Biotransformation of linalool to furanoid and pyranoid linalool oxides by Aspergillus niger.
Biotransformation of (+/-)-linalool with submerged shaking cultures of Aspergillus niger, particularly A. niger ATCC 9142, yielded a mixture of cis- and trans-furanoid linalool oxide (yield 15-24%) and cis- and trans-pyranoid linalool oxide (yield 5-9%). Biotransformation of (R)-(-)-linalool with the same strain yielded almost pure trans-furanoid and trans-pyranoid linalool oxide (ee > 95). These conversions were purely biocatalytic, since in acidified water (pH < 3.5) almost 50% linalool was recovered unchanged, the rest was lost by evaporation. The biotransformation was also carried out with growing surface cultures.
Demyttenaere
J C
JC
Department of Organic Chemistry, Faculty of Agricultural and Applied Biological Sciences, Gent, Belgium. Jan.Demyttenaere@rug.ac.be
Willemen
H M
HM
D000080462:Acyclic Monoterpenes; D001234:Aspergillus niger / Q000378:metabolism*; D001711:Biotransformation; D007306:Insecticides / Q000378:metabolism; D015394:Molecular Structure; D039821:Monoterpenes; D010087:Oxides / Q000378:metabolism*; D010944:Plants; D013729:Terpenes / Q000378:metabolism*
D000080462:Acyclic Monoterpenes; D007306:Insecticides; D039821:Monoterpenes; D010087:Oxides; D013729:Terpenes; C018584:linalool