title: Enzymatic kinetic resolution of racemic ibuprofen: past, present and future.
abstract: This review is a journey concerning the investigations of the kinetic resolution of racemic ibuprofen for the last 20 years. The relevancy of the pharmacological uses of the S( + ) enantiomer along with its higher cost compared with racemic profen are the driving forces of a variety of scientific research studies addressing the enzymatic resolution of ibuprofen through enantiomeric esterification using lipases as biocatalysts. Lipases of fungal sources such as Candida rugosa, Rhizomucor miehei and the lipase B of Candida antarctica have been extensively studied both in homogeneous and heterogeneous (immobilized on solid supports) processes. In this context, the various alcohols and organic co-solvents frequently used in the esterification of racemic ibuprofen are summarized and discussed in this review. Moreover, recent investigations using membranes as reactors coupled with the separation of the desired product and microfluidic devices are presented. Finally, some guidelines about future perspectives regarding the technology of the kinetic resolution of profens and research niches are given.
authors.affiliation: a Centro de Investigación y Desarrollo en Ciencias Aplicadas - Dr. Jorge J. Ronco (CINDECA), Universidad Nacional de La Plata , CONICET, CCT La Plata, Calle 47 No 257, B1900AJK La Plata , Buenos Aires , Argentina.
authors.forename: Carla
authors.initials: C
authors.lastname: José
authors.affiliation: a Centro de Investigación y Desarrollo en Ciencias Aplicadas - Dr. Jorge J. Ronco (CINDECA), Universidad Nacional de La Plata , CONICET, CCT La Plata, Calle 47 No 257, B1900AJK La Plata , Buenos Aires , Argentina.
authors.forename: María Victoria
authors.initials: MV
authors.lastname: Toledo
authors.affiliation: a Centro de Investigación y Desarrollo en Ciencias Aplicadas - Dr. Jorge J. Ronco (CINDECA), Universidad Nacional de La Plata , CONICET, CCT La Plata, Calle 47 No 257, B1900AJK La Plata , Buenos Aires , Argentina.
authors.forename: Laura E
authors.initials: LE
authors.lastname: Briand
mesh_terms: D000438:Alcohols / Q000378:metabolism; D055162:Biocatalysis; D019149:Bioreactors; D004951:Esterification; D005656:Fungal Proteins / Q000378:metabolism; D005658:Fungi / Q000201:enzymology; D007052:Ibuprofen / Q000737:chemistry / Q000378:metabolism*; D007700:Kinetics; D008049:Lipase / Q000378:metabolism; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D005656:Fungal Proteins; D008049:Lipase; D007052:Ibuprofen
keywords: Enantiomeric esterification; ibuprofen; kinetic resolution; lipases