Department of Chemistry, University of Houston, 112 Fleming Building, Houston, TX 77204-5003 (USA).
Angew Chem Int Ed Engl. 2015 Feb 9;54(7):2219-22. doi: 10.1002/anie.201409741. Epub 2014 Dec 21.
Differences in adsorption among the components of complex mixtures play a role in separations, surface-based sensing, and heterogeneous catalysis, and have been implicated in theories of the origin of life. Herein, we consider mixtures of imines and we show that if such complex mixtures are also dynamic-that is, if their components equilibrate among themselves-then they can dramatically simplify in composition during the course of column chromatography. As they travel down the column, imines continuously trade their aldehyde and amine constituents, favoring the formation of molecules with extremes of polarity at the expense of species with intermediate polarities. Iterative application of this principle leads to simplification of imine libraries containing up to 16 members into 4 major products.
在复杂混合物的各个成分之间的吸附差异在分离、基于表面的传感和多相催化中起着作用,并与生命起源理论有关。在此,我们考虑了亚胺的混合物,并表明如果这些复杂的混合物也是动态的——也就是说,如果它们的成分在彼此之间达到平衡——那么它们在柱层析过程中的组成可以显著简化。当它们沿着柱子移动时,亚胺不断地交换它们的醛和胺成分,有利于形成具有极端极性的分子,而牺牲具有中间极性的物种。反复应用这一原理,可将包含多达 16 个成员的亚胺文库简化为 4 个主要产物。