The hazards of man-made chiral compounds are of great public concern, with reports of worrying stereoselective compounds and an urgent need to assess their transport. This study evaluated the transport of 2-arylpropionic acid derivatives enantiomers (2-APA) in porous media under a variety of solution chemistry conditions via column packing assays. The results revealed the introduction of Malic acid (MA) enantiomers enhanced the mobility of 2-APA enantiomers, but the enhancement effect was different for different 2-APA enantiomers. Batch sorption experiments confirmed that the MA enantiomers occupied the sorption site of the quartz sand, thus reducing the deposition of the 2-APA enantiomer. Homo- or heterochirality between 2-APA and MA dominates the transport of 2-APA enantiomers, with homochirality between them triggering stronger retention and vice versa. Further evaluating the effect of solution chemistry conditions on the transport of 2-APA enantiomers, increased ionic strength attenuated the mobility of 2-APA enantiomers, whereas introduced coexisting cations enhanced the retention of 2-APA enantiomers in the column. The redundancy analyses corroborated these solution chemistry conditions were negatively correlated with the transport of 2-APA enantiomers. The coupling of pH and these conditions reveals electrostatic forces dominate the transport behavior and stereoselective interactions of 2-APA enantiomers. Distinguishing the transport of enantiomeric pair helps to understand the difference in stereoselectivity of enantiomers and promises to remove the more hazardous one.

中文翻译：

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典型手性有机酸和溶液化学条件对2-芳基丙酸手性衍生物在多孔介质中输运的协同效应


人造手性化合物的危害引起了公众的极大关注，有报道称，立体选择性化合物令人担忧，并且迫切需要评估其运输。本研究通过柱填充分析评估了 2-芳基丙酸衍生物对映体 (2-APA) 在各种溶液化学条件下在多孔介质中的传输。结果表明，苹果酸（MA）对映体的引入增强了2-APA对映体的迁移率，但不同2-APA对映体的增强效果不同。批量吸附实验证实MA对映体占据了石英砂的吸附位点，从而减少了2-APA对映体的沉积。 2-APA 和 MA 之间的同手性或异手性主导 2-APA 对映体的转运，它们之间的同手性会引发更强的保留，反之亦然。进一步评估溶液化学条件对 2-APA 对映体迁移的影响，离子强度的增加减弱了 2-APA 对映体的迁移率，而引入的共存阳离子增强了 2-APA 对映体在色谱柱中的保留。冗余分析证实这些溶液化学条件与 2-APA 对映体的转运呈负相关。 pH 值和这些条件的耦合揭示了静电力主导 2-APA 对映体的传输行为和立体选择性相互作用。区分对映体对的运输有助于了解对映体立体选择性的差异，并有望消除更危险的对映体。