The DOI matches its Crossref record; 18 of the 18 references it cites were found in a registry or an index.
Hydroxyapatite: catalyst for a one-pot pentose formation
Abstract
One of the possible synthetic routes to pentoses is the formose reaction pathway from C1 and C2 carbon sources, but preferential ribose generation in a one-pot reaction without any control of conditions has not been reported. We have tested a one-pot pentose formation and analyzed the products and mechanism in the reaction, using 1 H-NMR and mass spectrometry. Hydroxyapatite (HAp), which consists of phosphate and calcium ions, worked continuously for cross-aldol reactions and Lobry de Bruyn-van Ekenstein transformations to yield ribose from formaldehyde and glycolaldehyde. The continuous reaction proceeds in one pot in hot water only in the presence of a HAp catalyst, without any fine pH control or any complicated condition control at each reaction step. Ribose production by HAp may be a reason why a pentose backbone was incorporated into nucleic acids in the prebiotic world.
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“On the contrary, hydroxyapatite enhances the cross-aldol Lobry de Bruyn-Alberda-van Eckstein reaction using the effective positioning of calcium ions on the surface of the minerals (Furukawa et al., 2015; Larralde et al., 1995; Usami and Okamoto, 2017) thus tetrose-2-4-diphosphate and hexose-2-4-6-triposphate are converted in ribose 5-phosphate.”
From The Origin and Early Evolution of Life: Homochirality Emergence in Prebiotic Environments (2023) · cites this paper as Usami and Okamoto, 2017
Citations
Cites
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Unified Prebiotically Plausible Synthesis of Pyrimidine and Purine RNA Ribonucleotides
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An evaporite sequence from ancient brine recorded in Bennu samples
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Metadata
- Authors
- Usami, K., & Okamoto, A.
- Affiliations
- The University of Tokyo (JP)
- Research Center for Advanced Science and Technology, The University of Tokyo (JP)
- Corresponding author
- Okamoto, A.
- ORCID
- Okamoto, A.
- Venue
- Organic & Biomolecular Chemistry
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2017
- Volume
- 15
- Issue
- 42
- Pages
- 8888-8893
- ISSN
- 1477-0520 (ISSN-L)
- 1477-0539
- OpenAlex
- W2760693987
- Cited by
- 53
- References
- 18
- Citations by year
- 2026: 2 · 2025: 10 · 2024: 4 · 2023: 11 · 2022: 8 · 2021: 3 · 2020: 6 · 2019: 7 · 2018: 2
- FWCI
- 2.24
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Organic & Biomolecular Chemistry (publishedVersion)
- PubMed (publishedVersion)
- Funders
- Japan Society for the Promotion of Science (Grant-in-Aid for Scientific Research on Innovative)
- Topics
- Physical Sciences › Physics and Astronomy › Astronomy and Astrophysics › Origins and Evolution of Life
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Enzyme Catalysis and Immobilization
- Physical Sciences › Chemical Engineering › Catalysis › Catalysis for Biomass Conversion
- Keywords
- hydroxyapatite, heterogeneous catalysis, cross-aldol reaction, ribose synthesis, formaldehyde, glycolaldehyde, one-pot synthesis, prebiotic chemistry
- MeSH terms
- Catalysis, Pentoses, Molecular Structure, Durapatite
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- Usami, K., & Okamoto, A. (2017). Hydroxyapatite: catalyst for a one-pot pentose formation. Organic & Biomolecular Chemistry. https://doi.org/10.1039/c7ob02051a
