Improved Alkyl Glycoside Synthesis by trans‐Glycosylation through Tailored Microenvironments of Immobilized β‐Glucosidase

Christian Hoffmann, Carl Grey, Manuel Pinelo, John M. Woodley, Anders E. Daugaard*, Patrick Adlercreutz

*Corresponding author for this work

Research output: Contribution to journalJournal articleResearchpeer-review

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Abstract

Here, we present for the first time, how the micro‐environment can directly improve biocatalytic selectivity of immobilized ß‐glucosidase. ß‐Glucosidase from Thermotoga neapolitana was immobilized on a variety of functionalized off‐stoichiometric thiol‐ene (OSTE) particles, where highest activities were observed for thiol and imidazole functional particles. Compared to the soluble enzyme, the selectivity (rs/rh) between trans‐glycosylation of p‐nitrophenyl ß‐D‐glucopyranoside (pNPG) with 1‐propanol over hydrolysis was increased by a factor of 2‐3 using particles containing imidazole (rs/rh of 6.7) and carboxylic acid moieties (rs/rh of 9.2), respectively. These results demonstrate clearly that enzyme selectivity depends directly on the local environment of the enzyme with the support.
Original languageEnglish
JournalChemPlusChem
Volume151
Pages (from-to)640-647
ISSN2192-6506
DOIs
Publication statusPublished - 2020

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