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Susceptibility to hydrolysis of phenylboronic pinacol esters at physiological pH
Authors:Cesare Achilli  Annarita Ciana  Maurizio Fagnoni  Cesare Balduini  Giampaolo Minetti
Affiliation:1. Laboratories of Biochemistry, Department of Biology and Biotechnology “Lazzaro Spallanzani”, University of Pavia, 21-27100, Pavia, Italy
2. Department of Chemistry, University of Pavia, 12-27100, Pavia, Italy
Abstract:Boronic acids and their esters are highly considered compounds for the design of new drugs and drug delivery devices, particularly as boron-carriers suitable for neutron capture therapy. However, these compounds are only marginally stable in water. Hydrolysis of some phenylboronic pinacol esters is described here. The kinetics is dependent on the substituents in the aromatic ring. Also the pH strongly influences the rate of the reaction, which is considerably accelerated at physiological pH. Therefore, care must be taken when considering these boronic pinacol esters for pharmacological purposes. ></img>                                </span>                              </span></td>
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