Direct Prebiotic Pathway to DNA Nucleosides.

nucleosides organocatalysis origin of life polymers prebiotic chemistry

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
15 07 2019
Historique:
received: 19 03 2019
revised: 23 05 2019
pubmed: 28 5 2019
medline: 13 8 2020
entrez: 28 5 2019
Statut: ppublish

Résumé

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 DNA world evolved much earlier than previously assumed.

Identifiants

pubmed: 31131499
doi: 10.1002/anie.201903400
doi:

Substances chimiques

Nucleosides 0
DNA 9007-49-2

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

9944-9947

Subventions

Organisme : Deutsche Forschungsgemeinschaft
ID : INST 86/1807-1 FUGG
Pays : International
Organisme : Deutsche Forschungsgemeinschaft
ID : SFB 235
Pays : International
Organisme : Deutsche Forschungsgemeinschaft
ID : Cluster of Excellence ORIGINS
Pays : International
Organisme : Max-Planck-Gesellschaft
ID : Max-Planck-Fellow Research Group Origins of Life
Pays : International

Informations de copyright

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Auteurs

Jennifer S Teichert (JS)

Department of Chemistry, Ludwig-Maximilians-University Munich, Butenandtstr. 5-13, 81377, Munich, Germany.
Max-Planck-Institute for Astronomy, Königstuhl 17, 69117, Heidelberg, Germany.

Florian M Kruse (FM)

Department of Chemistry, Ludwig-Maximilians-University Munich, Butenandtstr. 5-13, 81377, Munich, Germany.

Oliver Trapp (O)

Department of Chemistry, Ludwig-Maximilians-University Munich, Butenandtstr. 5-13, 81377, Munich, Germany.
Max-Planck-Institute for Astronomy, Königstuhl 17, 69117, Heidelberg, Germany.

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Classifications MeSH