酵素による炭素-炭素結合形成反応と有機合成への応用

概要

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A number of artificially modified substrates for prenyltransferases were designed, including Z-3- methyl-3-pentenyl diphosphate and its E-isomer, , which could be converted into the R- and S enantiomers of 4-methyl-E, E- farnesol, respectively. Chiral synthesis and configurational determination of faranal and 4-methyl juvenile hormone I were achieved by exploiting the stereospecificity of farnesyl diphosphate synthase (FPS) reaction. Molecular cloning and overexpression of the gene for thermostable FPS made it possible to produce sufficient amounts of crystals of the enzyme. Site-directed mutagenesis studies were conducted extensively with FPS, providing detailed information about essential amino acid residues involved in catalysis and substrate binding. Based on these results coupled with those from studies with artificial substrates, a hypothetical mechanism is proposed for the FPS reaction.
社団法人有機合成化学協会の論文