Enantioselective hydrolysis of a Schiff's base of D,L-Phenylalanine ethyl ester in water-poor media via the reaction catalyzed with [alpha]-chymotrypsin immobilized on hydrophilic macroporous gel support

The application of immobilized α-chymotrypsin for the purpose of enantioselective hydrolysis of a Schiff's base of D,L-Phe-OEt (D,L-SBPH) in the mixed water-acetonitrile media with the different content of water is described. The immobilized biocatalyst was prepared by the chemical coupling of...

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Veröffentlicht in:Applied biochemistry and biotechnology 2000-07, Vol.88 (1-3), p.97-106
Hauptverfasser: Belokon, Yury N, Kochetkov, Konstantin A, Plieva, Fatima M, Ikonnikov, Nikolai S, Maleev, Viktor I, Parmar, Virinder S, Kumar, Rajesh, Lozinsky, Vladimir I
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container_end_page 106
container_issue 1-3
container_start_page 97
container_title Applied biochemistry and biotechnology
container_volume 88
creator Belokon, Yury N
Kochetkov, Konstantin A
Plieva, Fatima M
Ikonnikov, Nikolai S
Maleev, Viktor I
Parmar, Virinder S
Kumar, Rajesh
Lozinsky, Vladimir I
description The application of immobilized α-chymotrypsin for the purpose of enantioselective hydrolysis of a Schiff's base of D,L-Phe-OEt (D,L-SBPH) in the mixed water-acetonitrile media with the different content of water is described. The immobilized biocatalyst was prepared by the chemical coupling of the enzyme to poly(vinyl alcohol) (PVA) cryogel--the macroporous hydrogel prepared by means of the freezing-thawing techniques. SBPH is water insoluble, and, therefore, acetonitrile (MeCN) with minor water additives was used as a solvent for the reaction of enantics elective hydrolysis of the racemic substrate. The process was conducted for 96-200 h, and L-Phe with the purity up to 98% e.e. precipitated in both the reaction medium and gel-carrier bulk. Theproduct wasrecovered by washing the organo-insoluble sediment with aqueous ammonia. D-Phe with the purity up to 85% e.e. was recovered from the organic solution of D-ester after its acidic hydrolysis. The PVA-cryogel-attached enzyme was effective in SBPH hydrolysis in MeCN/water mixtures. The immobilized biocatalyst was active for more than 1 mo of application and could be successfully used after another 4 mo storage at +10°C.[PUBLICATION ABSTRACT]
doi_str_mv 10.1385/ABAB:88:1-3:097
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subjects Biochemistry
Freezing
Hydrogels
Hydrolysis
Studies
Thawing
Water
title Enantioselective hydrolysis of a Schiff's base of D,L-Phenylalanine ethyl ester in water-poor media via the reaction catalyzed with [alpha]-chymotrypsin immobilized on hydrophilic macroporous gel support
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