R‐stereopreference analysis of lipase Novozym®435 in kinetic resolution of flurbiprofen
Abstract Immobilized lipase from Candida antarctica (Novozym®435) was employed in the kinetic resolution of racemic flurbiprofen by enantioselective esterification with methanol. It was found that the lipase has the R‐stereopreference and the reaction matches Bi Bi Ping Pong mechanism with dead‐end...
Published in: | Chirality |
---|---|
Main Authors: | , , |
Format: | Article in Journal/Newspaper |
Language: | English |
Published: |
Wiley
2006
|
Subjects: | |
Online Access: | http://dx.doi.org/10.1002/chir.20347 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fchir.20347 https://onlinelibrary.wiley.com/doi/pdf/10.1002/chir.20347 |
id |
crwiley:10.1002/chir.20347 |
---|---|
record_format |
openpolar |
spelling |
crwiley:10.1002/chir.20347 2024-09-15T17:46:29+00:00 R‐stereopreference analysis of lipase Novozym®435 in kinetic resolution of flurbiprofen Zhang, Hua Yun Wang, Xin Ching, Chi Bun 2006 http://dx.doi.org/10.1002/chir.20347 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fchir.20347 https://onlinelibrary.wiley.com/doi/pdf/10.1002/chir.20347 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor Chirality volume 19, issue 4, page 245-249 ISSN 0899-0042 1520-636X journal-article 2006 crwiley https://doi.org/10.1002/chir.20347 2024-06-25T04:13:23Z Abstract Immobilized lipase from Candida antarctica (Novozym®435) was employed in the kinetic resolution of racemic flurbiprofen by enantioselective esterification with methanol. It was found that the lipase has the R‐stereopreference and the reaction matches Bi Bi Ping Pong mechanism with dead‐end inhibition of methanol. Furthermore, the R‐stereopreference was analyzed in details from the aspects of enzymatic kinetic mechanism and reaction activation energy of both enantiomers. The R‐enantiomer shows lower activation energy and higher maximum reaction rate than the S‐enantiomer, which implies the R‐stereopreference of the lipase and makes the kinetic resolution of flurbiprofen via enzymatic reaction feasible. Chirality 2006. © 2006 Wiley‐Liss, Inc. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library Chirality 19 4 245 249 |
institution |
Open Polar |
collection |
Wiley Online Library |
op_collection_id |
crwiley |
language |
English |
description |
Abstract Immobilized lipase from Candida antarctica (Novozym®435) was employed in the kinetic resolution of racemic flurbiprofen by enantioselective esterification with methanol. It was found that the lipase has the R‐stereopreference and the reaction matches Bi Bi Ping Pong mechanism with dead‐end inhibition of methanol. Furthermore, the R‐stereopreference was analyzed in details from the aspects of enzymatic kinetic mechanism and reaction activation energy of both enantiomers. The R‐enantiomer shows lower activation energy and higher maximum reaction rate than the S‐enantiomer, which implies the R‐stereopreference of the lipase and makes the kinetic resolution of flurbiprofen via enzymatic reaction feasible. Chirality 2006. © 2006 Wiley‐Liss, Inc. |
format |
Article in Journal/Newspaper |
author |
Zhang, Hua Yun Wang, Xin Ching, Chi Bun |
spellingShingle |
Zhang, Hua Yun Wang, Xin Ching, Chi Bun R‐stereopreference analysis of lipase Novozym®435 in kinetic resolution of flurbiprofen |
author_facet |
Zhang, Hua Yun Wang, Xin Ching, Chi Bun |
author_sort |
Zhang, Hua Yun |
title |
R‐stereopreference analysis of lipase Novozym®435 in kinetic resolution of flurbiprofen |
title_short |
R‐stereopreference analysis of lipase Novozym®435 in kinetic resolution of flurbiprofen |
title_full |
R‐stereopreference analysis of lipase Novozym®435 in kinetic resolution of flurbiprofen |
title_fullStr |
R‐stereopreference analysis of lipase Novozym®435 in kinetic resolution of flurbiprofen |
title_full_unstemmed |
R‐stereopreference analysis of lipase Novozym®435 in kinetic resolution of flurbiprofen |
title_sort |
r‐stereopreference analysis of lipase novozym®435 in kinetic resolution of flurbiprofen |
publisher |
Wiley |
publishDate |
2006 |
url |
http://dx.doi.org/10.1002/chir.20347 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fchir.20347 https://onlinelibrary.wiley.com/doi/pdf/10.1002/chir.20347 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
Chirality volume 19, issue 4, page 245-249 ISSN 0899-0042 1520-636X |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/chir.20347 |
container_title |
Chirality |
container_volume |
19 |
container_issue |
4 |
container_start_page |
245 |
op_container_end_page |
249 |
_version_ |
1810494683124596736 |