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Modulating biocatalytic activity towards sterically bulky substrates in CO2-expanded bio-based liquids by tuning physicochemical properties

Hoang, Hai Nam and Granero-Fernandez, Emanuel and Yamada, Shinjiro and Mori, Shuichi and Kagechika, Hiroyuki and Medina-Gonzalez, Yaocihuatl and Matsuda, Tomoko Modulating biocatalytic activity towards sterically bulky substrates in CO2-expanded bio-based liquids by tuning physicochemical properties. (2017) ACS Sustainable Chemistry & Engineering, 5 (11). 11051-11059. ISSN 2168-0485

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Official URL: http://dx.doi.org/10.1021/acssuschemeng.7b03018

Abstract

The study of CO2-expanded liquids using a green component such as a bio-based solvent has been recently raised as a new concept for an alternative solvent, and yet been largely unexplored in literature for neither fundamental nor application studies. On the other hand, structural bulkiness of substrates remains one of the main limitations to promote enzymes as an efficient versatile catalytic tool for organic synthesis, especially biocatalysis in non-conventional solvents. Herein, we report a detailed investigation of CO2-expanded bio-based liquids as reaction media for improved biocatalysis of sterically hindered compounds. We have found that CO2 acts as a crucial trigger for various lipases to catalyse transesterification of challenging bulky alcohols in CO2-expanded 2-methyltetrahydrofuran (MeTHF). Furthermore, this study determines physicochemical and transport properties of CO2-expanded MeTHF for the first time, which were then utilized for modulating biocatalytic activity. It was found that lipase activity increased with the accordingly decrease of the dipolarity of CO2-expanded MeTHF, which is tunable by altering the concentration of CO2 in the solvent system.

Item Type:Article
Additional Information:Thanks to ACS editor. The definitive version is available athttp://pubs.acs.org/doi/abs/10.1021/acssuschemeng.7b03018
HAL Id:hal-01630311
Audience (journal):International peer-reviewed journal
Uncontrolled Keywords:
Institution:French research institutions > Centre National de la Recherche Scientifique - CNRS (FRANCE)
Université de Toulouse > Institut National Polytechnique de Toulouse - INPT (FRANCE)
Université de Toulouse > Université Toulouse III - Paul Sabatier - UPS (FRANCE)
Other partners > Tokyo Medical and Dental University - TMDU (JAPAN)
Other partners > Tokyo Institute of Technology - Tokyo Tech (JAPAN)
Laboratory name:
Funders:
Calcul en Midi-PyrénéesCorinne Dufaure
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Deposited By: Yaocihuatl MEDINA GONZALEZ
Deposited On:07 Nov 2017 13:30

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