Origin of homochirality in biological systems

International Journal of Astrobiology

Volumn 4, Issue 1, 2005, Pages 43-48

  Toxvaerd, S ^a  

^a UNIVERSITY OF COPENHAGEN   (Denmark)

Author keywords

D glyceraldehyde; homochirality; origin of life

Indexed keywords

EID: 33645801484     PISSN: 14735504     EISSN: 14753006     Source Type: Journal    
DOI: 10.1017/S1473550405002326     Document Type: Article

References (36)

1. Amend, J.P. & Shock, E.L. (2001). Energetics of overall metabolic reactions of thermophilic and hyperthermophilic archea and bacteria. FEMS Microbiol. Rev. 25, 175–243.
2. Avalos, M., Babiano Cintas, P., Jimenez, J.L. & Palacios, J.C. (2004). Symmetry break by spontaneous crystallization – is it the most plausible source of terrestrial handedness we have long been looking for? – a reappraisal. Origin Life Evol. Biosphere 34, 391–405.
3. Bada, J.L. (1972). Kinetics of racemization of amino acids as a function of pH. J. Amer. Chem. Soc. 94, 1371–1373.
4. Breslow, R. (1959). On the mechanism of the formose reaction. Thetrahedron Lett. 1, 22–26.
5. Butlerow, A. (1861). Formation synthetique d'une substance sucree. C. R. Acad. Sci. 53, 145–147.
6. Davis, B.K. (1998). The forces driving molecular evolution. Prog. Biophys. Mol. Biol. 69, 83–150.
7. Fedoronko, M. & Königstein, J. (1969). Kinetics of mutual isomerization of trioses and their dehydration to methylglyoxal. Coll. Czech. Chem. Commun. 34, 3881–3894.
8. Fukuchi, S. & Otsuka, J. (1996). Evolution of the self-reproducing system to the biosynthesis of the membrane: an approach from the amino acid sequence similarity in proteins. J. Theor. Biol. 182, 117–136.
9. Gabel, N.W. & Ponnamperuma, C. (1967). Model for origin of mono-saccharides. Nature 216, 453–455.
10. Gresham, W.F. & Grigsby, W.E. (1949). An improved synthesis of DL-glyceraldehyde. J. Org. Chem. 14, 1103–1107.
11. Kock, K.J., Gozzo, F.C., Nanita, S.C., Takats, Z., Eberlin, M.N. & Cooks, R.G. (2002). Chiral transmission between amino acids: chirally selective amino acid substitution in the serine octamer as a possible step in homochirogenesis. Angew. Chem. Int. Ed. 41, 1721–1724.
12. Koga, Y., Kyuragi, T., Nishihara, M. & Sone, N. (1998). Did archaeal and bacterial cells arise independently from noncellular precusors? A hypothesis stating that the advent of membrane phospholipid with enantiomeric glycerophosphate backbones caused the separation of the two lines of descent. J. Mol. Evol. 46, 54–63.
13. Kondepudi, D.K., Kaufman, R.J. & Singh, N. (1990). Chiral symmetry breaking in sodium chlorate crystallization. Science 250, 975–976.
14. Leclercq, M., Collet, A. & Jacques, J. (1976). Mesure de la stabilite des racemiques vrais. Tetrahedron 32, 821–828.
15. Martin, M. & Russell, M.J. (2003). On the origins of cells: a hypothesis for the evolutionary transitions from abiotic geochemistry to chemoautotrophic prokaryotes, and from prokaryotes to nucleared cells. Philos. Trans. R. Soc. London Ser. B 358, 59–85.
16. Morgenlie, S. (1973). Oxidation of carbohydrate derivatives with silver carbonate on celite. Acta Chem. Scand. 27, 1557–1564.
17. Ourisson, G. & Nakatani, Y. (1999). Origins of cellular life: molecular foundations and new approaches. Thetrahedron 55, 3183–3190.
18. Pasteur, M.L. (1850). Recherches sur les propriétés spécifiques des deux acides qui composent l'Acide racemique. Ann. Chim. Phys. 28, 56–99.
19. Peretó, J., López-García, P. & Moreira, D. (2004). Ancestral lipid biosynthesis and early membrane evolution. Trends Biol. Sci. 29, 469–477.
20. Pross, A. (2004). Causation and the origin of life. Metabolism or replication first? Origin Life Evol. Biosphere 34, 307–321.
21. Russell, M.J. & Martin, M. (2004). The rocky roots of the acetyl–COA pathway. Trends Biochem. Sci. 29, 358–369.
22. Schlesinger, G. & Miller, S.L. (1983). Prebiotic synthesis in atmospheres containing CH4, CO, and CO2. J. Mol. Evol. 19, 383–390.
23. Shock, E.L. (1992). Chemical environments of submarine hydrothermal systems. Origin Life Evol. Biosphere 22, 67–107.
24. Takats, Z., Nanita, C. & Cooks, R.G. (2003). Serine octamer reactions: indicators of prebiotic relevance. Angew. Chem. Int. Ed. 42, 3521–3523.
25. Toxvaerd, S. (2000). Molecular dynamics simulations of isomerization kinetics in condensed fluids. Phys. Rev. Lett. 85, 4747–4750.
26. Toxvaerd, S. (2004a). Domain catalyzed chemical reactions: a molecular dynamics simulation of isomerization kinetics. J. Chem. Phys. 120, 6094–6099.
27. Toxvaerd, S. (2004b). Droplet formation in a ternary-fluid mixture: spontaneous emulsion and micelle formation. J. Phys. Chem. 108, 8641–8645.
28. Vik, J.-E. (1974). Base-catalyzed retro condensation reactions of some α-hydroxymethyl carbonyl and nitro compounds. Acta Chem. Scand. B 28, 509–516.
29. Vladimirov, M.G., Ryzhkov, Y.F., Alekseev, V.A., Bogdanovskaya, V.A.O. & Kritsky, M.S. (2004). Electrochemical reduction of carbon dioxide on pyrite as a pathway for abiogenic formation of organic molecules. Origin Life Evol. Biosphere 34, 347–360.
30. Washington, J. (2000). The possible role of volcanic aquifers in prebiologic genesis of organic compounds and RNA. Origin Life Evol. Biosphere 30, 53–79.
31. Weber, A.L. (1987). The triose model: glyceraldehyde as a source of energy and monomers for prebiotic condensation reactions. Origin Life 17, 107–119.
32. Weber, A.L. (1991). Origin of fatty acid synthesis: thermodynamics and kinetics of reaction pathways. J. Mol. Evol. 32, 93–100.
33. Weber, A.L. (1992). Prebiotic sugar synthesis: hexose and hydroxy acid synthesis from glyceraldehyde catalyzed by iron(iii) hydroxide oxide. J. Mol. Evol. 35, 1–6.
34. Weber, A.L. (1997). Prebiotic amino acid thioester synthesis: thiol-dependent amino acid synthesis from formose substrate (formaldehyde and glycolaldehyde) and ammonia. Origin Life Evol. Biosphere 28, 259–270.
35. Weber, A.L. (2001). The sugar model: catalysis by amines and amino acid products. Origin Life Evol. Biosphere 31, 71–86.
36. Weber, A.L. (2002). Chemical constraints governing the origin of metabolism: the thermodynamic landscape of carbon group transformation under mild aqueous conditions. Origin Life Evol. Biosphere 32, 333–357.