Enantiomer Recognition by the Difference in Adsorption Rates on the Surfaces of Chiral Crystals

IF 2.8 4区化学 Q2 CHEMISTRY, ANALYTICAL

Chirality Pub Date : 2024-09-12 DOI:10.1002/chir.23717

Eduard Belonogov, Ekaterina Ermolaeva, Ilya Zinoviev, Zhi-hui Zhang, Vladimir Guskov

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Abstract

The chirality of biopolymers remains one of the mysteries of Life. For such objects, the phenomenon of supramolecular chirality (SMC) is vital. Enantiomers can be recognized by the adsorption on surfaces with SMC. However, the mechanisms of such chiral recognition are still unknown. In this work, the adsorption kinetics of menthol test enantiomers on the surfaces of γ-glycine and NiSO₄•6H₂O chiral crystals was studied. It was found that the difference in adsorption was observed in nonequilibrium state more often than in equilibrium. If the enantioselectivity in equilibrium state was observed, the enantioselectivity coefficient α at nonequilibrium conditions was higher. The maximum α in nonequilibrium state was 2.44 for γ-glycine crystals and 2.12 for NiSO₄•6H₂O crystals. Even if no differences in adsorption were observed under adsorption–desorption equilibrium conditions, a significant enantioselectivity at nonequilibrium conditions was found. This has proved the possibility of chiral recognition on surfaces with SMC by the differences in adsorption rates. Such novel chiral recognition mechanism can provide enhanced enantioselectivity in adsorption, catalysis, chromatographic separation, and chemical sensing.

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通过手性晶体表面吸附速率的差异识别对映体

生物聚合物的手性仍然是生命之谜之一。对于这类物体，超分子手性（SMC）现象至关重要。对映体可以通过吸附在具有 SMC 的表面上而被识别。然而，这种手性识别的机制仍然未知。本文研究了薄荷醇测试对映体在γ-甘氨酸和 NiSO4-6H2O 手性晶体表面的吸附动力学。结果发现，在非平衡状态下比在平衡状态下更容易观察到吸附差异。如果在平衡状态下观察到了对映体选择性，那么非平衡条件下的对映体选择性系数 α 则更高。γ-甘氨酸晶体在非平衡状态下的最大 α 为 2.44，NiSO4-6H2O 晶体为 2.12。即使在吸附-解吸平衡条件下没有观察到吸附差异，在非平衡条件下也发现了显著的对映选择性。这证明了通过吸附速率的差异在 SMC 表面进行手性识别的可能性。这种新颖的手性识别机制可提高吸附、催化、色谱分离和化学传感方面的对映选择性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Chirality 医学-分析化学

CiteScore

4.40

自引率

5.00%

发文量

124

审稿时长

1 months

期刊介绍： The main aim of the journal is to publish original contributions of scientific work on the role of chirality in chemistry and biochemistry in respect to biological, chemical, materials, pharmacological, spectroscopic and physical properties. Papers on the chemistry (physiochemical, preparative synthetic, and analytical), physics, pharmacology, clinical pharmacology, toxicology, and other biological aspects of chiral molecules will be published.