Chiral Discrimination of a Proline-Based Stationary Phase: Adhesion Forces and Calculated Selectivity Factors

Chiral Discrimination of a Proline-Based Stationary Phase: Adhesion Forces and Calculated Selectivity Factors
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基于脯氨酸的固定相的手性辨别:粘附力和计算的选择性因子

DOI:
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发表时间:
2013
期刊:
影响因子:
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通讯作者:
J. Hugh Horton
J. Hugh Horton
中科院分区:
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文献类型:
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作者:
Rubaiyat Arjumand;I. Ebralidze;M. Ashtari;Jason Stryuk;N. M. Cann;J. Hugh Horton

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早在1992年,脯氨酸就被研究为高效液相色谱的潜在手性选择剂。近年来,刷型选择剂与多达10个脯氨酸单元已被检查,和较长的肽被发现是商业手性固定相(CSP)的竞争。在这篇文章中,我们报告了一个全面的检查叔丁氧羰基-(t-Boc-)终止的单脯氨酸选择。该选择剂通过酰胺键接枝到氨基丙基正戊烷封端的Si(111)晶片和硅原子力显微镜尖端。化学力谱测量进行了两个D-或L-单脯氨酸在水中的单分子膜之间的相互作用力,并在各种氨基酸的解决方案的存在下。当暴露于氨基酸时,脯氨酸层之间测量的粘附力降低。发现含有亲水性侧链的氨基酸表现出与含有疏水性侧链的氨基酸相反的选择性。分子染料
As early as 1992, proline was examined as a potential chiral selector for high-performance liquid chromatography. In recent years, brush-type selectors with up to 10 proline units have been examined, and the longer peptides were found to be competitive with commercial chiral stationary phases (CSPs). In this article, we report on a comprehensive examination of a t-butoxycarbonyl- (t-Boc-) terminated monoproline selector. This selector was grafted through an amide linkage to an aminopropyl siloxane-terminated Si(111) wafer and to a silicon atomic force microscopy tip. Chemical force spectrometry measurements were performed for interaction forces between two d- or l-monoproline monolayers in water and in the presence of various amino acid solutions. When exposed to amino acids, the adhesion forces measured between the proline layers were reduced. Amino acids containing hydrophilic side chains were found to exhibit a selectivity opposite to that seen for those containing hydrophobic side chains. Molecular dy...
DOI: 10.1016/j.biomaterials.2004.05.026
发表时间: 2005-05-01
期刊: BIOMATERIALS
影响因子: 14
作者:
Lee, MH;Brass, DA;Ducheyne, P
通讯作者: Ducheyne, P