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Alcohol dehydrogenase in non‐aqueous media using high‐pressure technologies: reaction set‐up and deactivation determination
Author(s) -
Thorey Paul,
Knez Željko,
Habulin Maja
Publication year - 2010
Publication title -
journal of chemical technology and biotechnology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.64
H-Index - 117
eISSN - 1097-4660
pISSN - 0268-2575
DOI - 10.1002/jctb.2411
Subject(s) - biocatalysis , chemistry , enantiopure drug , alcohol dehydrogenase , acetophenone , propane , catalysis , isobutanol , lipase , organic chemistry , kinetic resolution , alcohol , enantioselective synthesis , reaction mechanism , enzyme
BACKGROUND: The demand for enantiomerically pure molecules is growing continuously and biocatalysis is a powerful technique for their production. In this work, the catalyst was an enzyme combined with its coenzyme, NADP. High pressure technology, a second clean technology, was applied as well. Dense gases are promising solvents for biocatalysis. They have been investigated extensively as reaction media for lipase‐catalysed reactions, but seldom for reactions, catalysed with alcohol dehydrogenases, as in this work. RESULT: The production of optically pure R ‐1‐phenylethanol from acetophenone was investigated. The NADP‐dependent alcohol dehydrogenase from Lactobacillus brevis (LBADH) was used as a catalyst. The hydrogenation was performed with isopropanol as a co‐substrate in different conditions: dense propane with LBADH and NADP co‐immobilized on glass beads and in the biphasic system water/dense propane. The obtained R ‐1‐phenylethanol was enantiopure. The conversions were up to 90%. Deactivation of LBADH was also measured in these media. CONCLUSION: Protocols were successfully developed for the testing of alcohol dehydrogenase activity in dense gases. Enantioselectivity of LBADH is excellent in those media but it deactivated quickly. An LBADH‐catalysed reaction was performed in a dense gas for the first time. Copyright © 2010 Society of Chemical Industry