Formation of polyhydroxylated isoflavones from the soybean seed isoflavones daidzein and glycitein by bacteria isolated from tempe.
Five tempe-derived bacterial strains identified as Micrococcus or Arthrobacter species were shown to transform the soybean isoflavones daidzein and glycitein to polyhydroxylated isoflavones by different hydroxylation reactions. All strains converted glycitein and daidzein to 6,7,4'-trihydroxyisoflavone (factor 2) and the latter substrate also to 7,8,4'-trihydroxyisoflavone. Three strains transformed daidzein to 7,8,3',4'-tetrahydroxyisoflavone and 6,7,3',4'-tetrahydroxyisoflavone. In addition, two strains formed 6,7,8,4'-tetrahydroxyisoflavone from daidzein. Conversion of glycitein by these two strains led to the formation of factor 2 and 6,7,3',4'-tetrahydroxyisoflavone. The structures of these transformation products were elucidated by spectroscopic techniques and chemical degradation.
Klus
K
K
Institut für Biochemie und Biotechnologie der Pflanzen, Westfälische Wilhelms-Universität, Hindenburgplatz 55, D-48143 Münster, Germany.
Barz
W
W
D001173:Arthrobacter / Q000302:isolation & purification / Q000378:metabolism; D001711:Biotransformation; D005285:Fermentation; D006900:Hydroxylation; D007529:Isoflavones / Q000737:chemistry / Q000378:metabolism*; D007700:Kinetics; D008837:Micrococcus / Q000302:isolation & purification / Q000378:metabolism; D012639:Seeds / Q000378:metabolism / Q000382:microbiology; D013025:Glycine max / Q000378:metabolism* / Q000382:microbiology*
D007529:Isoflavones; C004742:daidzein; C086566:glycitein