Oxyfunctionalization of ɑ- and β-Pinene by Selected Basidiomycetes

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Authors

  • Dagmar Busmann
  • Ralf Günter Berger

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Original languageEnglish
Pages (from-to)545-552
Number of pages8
JournalZeitschrift fur Naturforschung - Section C Journal of Biosciences
Volume49
Issue number9-10
Publication statusPublished - Oct 1994

Abstract

Several strains of basidiomycetes were examined for their ability to transform ɑ- and (ß-pinene in agitated submerged, cultures. Four major metabolites of ß-pinene (verbenol, verbenone, myrtenol, and trans-pinocarveol) and three main metabolites of (ß-pinene (1,4-cineol, myrtenol, and trans-pinocarveol) were isolated from the fermentation, broth. The metabolic pathways included allylic oxidation, oxidative cleavage and further regioselective, oxidation. Ganoderma applanatum was found to carry out the stereoselective allylic hydroxylation of ß-pinene to verbenol, and of (ß-pinene to trans-pinocarveol in trans position to the C-C, bridge. The optimal conditions of the bioreaction were established with respect to substrate concentration, incubation time and conversion, time. Due to growth inhibition caused by elevated substrate concentration, the bioconversion of (ß-pinene required pre-grown, cultures. Generally, mycelial pellet cultures were supplemented with the terpene substrate when a residual glucose content of 50% was, reached. Depending on strain this point was reached after about 48 h. An incubation period of two to three days gave best, yields. The transient accumulation of oxygenated products apparently reflected different reaction velocities of the successive catabolic, steps.

Keywords

    Basidiomycetes, Bioconversion, Cineol, Pinene, Transformation

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Oxyfunctionalization of ɑ- and β-Pinene by Selected Basidiomycetes. / Busmann, Dagmar; Berger, Ralf Günter.
In: Zeitschrift fur Naturforschung - Section C Journal of Biosciences, Vol. 49, No. 9-10, 10.1994, p. 545-552.

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title = "Oxyfunctionalization of ɑ- and β-Pinene by Selected Basidiomycetes",
abstract = "Several strains of basidiomycetes were examined for their ability to transform ɑ- and ({\ss}-pinene in agitated submerged, cultures. Four major metabolites of {\ss}-pinene (verbenol, verbenone, myrtenol, and trans-pinocarveol) and three main metabolites of ({\ss}-pinene (1,4-cineol, myrtenol, and trans-pinocarveol) were isolated from the fermentation, broth. The metabolic pathways included allylic oxidation, oxidative cleavage and further regioselective, oxidation. Ganoderma applanatum was found to carry out the stereoselective allylic hydroxylation of {\ss}-pinene to verbenol, and of ({\ss}-pinene to trans-pinocarveol in trans position to the C-C, bridge. The optimal conditions of the bioreaction were established with respect to substrate concentration, incubation time and conversion, time. Due to growth inhibition caused by elevated substrate concentration, the bioconversion of ({\ss}-pinene required pre-grown, cultures. Generally, mycelial pellet cultures were supplemented with the terpene substrate when a residual glucose content of 50% was, reached. Depending on strain this point was reached after about 48 h. An incubation period of two to three days gave best, yields. The transient accumulation of oxygenated products apparently reflected different reaction velocities of the successive catabolic, steps.",
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AU - Busmann, Dagmar

AU - Berger, Ralf Günter

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