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Mechanistic investigation and further optimization of the aqueous Glaser-Hay bioconjugation.

ABSTRACT: The Glaser-Hay bioconjugation has recently emerged as an efficient and attractive method to generate stable, useful bioconjugates with numerous applications, specifically in the field of therapeutics. Herein, we investigate the mechanism of the aqueous Glaser-Hay coupling to better understand optimization strategies. In doing so, it was identified that catalase is able to minimize protein oxidation and improve coupling efficiency, suggesting that hydrogen peroxide is produced during the aqueous Glaser-Hay bioconjugation. Further, several new ligands were investigated to minimize protein oxidation and maximize coupling efficiency. Finally, two novel strategies to streamline the Glaser-Hay bioconjugation and eliminate the need for secondary purification have been developed.

SUBMITTER: Travis CR

PROVIDER: S-EPMC6482449 | biostudies-literature | 2019 Mar

REPOSITORIES: biostudies-literature

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Mechanistic investigation and further optimization of the aqueous Glaser-Hay bioconjugation.

Travis Christopher R CR Mazur Lauren E LE Peairs Emily M EM Gaunt Gillian H GH Young Douglas D DD

Organic & biomolecular chemistry 20190301 13

The Glaser-Hay bioconjugation has recently emerged as an efficient and attractive method to generate stable, useful bioconjugates with numerous applications, specifically in the field of therapeutics. Herein, we investigate the mechanism of the aqueous Glaser-Hay coupling to better understand optimization strategies. In doing so, it was identified that catalase is able to minimize protein oxidation and improve coupling efficiency, suggesting that hydrogen peroxide is produced during the aqueous ...[more]

PMID: 30869108

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