- Access by Xinjiang University
Colloquium: Homochirality: Symmetry breaking in systems driven far from equilibrium
Rev. Mod. Phys. 85, 603 – Published 2 April, 2013
DOI: https://doi.org/10.1103/RevModPhys.85.603
Abstract
Subsequent to the discovery of chirality of organic molecules by Pasteur, living organisms have been found to utilize biomolecules of only one handedness. The origin of this homochirality in life still remains unknown. It is believed that homochirality is attained in two stages: the initial creation of a chirality bias and its subsequent amplification to pure chirality. In the last two decades, two novel experiments have established the second stage in different fields: Soai and co-workers achieved the amplification of enantiomeric excess in the production of chiral organic molecules, and Viedma obtained homochirality in the solution growth of sodium chlorate crystals. These experiments are explained by a theory with a nonlinear evolution equation for the chiral order parameter; nonlinear processes in reactions or in crystal growth induce enantiomeric excess amplification, and the recycling of achiral elements ensures homochirality. Recycling drives the system to a state far from equilibrium with a free energy higher than that of the equilibrium state.
Article Text
References (114)
- Abrahams, S. C., and J. L. Bernstein, 1977, Acta Crystallogr. Sect. B 33, 3601.
- Arago, F., 1811, Mém. de la classe des sciences math. et phys. de l’Inst. 1, 93.
- Arago, F., 1858, OEuvres complètes de François Arago 10, 36.
- Avalos, M., R. Babiano, P. Cintas, H. Jiménez, and J. C. Palacios, 2000, Tetrahedron: Asymmetry 11, 2845.
- Avetisov, V., and V. Goldanskii, 1996, Proc. Natl. Acad. Sci. U.S.A. 93, 11 435.
- Bada, J. L., 1985, Annu. Rev. Earth Planet. Sci. 13, 241.
- Bada, J. L., 1995, Nature (London) 374, 594.
- Bailey, J., A. Chrysostomou, J. H. Hough, T. M. Gledhill, A. McCall, S. Clark, F. Mńard, and M. Tamura, 1998, Science 281, 672.
- Bakasov, A., T. Ha, and M. Quack, 1998, J. Chem. Phys. 109, 7263.
- Balavoine, G., A. Moradopour, and H. Kagan, 1974, J. Am. Chem. Soc. 96, 5152.
- Blackmond, D. G., 2004, Proc. Natl. Acad. Sci. U.S.A. 101, 5732.
- Blackmond, D. G., and O. K. Matar, 2008, J. Phys. Chem. B 112, 5098.
- Blackmond, D. G., C. R. McMillan, S. Ramdeehul, A. Shorm, and J. M. Brown, 2001, J. Am. Chem. Soc. 123, 10 103.
- Bonner, W. A., 1991, Origins Life Evol. Biosphere 21, 59.
- Bonner, W. A., 2000, Chirality 12, 114.
- Bonner, W. A., P. R. Kavasmaneck, F. S. Martin, and J. J. Flores, 1974, Science 186, 143.
- Brandenburg, A., A. C. Andersen, S. Höfner, and M. Nilsson, 2005, Origins Life Evol. Biosphere 35, 225.
- Brandenburg, A., H. J. Lehto, and K. M. Lehto, 2007, Astrobiology 7, 725.
- Buhse, T., 2003, Tetrahedron: Asymmetry 14, 1055.
- Buhse, T., D. Durand, D. Kondepudi, J. Laudadio, and S. Spilker, 2000, Phys. Rev. Lett. 84, 4405.
- Calvin, M., 1969, Chemical Evolution (Oxford University Press, Oxford).
- Cartwright, J. H. E., J. M. Garcia-Ruiz, O. Piro, C. I. Sainz-Diaz, and I. Tuval, 2004, Phys. Rev. Lett. 93, 035502.
- Cartwright, J. H. E., O. Piro, and I. Tuval, 2007, Phys. Rev. Lett. 98, 165501.
- Cronin, J. R., and S. Pizzarello, 1997, Science 275, 951.
- Dana, E. S., 1915, The System of Mineralogy of James Dwight Dana 1837–1868: Descriptive Mineralogy. (Wiley, New York), 6th ed.
- Engel, M. H., and S. A. Macko, 1997, Nature (London) 389, 265.
- Ercolani, G., and L. Schiaffino, 2011, J. Org. Chem. 76, 2619.
- Feringa, B. L., and R. A. van Delden, 1999, Angew. Chem., Int. Ed. 38, 3418.
- Frank, F. C., 1953, Biochim. Biophys. Acta 11, 459.
- Frondel, C., 1978, Am. Mineral. 63, 17.
- Gilbert, W., 1986, Nature (London) 319, 618.
- Girard, C., and H. B. Kagan, 1998, Angew. Chem., Int. Ed. 37, 2922.
- Goldanskii, V. I., and V. V. Kuz’min, 1988, Z. Phys. Chem. (Leipzig) 269, 216.
- Gridnev, I. D., 2006, Chem. Lett. 35, 148.
- Gridnev, I. D., and J. M. Brown, 2004, Proc. Natl. Acad. Sci. U.S.A. 101, 5727.
- Gridnev, I. D., J. M. Serafimov, H. Quiney, and J. M. Brown, 2003, Org. Biomol. Chem. 1, 3811.
- Guerrier-Takada, C., K. G. A. Marsh, N. Pace, and S. Altman, 1983, Cell 35, 849.
- Islas, J. R., D. Lavabre, J.-M. Grevy, R. H. Lamoneda, H. R. Cabrera, J.-C. Micheau, and T. Buhse, 2005, Proc. Natl. Acad. Sci. U.S.A. 102, 13 743.
- Japp, F. R., 1898, Nature (London) 58, 452.
- Joyce, G. F., G. M. Visser, C. A. A. van Boeckel, J. H. van Boom, L. E. Orgel, and J. Westrenen, 1984, Nature (London) 310, 602.
- Kagan, H., G. Balvoine, and A. Moradpour, 1974, J. Mol. Evol. 4, 41.
- Kawasaki, T., Y. Matsumura, T. Tsutsumi, K. Suzuki, M. Ito, and K. Soai, 2009, Science 324, 492.
- Kawasaki, T., M. Sato, S. Ishiguro, T. Saito, Y. Morishita, I. Sato, H. Nishino, Y. Inoue, and K. Soai, 2005, J. Am. Chem. Soc. 127, 3274.
- Kawasaki, T., K. Suzuki, M. Shimizu, K. Ishikawa, and K. Soai, 2006, Chirality 18, 479.
- Lord Kelvin, 1904, Baltimore Lectures on Molecular Dynamics and the Wave Theory of Light (C. J. Clay and Sons, London).
- Kipping, F. S., and W. J. Pope, 1898a, J. Chem. Soc. Trans. 73, 606.
- Kipping, F. S., and W. J. Pope, 1898b, Nature (London) 59, 53.
- Klabunovskii, E. I., and W. Thiemann, 2000, Origins Life Evol. Biosphere 30, 431.
- Kondepudi, D. K., and K. Asakura, 2001, Acc. Chem. Res. 34, 946.
- Kondepudi, D. K., K. L. Bullock, J. A. Digits, J. K. Hall, and J. M. Miller, 1993, J. Am. Chem. Soc. 115, 10 211.
- Kondepudi, D. K., R. J. Kaufman, and N. Singh, 1990, Science 250, 975.
- Kondepudi, D. K., J. Laudadio, and K. Asakura, 1999, J. Am. Chem. Soc. 121, 1448.
- Kondepudi, D. K., and G. W. Nelson, 1983, Phys. Rev. Lett. 50, 1023.
- Kondepudi, D. K., and G. W. Nelson, 1985, Nature (London) 314, 438.
- Kovacs, K. I., I. Keszthelyi, and V. J. Goldanskii, 1981, Origins of Life 11, 93.
- Krammer, H., F. M. Möller, and D. Braun, 2012, Phys. Rev. Lett. 108, 238104.
- Kriausakul, N., and R. M. Mitterer, 1978, Science 201, 1011.
- Kruger, K., P. J. Grabowski, J. Sands, D. E. Gottschling, and T. R. Cech, 1982, Cell 31, 147.
- Kuhn, W., and E. Braun, 1929, Naturwissenschaften 17, 227.
- Kuhn, W., and E. Knopf, 1930, Naturwissenschaften 18, 183.
- Lee, T. D., and C. N. Yang, 1956, Phys. Rev. 104, 254.
- Lente, G., 2004, J. Phys. Chem. A 108, 9475.
- Lente, G., 2005, J. Phys. Chem. A 109, 11 058.
- Lente, G., 2006, J. Phys. Chem. A 110, 12 711.
- Lente, G., 2007, Phys. Chem. Chem. Phys. 9, 6134.
- Martin, B., A. Tharrington, and X. l. Wu, 1996, Phys. Rev. Lett. 77, 2826.
- Mason, S. F., and G. E. Tranter, 1985, Proc. R. Soc. A 397, 45.
- McBride, J. M., and R. L. Carter, 1991, Angew. Chem., Int. Ed. Engl. 30, 293.
- McBride, J. M., and J. C. Tully, 2008, Nature (London) 452, 161.
- Metcalfe, G., and J. M. Ottino, 1994, Phys. Rev. Lett. 72, 2875.
- Milton, R. C., S. C. Milton, and S. B. Kent, 1992, Science 256, 1445.
- Nelson, K. E., M. Levy, and S. L. Miller, 2000, Proc. Natl. Acad. Sci. U.S.A. 97, 3868.
- Nilsson, M., A. Brandenburg, A. C. Andersen, and S. Höfner, 2005, Int. J. Astrobiol. 4, 233.
- Noorduin, W. L., T. Izumi, A. Milemaggi, M. Leeman, H. Meekes, W. J. P. V. Enckevort, R. M. Kellog, B. Kaptein, E. Vleg, and D. G. Blackmond, 2008, J. Am. Chem. Soc. 130, 1158.
- Noorduin, W. L., H. Meeks, A. A. C. Bode, W. J. P. V. Enckvort, B. Kapstein, R. M. Kellog, and E. Vleg, 2008, Cryst. Growth Des. 8, 1675.
- Orgel, L. E., 2004, Crit. Rev. Biochem. Mol. Biol. 39, 99.
- Pasteur, M. L., 1848a, Comptes Rendus 26, 535.
- Pasteur, M. L., 1848b, Ann. Chim. Phys. 24, 442.
- Pasteur, M. L., 1875, Comptes Rendus 81, 128.
- Pearson, K., 1898a, Nature (London) 58, 495.
- Pearson, K., 1898b, Nature (London) 59, 30.
- Plasson, R., 2008, J. Phys. Chem. B 112, 9550.
- Plasson, R., H. Bersini, and A. Commeyras, 2004, Proc. Natl. Acad. Sci. U.S.A. 101, 16 733.
- Plasson, R., and A. Brandenburg, 2010, Origins Life Evol. Biosphere 40, 93.
- Plasson, R., D. K. Kondepudi, H. Bersini, A. Commeyras, and K. Asakura, 2007, Chirality 19, 589.
- Saito, Y., and H. Hyuga, 2004, J. Phys. Soc. Jpn. 73, 33.
- Saito, Y., and H. Hyuga, 2005a, J. Phys. Soc. Jpn. 74, 535.
- Saito, Y., and H. Hyuga, 2005b, J. Phys. Soc. Jpn. 74, 1629.
- Saito, Y., and H. Hyuga, 2008, J. Phys. Soc. Jpn. 77, 113001.
- Saito, Y., and H. Hyuga, 2009, J. Phys. Soc. Jpn. 78, 104001.
- Saito, Y., and H. Hyuga, 2010, J. Phys. Soc. Jpn. 79, 083002.
- Saito, Y., and H. Hyuga, 2011, J. Cryst. Growth 318, 93.
- Saito, Y., T. Sugimori, and H. Hyuga, 2007, J. Phys. Soc. Jpn. 76, 044802.
- Sandars, P. G. H., 2003, Origins Life Evol. Biosphere 33, 575.
- Sato, I., K. Kadowaki, and K. Soai, 2000, Angew. Chem., Int. Ed. 39, 1510.
- Sato, I., D. Omiya, H. Igarashi, K. Kato, Y. Ogi, K. Tsukiyama, and K. Soai, 2003, Tetrahedron: Asymmetry 14, 975.
- Sato, I., D. Omiya, K. Tsukiyama, Y. Ogi, and K. Soai, 2001, Tetrahedron: Asymmetry 12, 1965.
- Sato, I., H. Urabe, S. Ishiguro, K. T. Shibata, and K. Soai, 2003, Angew. Chem., Int. Ed. 42, 315.
- Schoning, K., P. Scholz, S. Guntha, X. Wu, R. Krishunamurthy, and A. Eschenmoser, 2000, Science 290, 1347.
- Siegel, J. S., 1998, Chirality 10, 24.
- Singleton, D. A., and L. K. Vo, 2002, J. Am. Chem. Soc. 124, 10 010.
- Singleton, D. A., and L. K. Vo, 2003, Org. Lett. 5, 4337.
- Soai, K., S. Osanai, K. Kadowaki, S. Yonekubo, T. Shibata, and I. Sato, 1999, J. Am. Chem. Soc. 121, 11 235.
- Soai, K., et al., 2003, Tetrahedron: Asymmetry 14, 185.
- Soai, K., T. Shibata, H. Morioka, and K. Choji, 1995, Nature (London) 378, 767.
- Tsogoeva, S. B., S. Wei, M. Freund, and M. Mauksch, 2009, Angew. Chem., Int. Ed. 48, 590.
- Uwaha, M., 2004, J. Phys. Soc. Jpn. 73, 2601.
- Uwaha, M., 2008, J. Phys. Soc. Jpn. 77, 083802.
- Viedma, C., 2005, Phys. Rev. Lett. 94, 065504.
- Viedma, C., and P. Cintas, 2011, Chem. Commun. (Cambridge) 47, 12 786.
- Viedma, C., J. E. Ortiz, T. de Torres, T. Izumi, and D. G. Blackmond, 2008, J. Am. Chem. Soc. 130, 15 274.
- Wesendrup, R., J. K. Laerdahl, R. N. Compton, and P. Schwerdtfeger, 2003, J. Phys. Chem. A 107, 6668.
- Wu, C. S., E. Ambler, R. W. Hayward, D. D. Hoppes, and R. P. Hudson, 1957, Phys. Rev. 105, 1413.
- Yamagata, Y., 1966, J. Theor. Biol. 11, 495.