Nature Chose Phosphates and Chemists Should Too: How Emerging P(V) Methods Can Augment Existing Strategies Article Swipe
YOU?
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· 2021
· Open Access
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· DOI: https://doi.org/10.1021/acscentsci.1c00487
Phosphate linkages govern life as we know it. Their unique properties provide the foundation for many natural systems from cell biology and biosynthesis to the backbone of nucleic acids. Phosphates are ideal natural moieties; existing as ionized species in a stable P(V)-oxidation state, they are endowed with high stability but exhibit enzymatically unlockable potential. Despite intense interest in phosphorus catalysis and condensation chemistry, organic chemistry has not fully embraced the potential of P(V) reagents. To be sure, within the world of chemical oligonucleotide synthesis, modern approaches utilize P(III) reagent systems to create phosphate linkages and their analogs. In this Outlook, we present recent studies from our laboratories suggesting that numerous exciting opportunities for P(V) chemistry exist at the nexus of organic synthesis and biochemistry. Applications to the synthesis of stereopure antisense oligonucleotides, cyclic dinucleotides, methylphosphonates, and phosphines are reviewed as well as chemoselective modification to peptides, proteins, and nucleic acids. Finally, an outlook into what may be possible in the future with P(V) chemistry is previewed, suggesting these examples represent just the tip of the iceberg.
Related Topics
- Type
- review
- Language
- en
- Landing Page
- https://doi.org/10.1021/acscentsci.1c00487
- https://pubs.acs.org/doi/pdf/10.1021/acscentsci.1c00487
- OA Status
- diamond
- Cited By
- 93
- References
- 108
- Related Works
- 10
- OpenAlex ID
- https://openalex.org/W3201372641
Raw OpenAlex JSON
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https://openalex.org/W3201372641Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.1021/acscentsci.1c00487Digital Object Identifier
- Title
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Nature Chose Phosphates and Chemists Should Too: How Emerging P(V) Methods Can Augment Existing StrategiesWork title
- Type
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reviewOpenAlex work type
- Language
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enPrimary language
- Publication year
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2021Year of publication
- Publication date
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2021-09-10Full publication date if available
- Authors
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Kyle W. Knouse, Dillon T. Flood, Julien C. Vantourout, Michael A. Schmidt, Ivar M. McDonald, Martin D. Eastgate, Phil S. BaranList of authors in order
- Landing page
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https://doi.org/10.1021/acscentsci.1c00487Publisher landing page
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https://pubs.acs.org/doi/pdf/10.1021/acscentsci.1c00487Direct link to full text PDF
- Open access
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YesWhether a free full text is available
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diamondOpen access status per OpenAlex
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https://pubs.acs.org/doi/pdf/10.1021/acscentsci.1c00487Direct OA link when available
- Concepts
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Chemistry, Nucleic acid, Oligonucleotide, Combinatorial chemistry, Organic synthesis, Nanotechnology, Organic chemistry, Biochemistry, Catalysis, DNA, Materials scienceTop concepts (fields/topics) attached by OpenAlex
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93Total citation count in OpenAlex
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2025: 20, 2024: 27, 2023: 30, 2022: 15, 2021: 1Per-year citation counts (last 5 years)
- References (count)
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108Number of works referenced by this work
- Related works (count)
-
10Other works algorithmically related by OpenAlex
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