Thermodynamic control of asymmetric amplification in amino acid catalysis

Martin Klussmann, Hiroshi Iwamura, Suju P. Mathew, David H. Wells, Urvish Pandya, Alan Armstrong and Donna G. Blackmond ()
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Martin Klussmann: Department of Chemistry
Hiroshi Iwamura: Department of Chemistry
Suju P. Mathew: Department of Chemistry
David H. Wells: Department of Chemistry
Urvish Pandya: Department of Chemistry
Alan Armstrong: Department of Chemistry
Donna G. Blackmond: Department of Chemistry

Nature, 2006, vol. 441, issue 7093, 621-623

Abstract: Chemistry mirrors life Chirality, the molecular version of right- and left-handedness, has intrigued chemists ever since Pasteur found mirror-image tartaric acid crystals. The synthesis of molecules in a single chiral form is usually achieved by using a chiral entity from the outset. But in some reactions the formation of a chiral product seems to be further amplified. Most current explanations implicate autocatalysis as the source of this asymmetry. An alternative mechanism is demonstrated this week. This new approach generates a strong bias towards one chiral form from a small initial imbalance, based on the equilibrium solid–liquid phase behaviour of amino acids. As this takes place in aqueous solution, the process might explain how a prebiotic world, with left- and right-handed molecules present in equal numbers, could turn into a living world where biomolecules favour one chiral form.

Date: 2006
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DOI: 10.1038/nature04780

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