ArticleProceedings of the National Academy of Sciences of the United States of America2021
Boronic acid with high oxidative stability and utility in biological contexts.
Article in Proceedings of the National Academy of Sciences of the United States of America, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 31 papers.
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Who cites it
31 citing papers in PubMed.
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- Aliphatic Poly(Carbonate)s with Acid Responsive Release Mechanisms for Micellar Anti-Tumor Drug Delivery.Macromolecular rapid communications · 2026Review
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- Spontaneous Non-Catalyzed Molecular Reactions and Interactions in the Human Body: Biomedical Implications.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Review
- On-Demand Chemically Degradable Hydrogels for Biological Applications.Chembiochem : a European journal of chemical biology · 2026Review
- Fused 3D boron heterocyclesChemical science · 2026Article
- A diastereoselective preparation of cyclic α-aminoboronates.Tetrahedron letters · 2025Article
- Functional Group Compatibility of the Oxidation-Resistant Benzoxaborolone Pharmacophore.The Journal of organic chemistry · 2025Article
- Nanofibrous supramolecular peptide hydrogels for controlled release of small-molecule drugs and biologics.Nature nanotechnology · 2025Article
- Autonomous Activation of a Gated Chemiluminescent Photosensitizer Enables Targeted Photodynamic Therapy in Tumor Cells.Journal of the American Chemical Society · 2025Article
- Nitrate Reduction for Deaminative Suzuki-Miyaura Coupling of Anilines.Angewandte Chemie (International ed. in English) · 2025Article
- Synthesis of strained, air-stable boracycles via boron-carbon-centred diradicals.Nature chemistry · 2025Article
- Bench-stable boracyclobutenes.Nature chemistry · 2025Article
- Live imaging of the extracellular matrix with a glycan-binding fluorophore.Nature methods · 2025Article
- A Diazaborine Activity-Based Sensing Fluorescent Probe Reports Endogenously Produced Mitochondrial Peroxynitrite in Live Macrophages.Chembiochem : a European journal of chemical biology · 2025Article
- Bioinspired Composite Materials with Amplified Clusteroluminescence: Chemodosimetric Interaction Targeting Hypochlorite in Aqueous Medium.ACS materials Au · 2025Article
- Chemoselective Reagents for the Traceless Bioreversible Modification of Native Proteins.Bioconjugate chemistry · 2024Article
- Stereospecific Enzymatic Conversion of Boronic Acids to Amines.Journal of the American Chemical Society · 2024Article
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Authors and funding
4 authors.
Funding
Abstract
Despite their desirable attributes, boronic acids have had a minimal impact in biological contexts. A significant problem has been their oxidative instability. At physiological pH, phenylboronic acid and its boronate esters are oxidized by reactive oxygen species at rates comparable to those of thiols. After considering the mechanism and kinetics of the oxidation reaction, we reasoned that diminishing electron density on boron could enhance oxidative stability. We found that a boralactone, in which a carboxyl group serves as an intramolecular ligand for the boron, increases stability by 10
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