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
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
9944-9947Subventions
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.