Universität zu Köln

Rulli, Giuseppe, Heidlindemann, Marcel, Berkessel, Albrecht, Hummel, Werner and Groeger, Harald (2013). Towards catalyst compartimentation in combined chemo- and biocatalytic processes: Immobilization of alcohol dehydrogenases for the diastereoselective reduction of a beta-hydroxy ketone obtained from an organocatalytic aldol reaction. J. Biotechnol., 168 (3). S. 271 - 277. AMSTERDAM: ELSEVIER SCIENCE BV. ISSN 1873-4863

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Abstract

The alcohol dehydrogenases (ADHs) from Lactobacillus kefir and Rhodococcus sp., which earlier turned out to be suitable for a chemoenzymatic one-pot synthesis with organocatalysts, were immobilized with their cofactors on a commercially available superabsorber based on a literature known protocol. The use of the immobilized ADH from L. kefir in the reduction of acetophenone as a model substrate led to high conversion (>95%) in the first reaction cycle, followed by a slight decrease of conversion in the second reaction cycle. A comparable result was obtained when no cofactor was added although a water rich reaction media was used. The immobilized ADHs also turned out to be suitable catalysts for the diastereoselective reduction of an organocatalytically prepared enantiomerically enriched aldol adduct, leading to high conversion, diastereomeric ratio and enantioselectivity for the resulting 1,3-diols. However, at a lower catalyst and cofactor amount being still sufficient for biotransformations with free enzymes the immobilized ADH only showed high conversion and >99% ee for the first reaction cycle whereas a strong decrease of conversion was observed already in the second reaction cycle, thus indicating a significant leaching effect of catalyst and/or cofactor. (C) 2013 Elsevier B.V. All rights reserved.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Rulli, Giuseppe UNSPECIFIED UNSPECIFIED UNSPECIFIED Heidlindemann, Marcel UNSPECIFIED UNSPECIFIED UNSPECIFIED Berkessel, Albrecht UNSPECIFIED UNSPECIFIED UNSPECIFIED Hummel, Werner UNSPECIFIED UNSPECIFIED UNSPECIFIED Groeger, Harald UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-472567
DOI:	10.1016/j.jbiotec.2013.08.031
Journal or Publication Title:	J. Biotechnol.
Volume:	168
Number:	3
Page Range:	S. 271 - 277
Date:	2013
Publisher:	ELSEVIER SCIENCE BV
Place of Publication:	AMSTERDAM
ISSN:	1873-4863
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language DYNAMIC KINETIC RESOLUTION; ONE-POT; ENZYME; COMBINATION Multiple languages Biotechnology & Applied Microbiology Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/47256