We propose a new model for prochirality that satisfies all known examples: the prochiral plane. This plane contains the prochiral carbon and defines two separate faces for chemical modification. We extend this to enzyme catalysis, replacing the "three point attachment" hypothesis and its variants. Once a prochiral substrate is fixed on an enzyme surface, the asymmetry of the enzyme provides reactants exclusively on one side of the prochiral plane, producing an enantiomerically pure chiral product. The aconitase reaction is detailed as an example, using molecular modeling and its known enzymatic mechanism. We show that the prochiral substrate for this enzyme is not citrate, but rather cis-aconitate. The number of interaction points of cis-aconitate is not relevant to prochirality, but rather to substrate specificity. A second detailed example is the enzyme fumarase; here the substrate fumarate has only two binding sites, but is nonetheless fixed onto the enzyme and has a defined prochiral plane. We also provide a literature survey of more prochiral substrates, all of which have sp2 hybridized carbon and contain a prochiral plane. An example of a prochiral unnatural substrate for sphingosine kinase 2, fingolimod, has an sp3 hybridized prochiral carbon and also contains a prochiral plane. Finally, we provide an intuitive example of a prochiral physical object, a coffee cup, interacting with one hand and lip.

中文翻译：

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重新审视流程。

我们提出了一种满足所有已知示例的采购新模型：前手飞机。该平面包含前手性碳，并定义了两个单独的面用于化学修饰。我们将其扩展到酶催化，取代了“三点附着”假说及其变体。一旦前手性底物固定在酶表面上，酶的不对称性仅在前手性平面的一侧提供反应物，从而产生对映体纯的手性产物。乌头酸酶反应以分子模型及其已知的酶促机理为例进行了详细说明。我们显示该酶的前手性底物不是柠檬酸盐，而是顺式-衣康酸酯。顺式-花生酸酯相互作用点的数量与过程性无关，而与底物特异性有关。第二个详细的例子是富马酸酶。在此，富马酸酯底物仅具有两个结合位点，但仍固定在酶上并具有确定的前手性平面。我们还提供了对更多前手性底物的文献调查，所有这些均具有sp2杂化碳并包含前手性平面。鞘氨醇激酶2，芬戈莫德的前手性非天然底物的实例具有sp3杂交的前手性碳，并且还包含前手性平面。最后，我们提供了一个前手性物体，咖啡杯，一只手和嘴唇相互作用的直观示例。所有这些都具有sp2杂化碳并包含前手性平面。鞘氨醇激酶2，芬戈莫德的前手性非天然底物的实例具有sp3杂交的前手性碳，并且还包含前手性平面。最后，我们提供了一个前手性物体，咖啡杯，一只手和嘴唇相互作用的直观示例。所有这些都具有sp2杂化碳并包含前手性平面。鞘氨醇激酶2，芬戈莫德的前手性非天然底物的实例具有sp3杂交的前手性碳，并且还包含前手性平面。最后，我们提供了一个前手性物体，咖啡杯，一只手和嘴唇相互作用的直观示例。