Bisepoxide Cross‐Linked Enzyme Aggregates—New Immobilized Biocatalysts for Selective Biotransformations
Abstract Glycerol diglycidyl ether (GDE) is a convenient and inexpensive bisepoxide cross‐linker as demonstrated by the preparation of cross‐linked enzyme aggregates (CLEAs) from two enzyme classes. The GDE CLEAs of lipase from Pseudomonas fluorescens (AK), lipase from Burkholderia cepacia (PS), and...
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crwiley:10.1002/cctc.201300806 2024-09-15T17:48:41+00:00 Bisepoxide Cross‐Linked Enzyme Aggregates—New Immobilized Biocatalysts for Selective Biotransformations Weiser, Diána Varga, Andrea Kovács, Klaudia Nagy, Flóra Szilágyi, András Vértessy, Beáta G. Paizs, Csaba Poppe, László 2014 http://dx.doi.org/10.1002/cctc.201300806 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fcctc.201300806 https://onlinelibrary.wiley.com/doi/full/10.1002/cctc.201300806 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor ChemCatChem volume 6, issue 5, page 1463-1469 ISSN 1867-3880 1867-3899 journal-article 2014 crwiley https://doi.org/10.1002/cctc.201300806 2024-07-11T04:34:07Z Abstract Glycerol diglycidyl ether (GDE) is a convenient and inexpensive bisepoxide cross‐linker as demonstrated by the preparation of cross‐linked enzyme aggregates (CLEAs) from two enzyme classes. The GDE CLEAs of lipase from Pseudomonas fluorescens (AK), lipase from Burkholderia cepacia (PS), and lipase B from Candida antarctica (CaL B) as well as of phenylalanine ammonia‐lyase (PAL) from Petroselinum crispum demonstrated improved properties as compared with their glutaraldehyde (GA) cross‐linked counterparts. Ultrasonication studies indicated that the GDE CLEAs of lipase PS and PAL were mechanically more stable than the GA CLEAs. In the kinetic resolution of rac ‐1‐phenylethanol, the catalytic activity of the GDE–lipase CLEAs ( U =69.6, 134.8, and 127.4 U g −1 for AK, CaL B, and PS prepared at 22 °C, respectively) surpassed that of the corresponding GA–lipase CLEAs ( U =24.4, 131.0, and 119.2 U g −1 for AK, CaL B, and PS prepared at 22 °C, respectively). The GDE co‐CLEAs from PAL and bovine serum albumin (BSA) could be recycled at least three times if used for the stereoselective ammonia addition in 6 M ammonia to ( E )‐3‐(thiophen‐2‐yl)acrylic acid, whereas the recycling of the conventional GA–PAL CLEAs from this medium failed. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library ChemCatChem 6 5 1463 1469 |
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Wiley Online Library |
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English |
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Abstract Glycerol diglycidyl ether (GDE) is a convenient and inexpensive bisepoxide cross‐linker as demonstrated by the preparation of cross‐linked enzyme aggregates (CLEAs) from two enzyme classes. The GDE CLEAs of lipase from Pseudomonas fluorescens (AK), lipase from Burkholderia cepacia (PS), and lipase B from Candida antarctica (CaL B) as well as of phenylalanine ammonia‐lyase (PAL) from Petroselinum crispum demonstrated improved properties as compared with their glutaraldehyde (GA) cross‐linked counterparts. Ultrasonication studies indicated that the GDE CLEAs of lipase PS and PAL were mechanically more stable than the GA CLEAs. In the kinetic resolution of rac ‐1‐phenylethanol, the catalytic activity of the GDE–lipase CLEAs ( U =69.6, 134.8, and 127.4 U g −1 for AK, CaL B, and PS prepared at 22 °C, respectively) surpassed that of the corresponding GA–lipase CLEAs ( U =24.4, 131.0, and 119.2 U g −1 for AK, CaL B, and PS prepared at 22 °C, respectively). The GDE co‐CLEAs from PAL and bovine serum albumin (BSA) could be recycled at least three times if used for the stereoselective ammonia addition in 6 M ammonia to ( E )‐3‐(thiophen‐2‐yl)acrylic acid, whereas the recycling of the conventional GA–PAL CLEAs from this medium failed. |
format |
Article in Journal/Newspaper |
author |
Weiser, Diána Varga, Andrea Kovács, Klaudia Nagy, Flóra Szilágyi, András Vértessy, Beáta G. Paizs, Csaba Poppe, László |
spellingShingle |
Weiser, Diána Varga, Andrea Kovács, Klaudia Nagy, Flóra Szilágyi, András Vértessy, Beáta G. Paizs, Csaba Poppe, László Bisepoxide Cross‐Linked Enzyme Aggregates—New Immobilized Biocatalysts for Selective Biotransformations |
author_facet |
Weiser, Diána Varga, Andrea Kovács, Klaudia Nagy, Flóra Szilágyi, András Vértessy, Beáta G. Paizs, Csaba Poppe, László |
author_sort |
Weiser, Diána |
title |
Bisepoxide Cross‐Linked Enzyme Aggregates—New Immobilized Biocatalysts for Selective Biotransformations |
title_short |
Bisepoxide Cross‐Linked Enzyme Aggregates—New Immobilized Biocatalysts for Selective Biotransformations |
title_full |
Bisepoxide Cross‐Linked Enzyme Aggregates—New Immobilized Biocatalysts for Selective Biotransformations |
title_fullStr |
Bisepoxide Cross‐Linked Enzyme Aggregates—New Immobilized Biocatalysts for Selective Biotransformations |
title_full_unstemmed |
Bisepoxide Cross‐Linked Enzyme Aggregates—New Immobilized Biocatalysts for Selective Biotransformations |
title_sort |
bisepoxide cross‐linked enzyme aggregates—new immobilized biocatalysts for selective biotransformations |
publisher |
Wiley |
publishDate |
2014 |
url |
http://dx.doi.org/10.1002/cctc.201300806 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fcctc.201300806 https://onlinelibrary.wiley.com/doi/full/10.1002/cctc.201300806 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
ChemCatChem volume 6, issue 5, page 1463-1469 ISSN 1867-3880 1867-3899 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/cctc.201300806 |
container_title |
ChemCatChem |
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6 |
container_issue |
5 |
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1463 |
op_container_end_page |
1469 |
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1810290179989045248 |