Biotransformation of (+/-)-2-methylcyclohexanone by fungi

Mai Kawamoto; Takamitsu Utsukihara; Chika Abe; Michiko Sato; Michihiko Saito; Masahiro Koshimura; Nakahide Kato; C Akira Horiuchi

doi:10.1007/s10529-008-9729-y

Biotransformation of (+/-)-2-methylcyclohexanone by fungi

Biotechnol Lett. 2008 Sep;30(9):1655-60. doi: 10.1007/s10529-008-9729-y. Epub 2008 Apr 22.

Authors

Mai Kawamoto¹, Takamitsu Utsukihara, Chika Abe, Michiko Sato, Michihiko Saito, Masahiro Koshimura, Nakahide Kato, C Akira Horiuchi

Affiliation

¹ Department of Chemistry, Rikkyo (St. Paul's) University, 3-34-1 Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501, Japan.

PMID: 18427929
DOI: 10.1007/s10529-008-9729-y

Abstract

The biotransformation of 2-methylcyclohexanone (1) using 16 fungal strains and some mushroom cultures was investigated. Fusarium sp. was one of the effective biocatalysts for oxidoreduction of 2-methylcyclohexanone (1). cis-2-Methylcyclohexanol (2a) was isomerized to trans-2-methylcyclohexanol (2b) by Fusarium sp. In addition, the corresponding lactones 3 was obtained by Baeyer-Villiger oxidation using Fusarium sp. AP-2 (46%, 94% ee).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Biotransformation
Catalysis
Cyclohexanones / chemistry
Cyclohexanones / metabolism*
Fusarium / metabolism*
Oxidation-Reduction
Time Factors

Substances

Cyclohexanones
2-methylcyclohexanone