Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 58, Issue 29, Pages 9944-9947Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201903400
Keywords
nucleosides; origin of life; organocatalysis; polymers; prebiotic chemistry
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Funding
- Ludwig-Maximilians-University Munich
- Deutsche Forschungsgemeinschaft DFG [INST 86/1807-1 FUGG, SFB 235]
- Max-Planck-Society (Max-Planck-Fellow Research Group Origins of Life)
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It is assumed that RNA played a key role in the origin of life, and the transition to more complex but more stable DNA for continuous information storage and replication requires the development of a ribonucleotide reductase to obtain the deoxyribonucleotides from ribonucleotides. This step, as well as an alternative path from abiotic molecules to DNA- based life is completely unknown. Shown here is the formation of deoxyribonucleosides under relevant prebiotic conditions in water in high regio- and stereoselectivity, from all canonical purine and pyrimidine bases, by condensation with acetaldehyde and sugar- forming precursors. Thus, a continuous path to deoxyribonucleosides, starting from simple, prebiotically available molecules has been discovered. Furthermore, the deoxyapionucleosides ( DApiNA) were identified as a potential DNA progenitor. The results suggest that the DNAworld evolved much earlier than previously assumed.
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