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Journal of Molecular Evolution

, Volume 25, Issue 1, pp 1–6 | Cite as

Synthesis of phosphatidylethanolamine under possible primitive earth conditions

  • M. Rao
  • J. Eichberg
  • J. Oró
Article

Summary

The synthesis of phosphatidylethanolamine was accomplished when a mixture of phosphatidic acid, ethanolamine, and cyanamide at pH 7.3 was taken to dryness and heated at temperatures ranging from 25 to 60°C for 6 h. Chromatographic, enzymatic, and chemical techniques were used to identify and confirm that phosphatidylethanolamine had been formed. This work indicates that the synthesis of this compound can occur starting with precursors and conditions that are presumed to have existed on the primitive Earth.

Key words

Chemical evolution Prebiotic synthesis Phosphatidylethanolamine Cyanamide Phospholipids Protomembranes 

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References

  1. Arvidson GAE (1968) Structural and metabolic heterogeneity of rat liver glycerophosphatides. Eur J Biochem 4:478–486CrossRefPubMedGoogle Scholar
  2. Deamer DW (1985) Boundary structures are formed by organic components of the Murchison carbonaceous chondrite. Nature 317:792–793CrossRefGoogle Scholar
  3. Deamer DW, Barchfeld GL (1982) Encapsulation of macromolecules by lipid vesicles under simulated prebiotic conditions. J Mol Evol 18:203–206CrossRefPubMedGoogle Scholar
  4. Deamer DW, Oró J (1980) Role of lipids in prebiotic structures. BioSystems 12:167–175CrossRefPubMedGoogle Scholar
  5. Eibl H (1980) Synthesis of glycerophospholipids. Chem Phys Lipids 26:405–429CrossRefPubMedGoogle Scholar
  6. Eichberg J, Sherwood E, Epps DE, Oró J (1977) Cyanamide mediated synthesis under plausible primitive earth conditions. IV. The synthesis of acylglycerols. J Mol Evol 10:221–230CrossRefPubMedGoogle Scholar
  7. Epps DE, Sherwood E, Eichberg J, Oró J (1978) Cyanamide mediated synthesis under plausible primitive earth conditions. V. The synthesis of phosphatidic acids. J Mol Evol 11: 279–292CrossRefPubMedGoogle Scholar
  8. Epps DE, Nooner DW, Eichberg J, Sherwood E, Oró J (1979) Cyanamide mediated synthesis under plausible primitive earth conditions. VI. The synthesis of glycerol and glycerophosphates. J Mol Evol 14:235–241CrossRefPubMedGoogle Scholar
  9. Hargreaves WR, Deamer DW (1978) Origin and early evolution of bilayer membranes. In: Deamer DW (ed) Light transducing membranes. Academic Press, New York, pp 23–60Google Scholar
  10. Hargreaves WR, Mulvihill SJ, Deamer DW (1977) Synthesis of phospholipids and membranes in prebiotic conditions. Nature 266:355–357CrossRefPubMedGoogle Scholar
  11. Hauser G, Eichberg J (1975) Identification of cytidine diphosphodiglyceride in the pineal gland of the rat and its accumulation in the presence of DL-propanolol. J Biol Chem 250:105–112PubMedGoogle Scholar
  12. Leach WW, Nooner DW, Oró J (1978) Abiotic synthesis of fatty acids. In: Noda H (ed) Origins of life. Proceedings of the 2ISSOL and 5ICOL Meeting Center for Academic Publications, Japan Scientific Societies Press, Tokyo, pp 113–122Google Scholar
  13. Lohrmann R (1972) Formation of urea and guanidine by irradiation of ammonium cyanide. J Mol Evol 1:263–269CrossRefPubMedGoogle Scholar
  14. Miller SL (1955) Production of some organic compounds under possible primitive earth conditions. J Am Chem Soc 77:2351–2361CrossRefGoogle Scholar
  15. Nooner DW, Oró J (1979) Synthesis of fatty acids by closed system Fischer-Tropsch processes. In: Hydrocarbon synthesis from carbon monoxide and hydrogen. American Chemical Society, Washington DC (Advances in chemistry series, no 178), pp 159–171Google Scholar
  16. Oró J, Lazcano A (1984) A minimal living system and the origin of a protocell. Adv Space Res 4:167–176CrossRefPubMedGoogle Scholar
  17. Oró J, Kimball AP, Fritz R, Master R (1959) Amino acid synthesis from formaldehyde and hydroxylamine. Arch Biochem Biophys 84:115–130CrossRefGoogle Scholar
  18. Oró J, Sherwood E, Eichberg J, Epps DE (1978) Formation of the phospholipids under primitive earth conditions and the role of membranes in prebiological evolution. In: Deamer DW (ed) Light transducing membranes. Academic Press, New York, pp 1–19Google Scholar
  19. Rao M, Eichberg J, Oró J (1982) Synthesis of phosphatidylcholine under possible primitive earth conditions. J Mol Evol 18:196–202CrossRefPubMedGoogle Scholar
  20. Sherwood E, Nooner DW, Eichberg J, Epps DE, Oró J (1978) Prebiotic condensation reactions using cyanamide. In: Noda H (ed) Origins of life. Proceedings of the 2ISSOL and 5ICOL Meeting, Center for Academic Publications, Japan Scientific Societies Press, Tokyo, pp 105–110Google Scholar
  21. Turner BE, Kislyakov AG, Liszt HS, Kaifu N (1976) Microwave detection of interstellar cyanamide. Astrophysical J 201: L149-L152CrossRefGoogle Scholar
  22. Vallentyne JR (1964) Biogeochemistry of organic matter II. Thermal reaction kinetics and transformation products of amino compounds. Geochim Cosmochim Acta 28:157–188CrossRefGoogle Scholar
  23. Weber AL, Miller SL (1981) Reasons for the occurrence of the twenty coded protein amino acids. J Mol Evol 17:273–284CrossRefPubMedGoogle Scholar

Copyright information

© Springer-Verlag New York Inc. 1987

Authors and Affiliations

  • M. Rao
    • 1
  • J. Eichberg
    • 1
  • J. Oró
    • 1
  1. 1.Department of Biochemical and Biophysical SciencesUniversity of Houston-University ParkHoustonUSA

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