112
Views
1
CrossRef citations to date
0
Altmetric
Original Articles

Biotransformation of α-Isomethylionone to 1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)propan-2-one

, , , &
Pages 1164-1166 | Received 07 Jan 2004, Accepted 06 Feb 2004, Published online: 22 May 2014

  • 1) Ohloff, G., Recent development in the field of naturally occurring aroma components. Fortschr. Chem. Org. Naturst., 35, 431–527 (1978).
  • 2) Prelog, V., and Meier, H. L., Über die biochemische oxidation von β-jonon im tierkorper. Helv. Chim. Acta, 33, 1276–1284 (1950).
  • 3) Ide, H., and Toki, S., Metabolism of β-ionone. Isolation, characterization and identification of the metabolites in the urine of rabbits. Biochem. J., 119, 281–287 (1970).
  • 4) Lutz-Wahl, S., Fischer, P., Schmidt-Dannert, C., Wohlleben, W., Hauer, B., and Schmid, R. D., Stereo- and regioselective hydroxylation of α-ionone by Streptomyces strains. Applied and Enviromental Microbiology, 64, 3878–3881 (1998).
  • 5) Mikami, Y., Watanabe, E., Fukunaga, Y., and Kisaki, T., Formation of 2S-hydroxy-β-ionone and 4ε-hydroxy-β-ionone by microbial hydroxylation of β-ionone. Agric. Biol. Chem., 42, 1075–1077 (1978).
  • 6) Mikami, Y., Fukunaga, Y., Arita, M., and Kisaki, T., Microbial transformation of β-ionone and β-methylionone. Applied and Enviromental Microbiology, 41, 610–617 (1981).
  • 7) Yamazaki, Y., Hayashi, Y., Arita, M., Hieda, T., and Mikami, Y., Microbial conversion of α-ionone, α-methylionone, and α-isomethylionone. Applied and Enviromental Microbiology, 54, 2354–2360 (1988).
  • 8) Krasnobajew, V., and Helmlinger, D., Fermentation of fragrances: Biotransformation of β-ionone by Lasiodiplodia theobromae. Helv. Chim. Acta, 65, 1590-1601 (1982).
  • 9) Mori, K., and Puapoomchareon, P., Preparative bioorganic chemistry.15. Preparation of optically pure 2,4,4-trimethyl-2-cyclohexen-1-ol, a new and versatile chiral building block in terpene synthesis. Liebigs Ann. Chem., 1053–1056 (1991).
  • 10) Julia, S., Julia, M., Linares, H., and Blondel, J. C., Synthèse d’α-et γ-cyclohomocitrals substitutés, des cétones et des alcohols correspondants. Bull. Soc. Chim. France, 1952–1959 (1962).
  • 11) Bicchi, C., Artuffo, G., D’Amato, A., Manzin, V., Galli, A., and Galli, M., Cyclodextrin derivatives in the GC separation of racemic mixtures of volatile compounds, Part V: Heptakis 2,6-dimethyl-3-pentyl-β-cyclodextrins. HRC, 15, 710–714 (1992).

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.