Enantioselective esterification of 2-arylpropionic acids and trans-2-phenyl-1-cyclohexanol: Comparison between immobilised lipases from Candida rugosa and Rhizomucor miehei

Antoni Sánchez; Francisco Valero; Javier Lafuente; Carles Solà

doi:https://doi.org/10.1023/A:1005328504095

Enantioselective esterification of 2-arylpropionic acids and trans-2-phenyl-1-cyclohexanol: Comparison between immobilised lipases from Candida rugosa and Rhizomucor miehei

Antoni Sánchez, Francisco Valero, Javier Lafuente, Carles Solà

Department of Chemical, Biological and Environmental Engineering

Research output: Contribution to journal › Article › Research › peer-review

14 Citations (Scopus)

Abstract

2-Phenyl propionic acid, ibuprofen and trans-2-phenyl-1-cyclohexanol were resolved using commercial Rhizomucor miehei lipase (Lipozyme IM20) and Candida rugosa lipase produced in our laboratory immobilised on EP100 polypropylene powder. Important differences were found on the enantioselectivity of both lipases in esterification reactions. Candida rugosa lipase was more enantioselective in the resolution of the tested substrates, especially with trans-2-phenyl-1-cyclohexanol, whereas the lipase from Rhizomucor miehei did not show catalytic activity with this substrate.

Original language	English
Pages (from-to)	1145-1148
Journal	Biotechnology Letters
Volume	20
DOIs	https://doi.org/10.1023/A:1005328504095
Publication status	Published - 1 Dec 1998

Keywords

2-Phenyl propionic acid
Candida rugosa and Rhizomucor miehei lipases
Enantioselectivity
Esterification
Ibuprofen
trans-2-Phenyl-1-cyclohexanol

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title = "Enantioselective esterification of 2-arylpropionic acids and trans-2-phenyl-1-cyclohexanol: Comparison between immobilised lipases from Candida rugosa and Rhizomucor miehei",

abstract = "2-Phenyl propionic acid, ibuprofen and trans-2-phenyl-1-cyclohexanol were resolved using commercial Rhizomucor miehei lipase (Lipozyme IM20) and Candida rugosa lipase produced in our laboratory immobilised on EP100 polypropylene powder. Important differences were found on the enantioselectivity of both lipases in esterification reactions. Candida rugosa lipase was more enantioselective in the resolution of the tested substrates, especially with trans-2-phenyl-1-cyclohexanol, whereas the lipase from Rhizomucor miehei did not show catalytic activity with this substrate.",

keywords = "2-Phenyl propionic acid, Candida rugosa and Rhizomucor miehei lipases, Enantioselectivity, Esterification, Ibuprofen, trans-2-Phenyl-1-cyclohexanol",

author = "Antoni S{\'a}nchez and Francisco Valero and Javier Lafuente and Carles Sol{\`a}",

year = "1998",

month = dec,

day = "1",

doi = "https://doi.org/10.1023/A:1005328504095",

language = "English",

volume = "20",

pages = "1145--1148",

}

Enantioselective esterification of 2-arylpropionic acids and trans-2-phenyl-1-cyclohexanol: Comparison between immobilised lipases from Candida rugosa and Rhizomucor miehei. / Sánchez, Antoni ; Valero, Francisco ; Lafuente, Javier et al.

In: Biotechnology Letters, Vol. 20, 01.12.1998, p. 1145-1148.

Research output: Contribution to journal › Article › Research › peer-review

TY - JOUR

T1 - Enantioselective esterification of 2-arylpropionic acids and trans-2-phenyl-1-cyclohexanol: Comparison between immobilised lipases from Candida rugosa and Rhizomucor miehei

AU - Sánchez, Antoni

AU - Valero, Francisco

AU - Lafuente, Javier

AU - Solà, Carles

PY - 1998/12/1

Y1 - 1998/12/1

N2 - 2-Phenyl propionic acid, ibuprofen and trans-2-phenyl-1-cyclohexanol were resolved using commercial Rhizomucor miehei lipase (Lipozyme IM20) and Candida rugosa lipase produced in our laboratory immobilised on EP100 polypropylene powder. Important differences were found on the enantioselectivity of both lipases in esterification reactions. Candida rugosa lipase was more enantioselective in the resolution of the tested substrates, especially with trans-2-phenyl-1-cyclohexanol, whereas the lipase from Rhizomucor miehei did not show catalytic activity with this substrate.

AB - 2-Phenyl propionic acid, ibuprofen and trans-2-phenyl-1-cyclohexanol were resolved using commercial Rhizomucor miehei lipase (Lipozyme IM20) and Candida rugosa lipase produced in our laboratory immobilised on EP100 polypropylene powder. Important differences were found on the enantioselectivity of both lipases in esterification reactions. Candida rugosa lipase was more enantioselective in the resolution of the tested substrates, especially with trans-2-phenyl-1-cyclohexanol, whereas the lipase from Rhizomucor miehei did not show catalytic activity with this substrate.

KW - 2-Phenyl propionic acid

KW - Candida rugosa and Rhizomucor miehei lipases

KW - Enantioselectivity

KW - Esterification

KW - Ibuprofen

KW - trans-2-Phenyl-1-cyclohexanol

U2 - https://doi.org/10.1023/A:1005328504095

DO - https://doi.org/10.1023/A:1005328504095

M3 - Article

VL - 20

SP - 1145

EP - 1148

ER -

Enantioselective esterification of 2-arylpropionic acids and trans-2-phenyl-1-cyclohexanol: Comparison between immobilised lipases from Candida rugosa and Rhizomucor miehei

Abstract

Keywords

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