chiral differentiation is an important topic in diverse fields ranging from pharmaceutics to chiral synthesis. The improvement of sensitivity and the elucidation of the mechanism of chiral recognition are still the two main challenges. Herein, a plasmon-free semiconductive surface-enhanced Raman spectroscopy (SERS) substrate with sensitive chiral recognition ability is proposed for the discrimination of enantiomers. A homochiral environment is constructed by typical π–π stacking between L-tryptophan (L-Trp) and phenyl rings on well-aligned TiO2 nanotubes (TiO2 NTs). Using 3,4-dihydroxyphenylalanine (DOPA) enantiomers as the targets and the chelating interaction of Fe3+–DOPA for the onsite growth of Prussian blue (PB), the enantioselectivity difference between L-DOPA and D-DOPA on the homochiral substrate can be directly monitored from PB signals in the Raman-silent region. By combining the experimental results with molecular dynamic (MD) simulations, it is found that satisfactory enantioselective identification not only requires a homochiral surface but also largely depends on the chiral center environment-differentiated hydrogen-bond formation availability.

Graphical abstract: Understanding of chiral site-dependent enantioselective identification on a plasmon-free semiconductor based SERS substrate

Supplementary files

Article information

Article type
Edge Article
Submitted
04 abr. 2022
Accepted
10 may. 2022
First published
11 may. 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2022,13, 6550-6557

Understanding of chiral site-dependent enantioselective identification on a plasmon-free semiconductor based SERS substrate

J. Xu, Y. Xue, X. Jian, Y. Zhao, Z. Dai, J. Xu, Z. Gao, Y. Mei and Y. Song, Chem. Sci., 2022, 13, 6550 DOI: 10.1039/D2SC01938H

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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