title: 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.
authors.affiliation: Departamento de Sistemas Biológicos, Universidad Autónoma Metropolitana Unidad Xochimilco, Calzada del Hueso No. 1100, Col. Villa Quietud, Delegación Coyoacán, C.P. 04960 México, DF, México.
authors.forename: Ricardo
authors.initials: R
authors.lastname: Lievano
authors.forename: Herminia Inés
authors.initials: HI
authors.lastname: Pérez
authors.forename: Norberto
authors.initials: N
authors.lastname: Manjarrez
authors.forename: Aida
authors.initials: A
authors.lastname: Solís
authors.forename: Myrna
authors.initials: M
authors.lastname: Solís-Oba
mesh_terms: D000577:Amides / Q000737:chemistry*; D000581:Amidohydrolases / Q000378:metabolism; D001426:Bacterial Proteins / Q000378:metabolism; D055162:Biocatalysis; D001711:Biotransformation; D006836:Hydro-Lyases / Q000378:metabolism; D006868:Hydrolysis; D007052:Ibuprofen / Q000031:analogs & derivatives* / Q000737:chemistry*; D009570:Nitriles / Q000737:chemistry*; D009615:Nocardia / Q000201:enzymology / Q000378:metabolism*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D001426:Bacterial Proteins; D009570:Nitriles; D000581:Amidohydrolases; D006836:Hydro-Lyases; C048831:nitrile hydratase; D007052:Ibuprofen