Regio- and stereoselective fungal oxyfunctionalisation of limonenes

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dc.identifier.uri Kaspera, Rüdiger Krings, Ulrich Pescheck, Michael Sell, Dieter Schrader, Jens Berger, Ralf Günter 2017-11-24T12:08:37Z 2017-11-24T12:08:37Z 2005
dc.identifier.citation Kaspera, R.; Krings, U.; Pescheck, M.; Sell, D.; Schrader, J. et al.: Regio- and stereoselective fungal oxyfunctionalisation of limonenes. In: Zeitschrift für Naturforschung - Section C Journal of Biosciences 60 (2005), Nr. 5-6, S. 459-466. DOI:
dc.description.abstract Selective transformations of limonene by asco- and basidiomycetes were investigated. On the shake flask scale, Penicillium citrinum hydrated R-(+)-limonene to α-terpineol [83% regioselectivity (rs), more than 80 mg l-1 product yield], and Gongronella butleri catalysed the terminal oxidation to yield perillyl alcohol (60% rs, 16 mg l-1). On the laboratory bioreactor scale, Penicillium digitatum produced a peak concentration of 506 mg α-terpineol l-1 in the fed-batch mode, equivalent to a theoretical yield of 67%, and no volatile by-products were found. Fusarium proliferatum transformed R-(+)-limonene enantiospecifically to cis-(+)-carveol (98.6% ee, more than 35 mg l-1 product yield) and S-(-)-limonene predominantly to trans-(-)-carveol (96.3% ee). Pleurotus sapidus selectively dehydrogenised the accumulating trans-(-)-carveol to the corresponding enantiopure R-(-)-carvone. The results show that a careful selection of strain and bioprocess parameters may improve both the yield and the optical purity of a desired product. eng
dc.language.iso eng
dc.publisher Berlin : De Gruyter
dc.relation.ispartofseries Zeitschrift für Naturforschung - Section C Journal of Biosciences 60 (2005), Nr. 5-6
dc.rights CC BY-NC-ND 3.0
dc.subject Limonene eng
dc.subject Oxyfunctionalisation eng
dc.subject Stereoselectivity eng
dc.subject cyclohexene derivative eng
dc.subject limonene eng
dc.subject terpene eng
dc.subject article eng
dc.subject Ascomycetes eng
dc.subject Basidiomycetes eng
dc.subject biotransformation eng
dc.subject metabolism eng
dc.subject oxidation reduction reaction eng
dc.subject structure activity relation eng
dc.subject Ascomycota eng
dc.subject Basidiomycota eng
dc.subject Biotransformation eng
dc.subject Cyclohexenes eng
dc.subject Oxidation-Reduction eng
dc.subject Structure-Activity Relationship eng
dc.subject Terpenes eng
dc.subject Basidiomycota eng
dc.subject Fusarium proliferatum eng
dc.subject Gongronella butleri eng
dc.subject Penicillium citrinum eng
dc.subject Penicillium digitatum eng
dc.subject Pleurotus eng
dc.subject Pleurotus sapidus eng
dc.subject.ddc 570 | Biowissenschaften, Biologie ger
dc.title Regio- and stereoselective fungal oxyfunctionalisation of limonenes
dc.type article
dc.type Text
dc.relation.essn 1865-7125
dc.relation.issn 0939-5075
dc.bibliographicCitation.issue 5-6
dc.bibliographicCitation.volume 60
dc.bibliographicCitation.firstPage 459
dc.bibliographicCitation.lastPage 466
dc.description.version publishedVersion
tib.accessRights frei zug�nglich

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