Journal of Chemical Technology and Biotechnology, Vol.75, No.2, 143-146, 2000
Biological stereoselective reduction of 4-methylcyclohexanone and 4-ethylcyclohexanone by anthracnose fungi
The biotransformations of 4-methylcyclohexanone and 4-ethylcyclohexanone were investigated using 10 kinds of anthracnose fungi as biocatalysts, 4-Methylcyclohexanone and 4-ethylcyclohexanone were reduced to the corresponding cis- and trans-alcohols respectively. In the case of 4-methylcyclohexanone, it was transformed to mainly trans-4-methylcyclohexanol by all the fungi examined. In particular, the ratio of cis- and trans-alcohol products was shown to be 1:81 with high stereoselectivity by Colletotrichum lagenarium after a 7-day incubation period. The biotransformation of 4-ethylcyclohexanone by C lagenarium, C dematium MAFF410046, C trifolii MAFF305389, C fragariae, C atramentarium MAFF712102, C lindemuthianum (C-l), C lindemuthianum (C-3) and C lindemuthianum (C-13) produced mainly trans-4-ethylcyclohexanol. On the other hand, cis-alcohol was formed with stereoselectivity by Glomerella cingulata and C graminicola MAFF305460.