Combining regio- and enantioselectivity of lipases for the preparation of (R)-4-chloro-2-butanol
Preparation of 98% ee (R)-4-chloro-2-butanol was carried out by the enzymatic hydrolysis of chlorohydrin esters, using fungal resting cells and commercial enzymes. Hydrolyzes were carried out using lipases from Candida antarctica (Novozym 435®), C. rugosa, Rhizomucor miehei (Lipozyme® IM), Burkolia...
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Online Access: | http://hdl.handle.net/10459.1/58367 https://doi.org/10.1002/chir.20339 |
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ftunivlleida:oai:repositori.udl.cat:10459.1/58367 2023-05-15T13:40:53+02:00 Combining regio- and enantioselectivity of lipases for the preparation of (R)-4-chloro-2-butanol Méndez, Jonh Jairo Oromí Farrús, Mireia Cervero, Maria Balcells Fluvià, Mercè Torres i Grifo, Mercè Canela i Garayoa, Ramon 2016-11-03T11:26:12Z http://hdl.handle.net/10459.1/58367 https://doi.org/10.1002/chir.20339 eng eng Wiley Reproducció del document publicat a https://doi.org/10.1002/chir.20339 Chirality, 2007, vol. 19, núm. 1, p. 44–50 0899-0042 http://hdl.handle.net/10459.1/58367 https://doi.org/10.1002/chir.20339 (c) Wiley-Liss, Inc., 2006 info:eu-repo/semantics/restrictedAccess Biocatalyst Chlorohydrin esters Enantiomer Optical resolution Resting cells article publishedVersion 2016 ftunivlleida https://doi.org/10.1002/chir.20339 2022-04-18T05:13:15Z Preparation of 98% ee (R)-4-chloro-2-butanol was carried out by the enzymatic hydrolysis of chlorohydrin esters, using fungal resting cells and commercial enzymes. Hydrolyzes were carried out using lipases from Candida antarctica (Novozym 435®), C. rugosa, Rhizomucor miehei (Lipozyme® IM), Burkolia cepacia, and resting cells of Rhizopus oryzae and Aspergillus flavus. The influence of the enzyme, the solvent, the temperature, and the alkyl chain length on the selectivity of hydrolyzes of isomeric mixtures of chlorohydrin esters is described. Regioselectivity was higher than 95% for some of the tested lipases. Novozym 435 allowed preparation of the (R)-4-chloro-2-butanol after 15 min of reaction at 30–40°C. Article in Journal/Newspaper Antarc* Antarctica Universitat de Lleida: Repositori Obert UdL Rugosa ENVELOPE(-61.250,-61.250,-62.633,-62.633) Chirality 19 1 44 50 |
institution |
Open Polar |
collection |
Universitat de Lleida: Repositori Obert UdL |
op_collection_id |
ftunivlleida |
language |
English |
topic |
Biocatalyst Chlorohydrin esters Enantiomer Optical resolution Resting cells |
spellingShingle |
Biocatalyst Chlorohydrin esters Enantiomer Optical resolution Resting cells Méndez, Jonh Jairo Oromí Farrús, Mireia Cervero, Maria Balcells Fluvià, Mercè Torres i Grifo, Mercè Canela i Garayoa, Ramon Combining regio- and enantioselectivity of lipases for the preparation of (R)-4-chloro-2-butanol |
topic_facet |
Biocatalyst Chlorohydrin esters Enantiomer Optical resolution Resting cells |
description |
Preparation of 98% ee (R)-4-chloro-2-butanol was carried out by the enzymatic hydrolysis of chlorohydrin esters, using fungal resting cells and commercial enzymes. Hydrolyzes were carried out using lipases from Candida antarctica (Novozym 435®), C. rugosa, Rhizomucor miehei (Lipozyme® IM), Burkolia cepacia, and resting cells of Rhizopus oryzae and Aspergillus flavus. The influence of the enzyme, the solvent, the temperature, and the alkyl chain length on the selectivity of hydrolyzes of isomeric mixtures of chlorohydrin esters is described. Regioselectivity was higher than 95% for some of the tested lipases. Novozym 435 allowed preparation of the (R)-4-chloro-2-butanol after 15 min of reaction at 30–40°C. |
format |
Article in Journal/Newspaper |
author |
Méndez, Jonh Jairo Oromí Farrús, Mireia Cervero, Maria Balcells Fluvià, Mercè Torres i Grifo, Mercè Canela i Garayoa, Ramon |
author_facet |
Méndez, Jonh Jairo Oromí Farrús, Mireia Cervero, Maria Balcells Fluvià, Mercè Torres i Grifo, Mercè Canela i Garayoa, Ramon |
author_sort |
Méndez, Jonh Jairo |
title |
Combining regio- and enantioselectivity of lipases for the preparation of (R)-4-chloro-2-butanol |
title_short |
Combining regio- and enantioselectivity of lipases for the preparation of (R)-4-chloro-2-butanol |
title_full |
Combining regio- and enantioselectivity of lipases for the preparation of (R)-4-chloro-2-butanol |
title_fullStr |
Combining regio- and enantioselectivity of lipases for the preparation of (R)-4-chloro-2-butanol |
title_full_unstemmed |
Combining regio- and enantioselectivity of lipases for the preparation of (R)-4-chloro-2-butanol |
title_sort |
combining regio- and enantioselectivity of lipases for the preparation of (r)-4-chloro-2-butanol |
publisher |
Wiley |
publishDate |
2016 |
url |
http://hdl.handle.net/10459.1/58367 https://doi.org/10.1002/chir.20339 |
long_lat |
ENVELOPE(-61.250,-61.250,-62.633,-62.633) |
geographic |
Rugosa |
geographic_facet |
Rugosa |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_relation |
Reproducció del document publicat a https://doi.org/10.1002/chir.20339 Chirality, 2007, vol. 19, núm. 1, p. 44–50 0899-0042 http://hdl.handle.net/10459.1/58367 https://doi.org/10.1002/chir.20339 |
op_rights |
(c) Wiley-Liss, Inc., 2006 info:eu-repo/semantics/restrictedAccess |
op_doi |
https://doi.org/10.1002/chir.20339 |
container_title |
Chirality |
container_volume |
19 |
container_issue |
1 |
container_start_page |
44 |
op_container_end_page |
50 |
_version_ |
1766142777327878144 |