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Effect of methyl branching of C8H18 alkanes and water activity on lipase-catalyzed enantioselective esterification of ibuprofen
Gottemukkala, Vijay V; Saripella, Kalyan K; Kadari, Anil K; Neau, Steven H.
Affiliation
  • Gottemukkala, Vijay V; University of Missouri-Kansas City. School of Pharmacy. Kansas City. US
  • Saripella, Kalyan K; University of the Sciences in Philadelphia. Philadelphia College of Pharmacy. Philadelphia. US
  • Kadari, Anil K; University of Missouri-Kansas City. School of Pharmacy. Kansas City. US
  • Neau, Steven H; University of the Sciences in Philadelphia. Philadelphia College of Pharmacy. Department of Pharmaceutical Sciences. Philadelphia. US
Electron. j. biotechnol ; Electron. j. biotechnol;11(1): 13-25, Jan. 2008. ilus, graf, tab
Article de En | LILACS | ID: lil-522157
Bibliothèque responsable: CL1.1
ABSTRACT
The purpose of this research was to study the effect of the methyl branching of a high log P alkane solvent and the water activity in the organic medium on the initial rate and the enantioselectivity of ibuprofen esterification catalyzed by Candida rugosa lipase. Resolution of ibuprofen is important because S-(+)-ibuprofen has the desired pharmacological activity, whereas the R-(-)-enantiomer causes much of the side effects. The Candida rugosa lipase-catalyzed reaction in isooctane at 40ºC and 0.73 water activity gave the best results, both in terms of the initial reaction rate and the enantioselectivity of the reaction. An increase in water activity allowed a higher reaction rate and enantiomeric excess in each of the four solvents. An increase in methyl branching did not necessarily increase the initial reaction rate, but it allowed a higher enantioselectivity, evidenced by an increase in the substrate enantiomeric excess.
Sujet(s)
Texte intégral: 1 Indice: LILACS Sujet Principal: Ibuprofène / Alcanes langue: En Texte intégral: Electron. j. biotechnol Thème du journal: BIOTECNOLOGIA Année: 2008 Type: Article / Project document
Texte intégral: 1 Indice: LILACS Sujet Principal: Ibuprofène / Alcanes langue: En Texte intégral: Electron. j. biotechnol Thème du journal: BIOTECNOLOGIA Année: 2008 Type: Article / Project document