249
Views
9
CrossRef citations to date
0
Altmetric
ORIGINAL ARTICLE

Bioconversion of β-myrcene to perillene by Pleurotus ostreatus

Pages 288-295 | Received 07 Jun 2007, Published online: 11 Jul 2009

References

  • Baser KHC, Demirci B, Dönmez AA. Composition of the essential oil Perilla frutescens (L.) britton from Turkey. Flavour Fragr J 2003; 18: 122–123
  • Berger RG, Krings U, Zorn H. Biotechnological flavour generation. Food Flavour Technology, AJ Taylor. Sheffield Academic Press, Sheffield 2002; 60–104
  • Biernacki W. A facile synthesis of methyl (±)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoate, the insect Juvenile hormone III. Pol J Chem 1980; 54: 777–780
  • Brauer B. Biotechnologische Veredelung von terpenhaltigen Reststofffraktionen der citrusverarbeitenden Industrie zu hochwertigen Duft- und Aromastoffen. Dissertation, Hannover University. 2004
  • Busmann D, Berger RG. Conversion of myrcene by submerged cultured basidiomycetes. J Biotechnol 1994; 37: 39–43
  • Demyttenaere JCR. Biotransformation of terpenoids by microorganisms. Studies in natural product chemistry, Part F, HEJ Atta-ur-Rahman. Elsevier Science Ltd, New York 2001; 25: 125–178
  • Eisfelder W, Weyerstahl P. Terpene und Terpen-Derivate, V: Diels-Alder Reaktion von Myrcen mit Isopren. Liebigs Ann Chem 1977; 6: 988–998
  • Faber K. Biotransformations in Organic Chemistry. Springer-Verlag, Berlin 2004
  • Fauchet V, Arreguy-San Miguel B, Taran M, Delmond B. Epoxides from myrcene: New versatile tools for the synthesis of functionalized acyclic terperoids. Synth Commun 1999; 29: 3673–3684
  • Franke W, Schulz S. Pheromones. Comprehensive Natural Products Chemistry 8, K Mori. Elsevier Science B.V, Amsterdam 1999; 197–261
  • Hayashi N, Komae H. Thermal polymerisation of β-myrcene. Chem Ind 1982; 7: 548–549
  • Honda G, Yuba A, Nishizawa A, Tabata M. Genetic control of geranial formation in Perilla frutescens. Biochem Genet 1994; 32: 155–159
  • Kaspera R, Krings U, Nanzad T, Berger RG. Bioconversion of (+)-valencene in submerged cultures of the ascomycete Chaetomium globosum. Appl Microbiol Biotechnol 2005; 67: 477–483
  • Kite GC, Leon C. Volatile compounds emitted from flowers and leaves of Brugmansia candida (Solanaceae). Phytochemistry 1995; 40: 1093–1095
  • Krings U, Hardebusch B, Albert D, Berger RG, Maróstica M, Jr, Pastore GM. Odor-active alcohols from the fungal transformation of α-farnesene. J Agric Fd Chem 2006; 54: 9079–9084
  • Majetich G, Wang Y, Li Y, Vohs JK, Robinson GH. A synthesis of (+)-Salvadione—A. Org Lett 2003; 5: 3847–3850
  • Matsumoto M, Kondo K. Sensitized photooxygenation of linear monoterpene bearing conjugated double bonds. J Org Chem 1975; 41: 2259–2260
  • Matsumoto M, Dobashi S, Kuroda K, Kondo K. Sensitized photo-oxygenation of acyclic conjugated dienes. Tetrahedron 1985; 41: 2147–2154
  • Ohloff G. 1994. Scent and Fragrances. Berlin: Springer-Verlag.
  • Onken J, Berger RG. Effects of R-(+) limonene on submerged cultures of the terpene transforming basidiomycete Pleurotus sapidus. J Biotechnol 1999; 69: 163–168
  • Pinkos R, Fischer R, Müller U. 1994. Verfahren zur Herstellung von Butendiolen und Butendiol-Derivaten in Gegenwart oxidischer Katalysatoren. DE 4429699 A1.
  • Rowan DD, Hunt MB, Fielder S, Norris J, Sherburn MS. Conjugated triene oxidation products of α-farnesene induce symptoms of superficial scald on stored apples. J Agric Fd Chem 2001; 49: 2780–2787
  • Shimizu N, Tarui H, Mori N, Nishida R. (E)-2-(2-Hydroxyethylidene)-6-methyl-5-heptenal (α-acariolal) and (E)-2-(2-hydroxyethyl)-6-methyl-2,5-heptadienal (β-acariolal), two new types of isomeric monoterpenes from Caloglyphus polyphyllae (Acari: Acaridae). Biosci Biotechnol Biochem 2003; 67: 308–313
  • Schrader J, Berger RG. 2001. Biotechnological production of terpenoid flavor and fragrance compounds. In: Rehm HJ Biotechnology, Vol. 10: Special Processes. Weinheim: Wiley-VCH, pp. 374–422.
  • Stolle A, Brauns C, Nüchter M, Ondruschka B, Bonrath W, Findeisen M. Thermal behavior of selected C10H16 monoterpenes. Eur J Org Chem 2006; 15: 3317–3325
  • Suzuki T, Haga K, Kuwahara Y. Anal secretion of thrips I. Identification of perillene from Leeuwenia pasanii (Thysanoptera: Plaeothripidae). Appl Ent Zool 1986; 21: 461–466
  • Tarui H, Mori N, Ritsuo N, Okabe K, Kuwahara Y. 3-(4-Methyl-3-pentenyl)-2(5H)-furanone, α,α-acariolide and 4-(4-methyl-3-pentenyl)-2(5H)-furanone, α,β-acariolide: New monoterpene lactones from the astigmatid mites, Schwiebea araujoae and Rhizoglyphus sp. (Astigmata: Acaridae). Biosci Biotechnol Biochem 2002; 66: 135–140
  • Taskova RM, Zorn H, Krings U, Berger RG. A comparison of cell wall disruption techniques for the isolation of intracellular metabolites from Pleurotus and Lepista sp. Z Naturforsch 2006; C61: 347–350
  • Thappa RK, Agarwal SG, Kapahi BK, Srivastava TNJ. Chemosystematics of the Himalayan Elsholtzia. Essent Oil Res 1999; 11: 97–103
  • Trost BM, Curran DP. Chemoselective oxidation of sulfides to sulfones. Tetrahedr Lett 1981; 22: 1287–1290
  • Yamazaki Y, Hayashi Y, Hori N, Mikami Y. Microbial conversion of β-myrcene by Aspergillus niger. Agric Biol Chem 1988; 52: 2921–2922
  • Yuba A, Yazaki K, Tabata M, Honda G, Croteau R. cDNA cloning, characterization and functional expression of 4S-(-)-limonene synthase from Perilla frutescens. Arch Biochem Biophys 1996; 21: 280–287

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.