Rational model for chiral recognition in a silica‐based chiral column: chiral recognition of N‐(3,5‐dinitrobenzoyl)phenylglycine‐terminated alkylsilane monolayer by 2,2,2‐trifluoro‐1‐(9‐anthryl)ethanol derivatives by chemical force microscopy
Rational model for chiral recognition in a silica‐based chiral column: chiral recognition of N‐(3,5‐dinitrobenzoyl)phenylglycine‐terminated alkylsilane monolayer by 2,2,2‐trifluoro‐1‐(9‐anthryl)ethanol derivatives by chemical force microscopy
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硅胶手性柱中手性识别的合理模型：2,2,2-三氟-1-(9-蒽基)乙醇衍生物对 N-(3,5-二硝基苯甲酰基)苯基甘氨酸封端的烷基硅烷单分子层进行化学手性识别力显微镜
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发表时间：
2005
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影响因子：
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通讯作者：
A. Takahara
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作者：
H. Otsuka;Takayuki Arima;T. Koga;A. Takahara
研究了用化学力显微镜（CFM）直接测量手性分子间的化学力。利用氨基硅烷将2,2,2-三氟-1-（9-蒽基）乙醇（TFAE）和N-（3,5-二硝基苯甲酰）苯甘氨酸（DNBP）这对著名的对映体分别强固定在悬臂端和底物表面，建立了硅基手性色谱柱的手性固定相模型体系。通过x射线光电子能谱和飞行时间二次离子质谱测量证实了TFAE在悬臂顶端和DNBP在衬底表面的修饰。采用力测量模式扫描力显微镜测量（R或S）-TFAE和（R或S）-DNBP对映体之间的力曲线，确定相互作用的大小。不同手性对[(R)-ATEA vs (S)-DNBP和(S)-ATEA vs (R)-DNBP]的附着力直方图比相同手性对[(R)-ATEA vs (R)-DNBP和(S)-ATEA vs (S)-DNBP]的附着力直方图分布更广。由于CFM测量可以识别纳米牛顿力的差异，因此该结果可视为硅基手性柱手性识别的合理设计。版权所有©2005 John Wiley & Sons， Ltd
Direct measurement of the chemical force between chiral molecules was investigated by chemical force microscopy (CFM). 2,2,2-Trifluoro-1-(9-anthryl)ethanol (TFAE) and N-(3,5-dinitrobenzoyl)phenylglycine (DNBP), a well-known pair of enantiomers, were strongly immobilized on the surface of the cantilever tip and the substrate surface, respectively, by the use of aminosilane, to propose a chiral stationary phase model system of a silica-based chiral column. The modification of TFAE on a cantilever tip and DNBP on the substrate surface was confirmed by x-ray photoelectron spectroscopic and time-of-flight secondary ion mass spectrometric measurements. The force curve between (R or S)-TFAE and (R or S)-DNBP enantiomers were measured using the force measurement mode scanning force microscopy to determine the magnitude of the interaction. The histograms of the adhesion force for a different chirality pair [(R)-ATEA vs (S)-DNBP and (S)-ATEA vs (R)-DNBP] showed a broader distribution than those for the identical chirality pair [(R)-ATEA vs (R)-DNBP and (S)-ATEA vs (S)-DNBP]. Since CFM measurement cans recognize the difference of in nanonewton forces, the results can be regarded as a rational design for chiral recognition in a silica-based chiral column. Copyright © 2005 John Wiley & Sons, Ltd.