Development of Microbial Enzymatic Catalysts towards the Chemo-Enzymatic Synthesis of Bioactive Substances

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An important aspect in the enzyme-catalyzed production of chemicals is the complementary and synergistic use of chemo-enzymatic procedure so that we can draw a reasonable and straightforward blueprint towards the target molecules. Needless to say, a remarkable advantage is that enzymes are the catalysts whose supply from microorganisms, animals, and plants never quit, as the resources can be reproduced in a self-production manner.In this study supported by the grant-in-aid (2002-2003), the achievements were ; 1) lipase-mediated kinetic resolution of heterocyclic amino acids including N-protected forms of proline and N-protected forms of indolinecarboxyolic acid ; 2) Asymmetrization of prochira diketones by means of a yeast (Torulaspora delbrueckii) catalyzed reduction to provide enantiomerically pure cyclic hemiacetals ; 3) Radical-mediated conversion of the cyclic acetals to α-alkenyl-substituted β-hydroxycyclohexanone, which would be the starting material of terpenoids such as tryptocallols and madindolines ; 4) substrate specificity study and long-term preservable cell preparation of the above new biocatalyt, Torulaspora delbrueckii ; 5) combination of electroorganic chemistry (constant current electrolysis) and enzyme-catalyzed desymmetrization of a prochiral diester to give the key intermediate of natural occurring bioactive product, such as helianulol E.