ArticleJournal of the American Chemical Society2021
Prebiotic Photochemical Coproduction of Purine Ribo- and Deoxyribonucleosides.
Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- On-Demand Photoprotection by UV-Transparent Small Molecules via Aggregation-Induced Absorption: The Origin and Modern Application.ACS central science · 2026Article
- Influence of Phosphate Activation Chemistry on the Selection of the Primordial Genetic Alphabet.Journal of the American Chemical Society · 2026Article
- Impact of 2'-deoxyribo-purine substrates on nonenzymatic RNA template-directed primer extension.Nucleic acids research · 2025Article
- Differential stability and dynamics of DNA-based and RNA-based coacervates affect non-enzymatic RNA chemistry.Nature communications · 2025Article
- Prebiotic synthesis of dihydrouridine by photoreduction of uridine in formamide.Chemical communications (Cambridge, England) · 2024Article
- Photoinduced charge separation and DNA self-repair depend on sequence directionality and stacking pattern.Chemical science · 2024Article
- Mapping the tRNA modification landscape ofFrontiers in microbiology · 2024Article
- The RNA-DNA world and the emergence of DNA-encoded heritable traits.RNA biology · 2024Article
- The protometabolic nature of prebiotic chemistry.Chemical Society reviews · 2023Review
- Towards a prebiotic chemoton - nucleotide precursor synthesis driven by the autocatalytic formose reaction.Chemical science · 2023Article
- Origin of biological homochirality by crystallization of an RNA precursor on a magnetic surface.Science advances · 2023Article
- Primitive Oligomeric RNAs at the Origins of Life on Earth.International journal of molecular sciences · 2023Article
- Azoles as Auxiliaries and Intermediates in Prebiotic Nucleoside Synthesis.Journal of the American Chemical Society · 2022Article
- Methyl Metabolism and the Clock: An Ancient Story With New Perspectives.Journal of biological rhythms · 2022Article
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Authors and funding
5 authors.
Funding
Abstract
The hypothesis that life on Earth may have started with a heterogeneous nucleic acid genetic system including both RNA and DNA has attracted broad interest. The recent finding that two RNA subunits (cytidine, C, and uridine, U) and two DNA subunits (deoxyadenosine, dA, and deoxyinosine, dI) can be coproduced in the same reaction network, compatible with a consistent geological scenario, supports this theory. However, a prebiotically plausible synthesis of the missing units (purine ribonucleosides and pyrimidine deoxyribonucleosides) in a unified reaction network remains elusive. Herein, we disclose a strictly stereoselective and furanosyl-selective synthesis of purine ribonucleosides (adenosine, A, and inosine, I) and purine deoxynucleosides (dA and dI), alongside one another, via a key photochemical reaction of thioanhydroadenosine with sulfite in alkaline solution (pH 8-10). Mechanistic studies suggest an unexpected recombination of sulfite and nucleoside alkyl radicals underpins the formation of the ribo C2'-O bond. The coproduction of A, I, dA, and dI from a common intermediate, and under conditions likely to have prevailed in at least some primordial locales, is suggestive of the potential coexistence of RNA and DNA building blocks at the dawn of life.
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