Abstract
Molecular asymmetry is examined in present life, and in prebiotic systems. The origin of chirality has been ascribed to a chance choice of the initial enantiomer or to a universal disymmetric force. The weak neutral current of the electro weak interaction provides a constant and uniform chiral agency which favors both L-amino acids and D-sugars. Amplification of a small excess in one enantiomer can be achieved in open systems far from equilibrium, by crystallization or via ordered structures of biopolymers. A tentative coherent approach to the problem of chirality in the course of evolution is presented in the form of an integrated model which includes all of the main homochiral biomolecular families (amino acids, sugars, lipids).
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References
Arnett, E.M. and Thompson, O. (1981) ‘Chiral aggrega tion phenomena-2. Evidence for partial “two-dimensional resolutions” in a chiral monolayer’, J. Amer. Chem. Soc. 103, 968–970.
Arnett, E.M. and Gold, J.M. (1982) ‘Chiral aggregation phenomena-4. Search for stereospecific interactions between highly purified enantiomeric and racemic dipalmitoyl phosphatidylcholines and other chiral surfactants in monolayers, vesicles and gels’, J. Amer. Chem. Soc. 104, 636–639.
Avetisov, V.A., Kuz’min, V.V. and Anikin, S.A. (1987) ‘Sensitivity of chemical chiral systems to weak asymmetric factors’, Chem. Phys. 112, 179–187.
Bada, J.L. and Miller, S.L. (1987) ‘Racemization and the origin of optically active organic compounds in living organisms’, Biosystems 20, 21–26.
Bonner, W.A., Blair, N.E. and Dirbas, F.M. (1981) ‘Experiments on the abiotic amplification of optical activity’, Origins of Life 11, 119–134.
Bonner, W.A. and Rubenstein, E. (1987) ‘Supernovae, neutron stars and biomolecular chirality’, BioSystems 20, 99–111.
Bonner, W.A. (1991) ‘The origin and amplification of biomolecular chirality’ Origins of Life 21, p 59–111.
Brack, A. and Spach, G. (1971) ‘New example of helical polymerization’, Nature 229, 124–125.
Brack, A. and Orgel, L.E. (1975) ‘ß-structures of al ternating polypeptides and their possible prebiotic significance’, Nature 256, 383–387.
Brack, A. and Spach, G. (1979) ‘ß-sptructures of polypeptides with L-and D-residues Part I. Synthesis and conformational studies’, J. Mol. Evol. 13, 35–46.
Brack, A. and Spach, G. (1980) ‘ß-structures of polypeptides with L-and D-residues Part III. Experimental evidences for enrichment in enantiomer’, J. Mol. Evol. 15, 231–238.
Briggs, R., Ertem, G., Ferris, J.P., Greenberg, J.M., McCain, P.J., Mendoza-Gomez, C.X. and Schutte, W., 1992 ‘Comet Halley as an aggregate of interstellar dust and further evidence for the photochemical formation of organics in the interstellar medium’ Origins of Life 22, p 287–307.
Dougherty, R.C. (1981) ‘Chemical geometrodynamics : physical fields can cause asymmetric synthesis’, Origins of Life 11, 71–84.
Engel, M.H., Macko, S.A. and Silfer, J.A. (1990) ‘Carbon isotope composition of individual amino acids in the Murchison meteorite’, Nature 348, 47–49.
Frank, F.C. (1953) ‘On spontaneous asymmetric synthesis’, Biochim. Biophys. Acta 11, 459–463.
Greenberg, J.M., Kouchi, A., Niessen, W., Van Paradys, J. and de Groot, M.S. (1993) ‘Interstellar dust, chirality, comets and the origins of life : life from dead stars’, in preparation.
Havinga, E. (1954) ‘Spontaneous formation of optically active substances’, Biochem. Biophys. Acta 13, 171–174.
Joyce G.F., Visser, G.M., Van Boeckel, C.A.A., Van Boom, J.H., Orgel, L.E. and Van Westrenen, J. (1984) ‘Chiral selection in poly(C)-directed synthesis of oligo(G)’, Nature 310, 602–604.
Joyce, G.F., Schwartz, A.W., Miller, S.L. and Orgel, L.E. (1987) ‘The case for an ancestral genetic system involving simple analogues of the nucleotides’, Proc. Natl. Acad. Sci. USA 84, 4398–4402.
Kondepudi, D.K. and Nelson, G.W. (1985) ‘Weak nentral currents and the origin of biomolecular chirality’, Nature 314, 438–441.
Kondepudi, D.K., Kaufman, R.J. and Singh, N. (1990) ‘Chiral symmetry breaking in sodium chlorate crystallization’, Science 250, 975–976.
Leggett, A. (1990) in “The new physics”, Davies P. (ed.), Cambridge Univ. Press, New-York, p. 276.
Lundberg, R.D. and Doty, P. (1957) ‘A study of the kinetics of the primary amine-initiated polymeriza tion of N-carboxyanhydrides with special reference to configurational and stereochemical effects’, J. Amer. Chem. Soc. 79,3961–3972.
Mac Dermott, A.J. and Tranter, G.E. (1989) ‘Electroweak bioenantioselection’ Groatica Chem. Acta 62 (2A), 165–187.
Mason, S.F. and Tranter, G.F. (1985) ‘The electroweak origin of biomolecular handedness’ Proc. R. Soc. Lond. A 397, 45–65.
Morozov, L. (1979) ‘Mirror symmetry breaking in biochemical evolution’, Origins of Life 9, 187–217.
Oberbeck, V.R. and Fogleman, G. (1989) ‘Estimates of the maximum time required to originate Life’, Origins of Life 19, 549–560.
Pincock, R.E., Perkins, R.R., Ma, A.S. and Wilson, K.R. (1971) ‘Probability distribution of enantiomorphous forms in spontaneous generation of optically active substances’, Science 174, 1018–1020.
Salam, A. (1991) ‘The role of chirality in the origin of life’, J. Mol. Evol. 33, 105–113.
Spach, G. and Brack, A. (1983) ‘Reflections on molecular asymmetry and appearance of life’, in C. Hélène (ed.), “Structure, dynamics, interactions and evolution of biological macromolecules”, D. Reidel Pub. Cy, pp. 383–394.
Spach, G. (1984) ‘Chiral versus chemical evolutions and the appearance of life’, Origins of Life 14, 433–437.
Spach, G. and Brack, A. (1988) ‘Chemical production of optically pure systems’, in G. Marx (ed.), Bioastronomy. The next steps, Kluwer Acad. Pub., pp. 223–231.
Tracey, A.S. and Diehl, P. (1975) ‘The interaction of D-and L-alanine with an optically active model membrane system’ FEBS Letters 59, 131–132.
Wald, G. (1957) ‘The origin of optical activity’, Ann. N.Y. Acad. Sci. 69, 352–368.
Weissbuch, I., Addadi, L., Berkovitch-Yellin, Z., Gati, E., Lahav, M. and Leiserowitz, L. (1984) ‘Spontaneous generation and amplifiction of optical activity in α-amino acids by enantioselective occlusion into centrosymmetric crystals of glycine’, Nature 310, 161–164.
Review articles
Avetisov, V.A., Goldanskii, V.I. and Kuz‘min, V.V. (1991) ’Handedness, origin of life and evolution’, Physics today, July, 33–41.
Bonner, W.A. (1991) ‘The origin and amplification of biomolecular chirality’, Origins of Life 21, 59–111.
Hegstrom, R.A. and Kondepudi, D.K. (1990) ‘The hande dness of the Universe’ Scientific American, January, 108–115.
Mason, S.F. (1984) ‘Origins of biomolecular handedness’, Nature 311, 19–23.
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Brack, A. (1993). Chirality and the Origins of Life. In: Greenberg, J.M., Mendoza-Gómez, C.X., Pirronello, V. (eds) The Chemistry of Life’s Origins. NATO ASI Series, vol 416. Springer, Dordrecht. https://doi.org/10.1007/978-94-011-1936-8_13
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DOI: https://doi.org/10.1007/978-94-011-1936-8_13
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