Entrapped energy in chiral solutions: quantification and information capacity

J Phys Chem B. 2007 Sep 20;111(37):11004-8. doi: 10.1021/jp072395f. Epub 2007 Aug 24.

Abstract

A homogeneous solution of a chiral substance stores a residual chemical potential, related to its overall anisotropy. Therefore, by mixing solutions of opposite enantiomers, heat release may take place, corresponding to the mutual anisotropy annulment. In the following study we present proofs for this fundamental, yet unexplored, prediction by measuring the heat released upon mixing of aqueous solutions of D-proline with L-proline, as well as D-alanine with L-alanine, using isothermal titration calorimetry. Heat release in the range of 0.6-6 cal/mol was detected in these intermolecular racemizations at 30 degrees C. Its magnitude varied linearly with the apparent optical rotation, which complied with the possibility that the hydration envelope coating the chiral molecule is of a long-range condensed and asymmetrical configuration that can expand by integration with adjacent hydration envelopes. The ordered water in such hydration layers constitutes regions of "negative entropy", a basic medium for information storage. On the basis of our findings, a fundamental expression which combines entropy, information capacity, and thermal energy is proposed.

MeSH terms

  • Alanine / chemistry*
  • Hot Temperature*
  • Proline / chemistry*
  • Solutions
  • Stereoisomerism

Substances

  • Solutions
  • Proline
  • Alanine