Origins of Life and Evolution of Biospheres

, Volume 37, Issue 2, pp 105–111 | Cite as

The Sugar Model: Autocatalytic Activity of the Triose–Ammonia Reaction

Article

Abstract

Reaction of triose sugars with ammonia under anaerobic conditions yielded autocatalytic products. The autocatalytic behavior of the products was examined by measuring the effect of the crude triose–ammonia reaction product on the kinetics of a second identical triose–ammonia reaction. The reaction product showed autocatalytic activity by increasing both the rate of disappearance of triose and the rate of formation of pyruvaldehyde, the product of triose dehydration. This synthetic process is considered a reasonable model of origin-of-life chemistry because it uses plausible prebiotic substrates, and resembles modern biosynthesis by employing the energized carbon groups of sugars to drive the synthesis of autocatalytic molecules.

Keywords

sugar chemistry triose sugar–ammonia reaction catalysis autocatalysis Maillard reaction prebiotic chemistry origin of life 

References

  1. Aurian-Blajeni B, Halmann M, Manassen J (1980) Photoreduction of carbon dioxide and water into formaldehyde and methanol on semiconductor materials. Sol Energy 25:165–175CrossRefGoogle Scholar
  2. Bacher C, Tyndall GS, Orlando JJ (2001) The atmospheric chemistry of glycolaldehyde. J Atmos Chem 39:171–189CrossRefGoogle Scholar
  3. Bar-Nun A, Hartman H (1978) Synthesis of organic compounds from carbon monoxide by UV photolysis. Orig Life 9:93–101PubMedCrossRefGoogle Scholar
  4. Cammerer B, Jalyschko W, Kroh LW (2002) Intact carbohydrate structures as part of the melanoidin skeleton. J Agric Food Chem 50:2083–2087PubMedCrossRefGoogle Scholar
  5. Canuto VM, Levine TR, Augustsson CL, Imhoff CL, Giampapa MS (1983) The young sun and the atmosphere and photochemistry of the early earth. Nature 305:281–286CrossRefGoogle Scholar
  6. Chang S (1993) Prebiotic synthesis in planetary environments. In: Greenberg JM, Mendoza-Gomez CX, Pirronello V (eds) The chemistry of life’s origins (NATO ASI Series C). Kluwer, Dordrecht The Netherlands, pp 259–299Google Scholar
  7. Chittenden GJF, Schwartz AW (1981) Prebiotic photocatalytic reactions. BioSystems 14:15–32PubMedCrossRefGoogle Scholar
  8. Ellis GP (1959) The Maillard reaction. In: Wolfrom ML, Tipson RS (eds) Advances in carbohydrate chemistry. Academic, New York, pp 63–134Google Scholar
  9. Ferris JP, Chen CT (1975) Chemical evolution. XXVI. Photochemistry of methane, nitrogen, and water mixtures as a model for the atmosphere of the primitive earth. J Am Chem Soc 97:2962–2967PubMedCrossRefGoogle Scholar
  10. Gardner WS, St. John PA (1991) High-Performance liquid chromatographic method to determine ammonium ion and primary amines in sea water. Anal Chem 63:537–540CrossRefGoogle Scholar
  11. Gerrard JA (2002) New aspects of an AGEing chemistry. Aust J Chem 55:299–310CrossRefGoogle Scholar
  12. Gottschalk G (1986). Bacterial metabolism. Springer, Berlin Heidelberg New York, pp 162–169Google Scholar
  13. Grimmett MR (1965) Formation of heterocyclic compounds from carbohydrates and ammonia. Rev Pure Appl Chem 15:101–108Google Scholar
  14. Gutsche CD, Redmore D, Buriks RS, Nowotny K, Grassner H, Armbruster CW (1967) Base-catalyzed triose condensations. J Am Chem Soc 89:1235–1245PubMedCrossRefGoogle Scholar
  15. Halmann M, Aurian-Blajeni B, Bloch S (1981) Photoassisted carbon dioxide reduction and formation of two- and three-carbon compounds. In: Wolman Y (ed) Origin of life. Reidel, New York, pp 143–150Google Scholar
  16. Hubbard JS, Hardy JP, Horowitz NH (1971) Photocatalytic production of organic compounds from CO and H2O in a simulated martian atmosphere. Proc Natl Acad Sci USA 68:574–578PubMedCrossRefGoogle Scholar
  17. Kasting JF, Pollack JB (1984) Effects of high CO2 levels on surface temperature and atmospheric oxidation state of the early earth. J Atmos Chem 1:403–428PubMedCrossRefGoogle Scholar
  18. Konigstein J, Fedoronko M (1973) Study of reaction kinetics of methylglyoxal in alkaline medium. Collection Czechoslov. Chem Commun 38:3801–3810Google Scholar
  19. Kort MJ (1970) Reactions of free sugars with aqueous ammonia. In: Tipson RS, Horton D (eds) Advances in carbohydrate chemistry and biochemistry. Academic, New York, pp 311–349Google Scholar
  20. Ledl F, Schleicher E (1990) New aspects of the Maillard reaction in foods and in the human body. Angew Chem Int Ed Engl 29:565–706CrossRefGoogle Scholar
  21. Martins SIFS, Van Boekel MAJS (2005) A kinetic model for the glucose/glycine Maillard reaction pathways. Food Chem 90:257–269CrossRefGoogle Scholar
  22. Miller SL (1957) The formation of organic compounds on the primitive earth. Ann NY Acad Sci 69:260–275PubMedCrossRefGoogle Scholar
  23. Miller SL, Schlesinger G (1984) Carbon and energy yields in prebiotic syntheses using atmospheres containing CH4, CO and CO2. Orig Life 14:83–90PubMedCrossRefGoogle Scholar
  24. Mizuno T, Weiss AH (1974) Synthesis and utilization of formose sugars. In: Tipson RS, Horton D (eds) Advances in carbohydrate chemistry and biochemistry. Academic, New York, pp 173–215Google Scholar
  25. Pinto JP, Gladstone GR, Yung YL (1980) Photochemical production of formaldehyde in earth’s primitive atmosphere. Science 210:183–185CrossRefGoogle Scholar
  26. Rizzi GP (2004) Role of phosphate and carboxylate in Maillard browning. J Agric Food Chem 52:953–957PubMedCrossRefGoogle Scholar
  27. Schwartz AW, de Graaf RM (1993) The prebiotic synthesis of carbohydrates: a reassessment. J Mol Evol 35:101–106CrossRefGoogle Scholar
  28. Steinberg S, Kaplan IR (1984) The determination of low molecular weight aldehydes in rain, fog and mist by reversed phase liquid chromatography of the 2, 4-dinitrophenylhydrazone derivatives. Int J Environ Anal Chem 18:253–266Google Scholar
  29. Summers DP (2005) Ammonia formation by the reduction of nitrate/nitrite by FeS: ammonia formation under acidic conditions. Orig Life Evol Biosph 35:299–312PubMedCrossRefGoogle Scholar
  30. Summers D, Chang S (1993) Prebiotic ammonia from reduction of nitrite by iron (II) on the early earth. Nature 365:630–633PubMedCrossRefGoogle Scholar
  31. Weber AL (1984) Prebiotic formation of ‘energy-rich’ thioesters from glyceraldehyde and N-acetylcysteine. Orig Life 15:17–27CrossRefGoogle Scholar
  32. Weber AL (1985) Alanine synthesis from glyceraldehyde and ammonium ion in aqueous solution. J Mol Evol 21:351–355PubMedCrossRefGoogle Scholar
  33. Weber AL (1997) Energy from redox disproportionation of sugar carbon drives biotic and abiotic synthesis. J Mol Evol 44:354–360PubMedCrossRefGoogle Scholar
  34. Weber AL (1998) Prebiotic amino acid thioester synthesis: thiol-dependent amino acid synthesis from formose substrates (formaldehyde and glycolaldehyde) and ammonia. Orig Life Evol Biosph 28:259–270PubMedCrossRefGoogle Scholar
  35. Weber AL (2000) Sugars as the optimal biosynthetic carbon substrate of aqueous life throughout the universe. Orig Life Evol Biosph 30:33–43PubMedCrossRefGoogle Scholar
  36. Weber AL (2001) The sugar model: catalysis by amines and amino acid products. Orig Life Evol Biosph 31:71–86PubMedCrossRefGoogle Scholar
  37. Weber AL (2002) Chemical constraints governing the origin of metabolism: the thermodynamic landscape of carbon group transformations under mild aqueous conditions. Orig Life Evol Biosph 32:333–357PubMedCrossRefGoogle Scholar
  38. Weber AL (2004) Kinetics of organic transformations under mild aqueous conditions: implications for the origin of life and its metabolism. Orig Life Evol Biosph 34:473–495PubMedCrossRefGoogle Scholar
  39. Weber AL (2005) Growth of organic microspherules in sugar-ammonia reactions. Orig Life Evol Biosph 35:523–536PubMedCrossRefGoogle Scholar
  40. Zubay G (1983) Biochemistry. Addison-Wesley, London, pp 487–498, 698–713, 825–872Google Scholar

Copyright information

© Springer Science+Business Media, B.V. 2007

Authors and Affiliations

  1. 1.SETI InstituteNASA Ames Research CenterMoffett FieldUSA

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