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首页> 外文期刊>Journal of chromatography, A: Including electrophoresis and other separation methods >Mixed-mode chromatography with zwitterionic phosphopeptidomimetic selectors from Ugi multicomponent reaction
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Mixed-mode chromatography with zwitterionic phosphopeptidomimetic selectors from Ugi multicomponent reaction

机译：来自Ugi多组分反应的两性离子磷酸肽模拟选择器的混合模式色谱

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摘要

In the present contribution a novel Ugi multicomponent reaction (MCR) was used to generate zwitterionic chromatographic selectors with capability for application in mixed-mode chromatography featuring complementary selectivities in reversed-phase (RP) and hydrophilic interaction liquid chromatography (HILIC). Aminophosphonate zwitterionic chromatographic ligands were synthesized adopting a one pot microwave assisted three-component UGI-MCR synthesis and, after purification, were immobilized by thiol-ene click chemistry on silica beads. Chromatographic characteristics of these stationary phases were evaluated by variation of experimental conditions for a set of diverse analytes with neutral, acidic, basic and zwitterionic character revealing the presence of multimodal retention capabilities (i.e. tunable retention increments from ion exchange, hydrophobic and hydrophilic interaction were observed). To further investigate and classify the retention properties of the novel stationary phases we performed a comparative chromatographic study with commercially available mixed mode, HILIC and RP columns. The resultant chromatographic data were analyzed by principal component analysis (PCA). PCA revealed that the new reversed-phase/zwitterionic ion-exchangers (RP/ZWIX) are complementary to common RP, HILIC and mixed-mode phases on the market and could be a promising alternative in impurity profiling and 2D-HPLC concepts. Moreover, the adopted synthetic approach offers the capability to generate chemical diversity simply by the variation of the starting aldehyde, aminophosphonic acid and/or isonitrile components. This unique characteristics offer great possibility for the design of novel selectors for mixed mode chromatography like RP/ZWIX, HILIC, affinity and chiral chromatography.
机译：在本论文中，一种新颖的Ugi多组分反应（MCR）用于生成两性离子色谱选择器，该选择器可用于混合模式色谱，其特征在于反相（RP）和亲水相互作用液相色谱（HILIC）具有互补性。采用一锅微波辅助的三组分UGI-MCR合成方法合成氨基膦酸酯两性离子色谱配体，纯化后，通过硫醇-烯点击化学将其固定在硅胶珠上。通过改变一组中性，酸性，碱性和两性离子特征的不同分析物的实验条件，评估了这些固定相的色谱特征，揭示了多峰保留能力的存在（即观察到了离子交换，疏水和亲水相互作用产生的可调保留增量） ）。为了进一步研究和分类新型固定相的保留特性，我们使用市售混合模式HILIC和RP色谱柱进行了比较色谱研究。通过主成分分析（PCA）分析所得的色谱数据。 PCA透露，新型反相/两性离子交换器（RP / ZWIX）是市场上常见的RP，HILIC和混合模式相的补充，在杂质分析和2D-HPLC概念方面可能是一个有前途的替代方法。而且，采用的合成方法提供了简单地通过改变起始醛，氨基膦酸和/或异腈成分而产生化学多样性的能力。这种独特的特性为设计新型混合模式色谱选择器（如RP / ZWIX，HILIC，亲和色谱和手性色谱）提供了极大的可能性。

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