Exploration and exploitation of the uncommon pH profile of the dynamic covalent interactions between boronic acids and N-acetylneuraminic acids

Review (2023)
Author(s)

Joop A. Peters (TU Delft - Applied Sciences)

Kristina Djanashvili (TU Delft - Applied Sciences)

Research Group
BT/Biocatalysis
DOI related publication
https://doi.org/10.1016/j.ccr.2023.215254 Final published version
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Publication Year
2023
Language
English
Research Group
BT/Biocatalysis
Journal title
Coordination Chemistry Reviews
Volume number
491
Article number
215254
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306
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Abstract

In this review, the chemical mechanisms behind the interactions between boronic acids and N-acetylneuraminic acids, which have been widely utilized in biomedicine in recent decades, will be examined. It will also be highlighted that the affinity of boronic acids for N-acetylneuraminic acids is dependent on pH and is complementary to their affinity for other common monosaccharides found in glycocalyces. Through various examples from the literature, the unique pH profile of the boronic – N-acetylneuraminic acids acid interaction and its uses in biomedicine will be illustrated.