
Josh G. answered 03/25/19
PhD in Chemistry, specializing in organic chemistry
The main difference between nature and lab is that nature and biological systems use enzymes and proteins. Within these enzymes and proteins, the binding site has a certain chirality based on the folding of the amino acids. Plants and biological systems break down specific chiralities based on how well they bind to the pocket and undergo reactivity. A way to think about this is you are either naturally right handed or left handed without being directed into a preference. The same thing occurs with enzymes, they are naturally given a handedness based on how they were made regardless of what we want them to do. In the lab we have slowly developed methods to separate enantiomers using a technique known as chiral chromatography, however you are correct in that the bulk properties of the enantiomers are the same, which is hard to separate based on pKa, solubility, normal chromatography.