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Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276

descriptionPublicationkeyboard_double_arrow_right Article , Other literature type 12 Mar 2012Publisher:MDPI AGJournal:Molecules, volume 17, pages 3,148-3,154 (eissn: 1420-3049, Copyright policy )
Authors: Herminia I. Pérez; Aida Solís; Ricardo Lievano; Myrna Solís-Oba; Norberto Manjarrez;

doi: 10.3390/molecules17033148

pmid: 22410421

pmc: PMC6268212

Hydrolysis of Ibuprofen Nitrile and Ibuprofen Amide and Deracemisation of Ibuprofen Using Nocardia corallina B-276

Abstract

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.

Related Organizations
Keywords

Nocardia corallina, Hydrolysis, amidase, <em>Nocardia corallina</em>; deracemisation; ibuprofen; nitrile hydratase; amidase, Organic chemistry, nitrile hydratase, Ibuprofen, Stereoisomerism, Amides, Article, Nocardia, Amidohydrolases, deracemisation, QD241-441, Bacterial Proteins, Nitriles, Biocatalysis, Biotransformation, Hydro-Lyases, ibuprofen

  • BIP!
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    citations
    This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
    		 9
    popularity
    This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
    		 Average
    influence
    This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
    		 Average
    impulse
    This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
    		 Top 10%
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citations
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
9
Average
Average
Top 10%
Green
gold