Proto-Urea-RNA (Wöhler RNA) Containing Unusually Stable Urea Nucleosides.
base pairing
origin of life
prebiotic chemistry
proto-RNA
urea
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:
16 12 2019
16 12 2019
Historique:
received:
16
09
2019
pubmed:
2
10
2019
medline:
25
9
2020
entrez:
2
10
2019
Statut:
ppublish
Résumé
The RNA world hypothesis assumes that life on Earth began with nucleotides that formed information-carrying RNA oligomers able to self-replicate. Prebiotic reactions leading to the contemporary nucleosides are now known, but their execution often requires specific starting materials and lengthy reaction sequences. It was therefore proposed that the RNA world was likely proceeded by a proto-RNA world constructed from molecules that were likely present on the early Earth in greater abundance. Herein, we show that the prebiotic starting molecules bis-urea (biuret) and tris-urea (triuret) are able to directly react with ribose. The urea-ribosides are remarkably stable because they are held together by a network of intramolecular, bifurcated hydrogen bonds. This even allowed the synthesis of phosphoramidite building blocks and incorporation of the units into RNA. Investigations of the nucleotides' base-pairing potential showed that triuret:G RNA base pairs closely resemble U:G wobble base pairs. Based on the probable abundance of urea on the early Earth, we postulate that urea-containing RNA bases are good candidates for a proto-RNA world.
Identifiants
pubmed: 31573740
doi: 10.1002/anie.201911746
pmc: PMC6916321
doi:
Substances chimiques
Nucleosides
0
RNA
63231-63-0
Urea
8W8T17847W
Types de publication
Journal Article
Research Support, Non-U.S. Gov't
Review
Langues
eng
Sous-ensembles de citation
IM
Pagination
18691-18696Subventions
Organisme : Deutsche Forschungsgemeinschaft
ID : SFB1309
Pays : International
Organisme : Deutsche Forschungsgemeinschaft
ID : SPP1784
Pays : International
Organisme : Deutsche Forschungsgemeinschaft
ID : CA273/11-1
Pays : International
Organisme : European Research Council
ID : 741912
Pays : International
Organisme : H2020 Marie Skłodowska-Curie Actions
ID : 765866
Pays : International
Organisme : H2020 Marie Skłodowska-Curie Actions
ID : 752420
Pays : International
Informations de copyright
© 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
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