ArticleBioorganic & medicinal chemistry2012
Probing the general time scale question of boronic acid binding with sugars in aqueous solution at physiological pH.
Article in Bioorganic & medicinal chemistry, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
13 citing papers in PubMed.
- "MIDA masking" of boronic acid therapeutics for enhanced stability and economy.RSC chemical biology · 2026Article
- Dual-Functional Antibiotic Adjuvants Based on Antibacterial Polyesters With Guanidinium and Boronic Acid Motifs.Macromolecular bioscience · 2026Article
- Spontaneous Non-Catalyzed Molecular Reactions and Interactions in the Human Body: Biomedical Implications.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Review
- Article
- Real-time assay of invertase activity using isoquinolinylboronic acid as turn-on fluorescent sensor.Analytical and bioanalytical chemistry · 2023Article
- Reactive metal boride nanoparticles trap lipopolysaccharide and peptidoglycan for bacteria-infected wound healing.Nature communications · 2022Article
- Internal and External Catalysis in Boronic Ester Networks.ACS macro letters · 2022Article
- Boronic acid with high oxidative stability and utility in biological contexts.Proceedings of the National Academy of Sciences of the United States of America · 2021Article
- 4-Iodophenylboronic Acid Stabilized Gold Cluster as a New Fluorescent Chemosensor for Saccharides Based on Excimer Emission Quenching.Journal of fluorescence · 2021Article
- Passive and wireless, implantable glucose sensing with phenylboronic acid hydrogel-interlayer RF resonators.Biosensors & bioelectronics · 2020Article
- A dielectric affinity glucose microsensor using hydrogel-functionalized coplanar electrodes.Microfluidics and nanofluidics · 2017Article
- A universal chemical enrichment method for mapping the yeast N-glycoproteome by mass spectrometry (MS).Molecular & cellular proteomics : MCP · 2014Article
- Review
Corrections and comments
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Authors and funding
6 authors.
Funding
Abstract
The boronic acid group is widely used in chemosensor design due to its ability to reversibly bind diol-containing compounds. The thermodynamic properties of the boronic acid-diol binding process have been investigated extensively. However, there are few studies of the kinetic properties of such binding processes. In this report, stopped-flow method was used for the first time to study the kinetic properties of the binding between three model arylboronic acids, 4-, 5-, and 8-isoquinolinylboronic acids, and various sugars. With all the boronic acid-diol pairs examined, reactions were complete within seconds. The k(on) values with various sugars follow the order of D-fructose>D-tagatose>D-mannose>D-glucose. This trend tracks the thermodynamic binding affinities for these sugars and demonstrates that the 'on' rate is the key factor determining the binding constant.
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Registered trials
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