Within the framework of a large-scale screening carried out on 146 yeasts of environmental origin, 16 strains (11% of the total) exhibited the ability to biotransform (4S)-(+)-carvone. Such positive yeasts, belonging to 14 species of 6 genera (Candida, Cryptococcus, Hanseniaspora, Kluyveromyces, Pichia andSaccharomyces), were thus used under different physiological state (growing, resting and lyophilised cells). Yields (expressed as% of biotransformation) varied from 0.14 to 30.04%, in dependence of both the strain and the physiological state of the cells. Products obtained from reduction of (4S)-(+)-carvone were1S,4S- and 1R,4S-dihydrocarvone, (1S,2S,4S)-, (1S,2R,4S)- and (1R,2S,4S)-dihydrocarveol. Only traces of (1R,2R,4S)-dihydrocarveol were observed in a few strains. As far as the stereoselectivity of the biocatalysis, with the sole exception of a few strains, the use of yeasts determined the prevalent accumulation of 1S,4S-isomers [(1S,4S)-dihydrocarvone + (1S,2S,4S)-dihydrocarveol + (1S,2R,4S)-dihydrocarveol].The addition of glucose (acting as auxiliary substrate for cofactor-recycling system) to lyophilised yeast cells determined a considerable increase of biocatalytic activity: in particular, two strains showed a surprising increase of the% of biotransformation of (4S)-(+)-carvone (to values >98%).

Biotransformation of electron-poor alkenes by yeasts: asymmetric reduction of (4S)-(+)-carvone by yeast enoate reductases / M., Goretti; Ponzoni, Chiara; Caselli, Elisa; E., Marchigiani; Cramarossa, Maria Rita; B., Turchetti; P., Buzzini; Forti, Luca. - In: ENZYME AND MICROBIAL TECHNOLOGY. - ISSN 0141-0229. - STAMPA. - 45:6-7(2009), pp. 463-468. [10.1016/j.enzmictec.2009.09.004]

Biotransformation of electron-poor alkenes by yeasts: asymmetric reduction of (4S)-(+)-carvone by yeast enoate reductases

PONZONI, Chiara;CASELLI, ELISA;CRAMAROSSA, Maria Rita;FORTI, Luca
2009

Abstract

Within the framework of a large-scale screening carried out on 146 yeasts of environmental origin, 16 strains (11% of the total) exhibited the ability to biotransform (4S)-(+)-carvone. Such positive yeasts, belonging to 14 species of 6 genera (Candida, Cryptococcus, Hanseniaspora, Kluyveromyces, Pichia andSaccharomyces), were thus used under different physiological state (growing, resting and lyophilised cells). Yields (expressed as% of biotransformation) varied from 0.14 to 30.04%, in dependence of both the strain and the physiological state of the cells. Products obtained from reduction of (4S)-(+)-carvone were1S,4S- and 1R,4S-dihydrocarvone, (1S,2S,4S)-, (1S,2R,4S)- and (1R,2S,4S)-dihydrocarveol. Only traces of (1R,2R,4S)-dihydrocarveol were observed in a few strains. As far as the stereoselectivity of the biocatalysis, with the sole exception of a few strains, the use of yeasts determined the prevalent accumulation of 1S,4S-isomers [(1S,4S)-dihydrocarvone + (1S,2S,4S)-dihydrocarveol + (1S,2R,4S)-dihydrocarveol].The addition of glucose (acting as auxiliary substrate for cofactor-recycling system) to lyophilised yeast cells determined a considerable increase of biocatalytic activity: in particular, two strains showed a surprising increase of the% of biotransformation of (4S)-(+)-carvone (to values >98%).
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Biotransformation of electron-poor alkenes by yeasts: asymmetric reduction of (4S)-(+)-carvone by yeast enoate reductases / M., Goretti; Ponzoni, Chiara; Caselli, Elisa; E., Marchigiani; Cramarossa, Maria Rita; B., Turchetti; P., Buzzini; Forti, Luca. - In: ENZYME AND MICROBIAL TECHNOLOGY. - ISSN 0141-0229. - STAMPA. - 45:6-7(2009), pp. 463-468. [10.1016/j.enzmictec.2009.09.004]
M., Goretti; Ponzoni, Chiara; Caselli, Elisa; E., Marchigiani; Cramarossa, Maria Rita; B., Turchetti; P., Buzzini; Forti, Luca
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11380/622946
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