Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276
A novel application of whole cells of Nocardia corallina B-276 for the deracemisation of ibuprofen is reported. This microorganism successfully hydrolysed ibuprofen nitrile to ibuprofen amide, and ibuprofen amide to ibuprofen, using a suspension of cells in a potassium phosphate buffer solution (0.1...
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MDPI AG
2012-03-01
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author | Myrna Solís-Oba Norberto Manjarrez Aida Solís Ricardo Lievano Herminia Inés Pérez |
author_facet | Myrna Solís-Oba Norberto Manjarrez Aida Solís Ricardo Lievano Herminia Inés Pérez |
author_sort | Myrna Solís-Oba |
collection | DOAJ |
description | A novel application of whole cells of Nocardia corallina B-276 for the deracemisation of ibuprofen is reported. This microorganism successfully hydrolysed ibuprofen nitrile to ibuprofen amide, and ibuprofen amide to ibuprofen, using a suspension of cells in a potassium phosphate buffer solution (0.1 M, pH = 7.0). These results can be explained by the presence of NHase and amidase enzymes, but the reactions are not enantioselective and low ee values were obtained. However, (R)-ibuprofen was isolated with >99% ee by a deracemisation process catalysed by N. corallina B-276. This is the first report of this kind of catalysis with this microorganism. |
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issn | 1420-3049 |
language | English |
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spelling | doaj.art-bbe14da6513543aaa07cb015d061f78b2022-12-21T23:56:01ZengMDPI AGMolecules1420-30492012-03-011733148315410.3390/molecules17033148Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276Myrna Solís-ObaNorberto ManjarrezAida SolísRicardo LievanoHerminia Inés PérezA novel application of whole cells of Nocardia corallina B-276 for the deracemisation of ibuprofen is reported. This microorganism successfully hydrolysed ibuprofen nitrile to ibuprofen amide, and ibuprofen amide to ibuprofen, using a suspension of cells in a potassium phosphate buffer solution (0.1 M, pH = 7.0). These results can be explained by the presence of NHase and amidase enzymes, but the reactions are not enantioselective and low ee values were obtained. However, (R)-ibuprofen was isolated with >99% ee by a deracemisation process catalysed by N. corallina B-276. This is the first report of this kind of catalysis with this microorganism.http://www.mdpi.com/1420-3049/17/3/3148/Nocardia corallinaderacemisationibuprofennitrile hydrataseamidase |
spellingShingle | Myrna Solís-Oba Norberto Manjarrez Aida Solís Ricardo Lievano Herminia Inés Pérez Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276 Molecules Nocardia corallina deracemisation ibuprofen nitrile hydratase amidase |
title | Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276 |
title_full | Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276 |
title_fullStr | Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276 |
title_full_unstemmed | Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276 |
title_short | Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276 |
title_sort | hydrolysis of ibuprofen nitrile and ibuprofen amide and deracemisation of ibuprofen using nocardia corallina b 276 |
topic | Nocardia corallina deracemisation ibuprofen nitrile hydratase amidase |
url | http://www.mdpi.com/1420-3049/17/3/3148/ |
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