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Xu, Jing; Xue, Yuanfei; Jian, Xiaoxia; Zhao, Yue; Dai, Zhenqing; Xu, Jingwen; Gao, Zhida; Mei, Ye; Song, Yan-Yan
Chemical science (Cambridge), 06/2022, Letnik: 13, Številka: 22Journal Article
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 TiO 2 nanotubes (TiO 2 NTs). Using 3,4-dihydroxyphenylalanine (DOPA) enantiomers as the targets and the chelating interaction of Fe 3+ -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. An intelligent enantioselective identification strategy is designed to demonstrate that both enantioselectivity and stereoselectivity are crucial factors for chiral sensing.
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in: SICRIS
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