Synthesis of pyrimidines and triazines in ice: Implications for the prebiotic chemistry of nucleobases

César Menor-Salván, Dra Marta Ruiz-Bermejo, Marcelo I. Guzmán, Susana Osuna-Esteban, Sabino Veintemillas-Verdaguer

Research output: Contribution to journalArticlepeer-review

70 Scopus citations

Abstract

Herein, we report the efficient synthesis of RNA bases and func-tionalized s-triazines from 0.1 M urea solutions in water after subjection to freeze-thaw cycles for three weeks. The icy solution was under a reductive, methane-based atmosphere, which was subjected to spark discharges as an energy source for the first 72 h of the experiment. Analysis of the products indicates the synthesis of the s-triazines cyanuric acid, ammeline, ammelide, and melamine, the pyrimidines cytosine, uracil, and 2,4-diaminopyrimidine, and the purine adenine. An experiment performed as a control at room temperature, with the urea solution in the liquid phase and with the same atmosphere and energy source, led to the synthesis of hydantoins and insoluble tholin, but there was no evidence of the synthesis of pyrimidines or triazines. The synthesis of pyrimidines from urea is possible under a methane/nitrogen atmosphere only at low temperature, in the solid phase. The generation of both pyrimidines and triazines in comparable yields from urea, together with a possible role for triazines as alternative nucleobases, opens new perspectives on the prebiotic chemistry of informational polymers.

Original languageEnglish
Pages (from-to)4411-4418
Number of pages8
JournalChemistry - A European Journal
Volume15
Issue number17
DOIs
StatePublished - Apr 20 2009

Keywords

  • Heteroeycles
  • Nucleobases
  • Origin of life
  • Prebiotic chemistry
  • Triazines

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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