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Deracemization of Amino Acids by Partial Sublimation and via Homochiral Self-Organization
Authors:Arkadii V Tarasevych  Alexander E Sorochinsky  Valery P Kukhar  Jean-Claude Guillemin
Institution:1. école Nationale Supérieure de Chimie de Rennes, CNRS, UMR 6226, Avenue du Général Leclerc, CS 50837, 35708, Rennes cedex 7, France
2. Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of the Ukraine, Murmanska Street 1, 02660, Kyiv 94, Ukraine
Abstract:Deracemization of a 50/50 mixture of enantiomers of aliphatic amino acids (Ala, Leu, Pro, Val) can be achieved by a simple sublimation of a pre-solubilized solid mixture of the racemates with a huge amount of a less-volatile optically active amino acid (Asn, Asp, Glu, Ser, Thr). The choice of chirality correlates with the handedness of the enantiopure amino acids—Asn, Asp, Glu, Ser, and Thr. The deracemization, enantioenrichment and enantiodepletion observed in these experiments clearly demonstrate the preferential homochiral interactions and a tendency of natural amino acids to homochiral self-organization. These data may contribute toward an ultimate understanding of the pathways by which prebiological homochirality might have emerged.
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