title: Bioconversion of R-(+)-limonene to perillic acid by the yeast Yarrowia lipolytica.
abstract: Perillyl derivatives are increasingly important due to their flavouring and antimicrobial properties as well as their potential as anticancer agents. These terpenoid species, which are present in limited amounts in plants, may be obtained via bioconversion of selected monoterpene hydrocarbons. In this study, seventeen yeast strains were screened for their ability to oxidize the exocyclic methyl group in the p-menthene moiety of limonene into perillic acid. Of the yeast tested, the highest efficiency was observed for Yarrowia lipolytica ATCC 18942. The conversion of R (+)-limonene by Y. lipolytica was evaluated by varying the pH (3 to 8) and the temperature (25 to 30 °C) in a reaction medium containing 0.5% v/v limonene and 10 g/L of stationary phase cells (dry weight). The best results, corresponding to 564 mg/L of perillic acid, were obtained in buffered medium at pH 7.1 that was incubated at 25 °C for 48 h. The stepwise addition of limonene increased the perillic acid concentration by over 50%, reaching 855 mg/L, whereas the addition of glucose or surfactant to the reaction medium did not improve the bioconversion process. The use of Y. lipolytica showed promise for ease of further downstream processing, as perillic acid was the sole oxidised product of the bioconversion reaction. Moreover, bioprocesses using safe and easy to cultivate yeast cells have been favoured in industry.
authors.affiliation: Instituto de Tecnologia em Fármacos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ, Brazil.
authors.forename: Maria Antonieta
authors.initials: MA
authors.lastname: Ferrara
authors.affiliation: Instituto de Tecnologia em Fármacos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ, Brazil.
authors.forename: Débora S
authors.initials: DS
authors.lastname: Almeida
authors.affiliation: Instituto de Tecnologia em Fármacos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ, Brazil.
authors.forename: Antonio C
authors.initials: AC
authors.lastname: Siani
authors.affiliation: Instituto de Tecnologia em Fármacos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ, Brazil.
authors.forename: Leonardo
authors.initials: L
authors.lastname: Lucchetti
authors.affiliation: Instituto de Tecnologia em Fármacos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ, Brazil.
authors.forename: Paulo S B
authors.initials: PS
authors.lastname: Lacerda
authors.affiliation: Instituto de Tecnologia em Fármacos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ, Brazil.
authors.forename: André
authors.initials: A
authors.lastname: Freitas
authors.affiliation: Instituto de Tecnologia em Fármacos, Fundação Oswaldo Cruz, Rio de Janeiro, RJ, Brazil.
authors.forename: Marcelo R R
authors.initials: MR
authors.lastname: Tappin
authors.affiliation: Instituto de Química, Universidade Federal do Rio de Janeiro, Ilha do Fundão, Rio de Janeiro, RJ, Brazil.
authors.forename: Elba P S
authors.initials: EP
authors.lastname: Bon
mesh_terms: D001711:Biotransformation; D003470:Culture Media / Q000737:chemistry; D053138:Cyclohexenes / Q000378:metabolism*; D006863:Hydrogen-Ion Concentration; D000077222:Limonene; D039821:Monoterpenes / Q000378:metabolism*; D010084:Oxidation-Reduction; D013696:Temperature; D013729:Terpenes / Q000378:metabolism*; D025062:Yarrowia / Q000378:metabolism*
chemical_list: D003470:Culture Media; D053138:Cyclohexenes; D039821:Monoterpenes; D013729:Terpenes; C078706:perillic acid; D000077222:Limonene
keywords: Yarrowia lipolytica; bioconversion; limonene; perillic acid