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Reviewing the Polyolefin Cyclization Reaction of the C35 Polyprene Catalyzed by Squalene‐Hopene Cyclase
Authors:Tsutomu Hoshino Prof  Yuko Kumai  Tsutomu Sato
Institution:Department of Applied Biological Chemistry, Faculty of Agriculture and Graduate School of Science and Technology, Niigata University, Ikarashi 2‐8050, Nishi‐ku, Niigata 950‐2181 (Japan), Fax: (+81)?25‐262‐6854
Abstract:A review of the polycyclization reaction of the C35 polyprenoid by squalene‐hopene cyclase: Surprisingly, our results completely disagree with a previous publication in which it was reported that a hexacyclic skeleton was constructed as the single product. In our work many tri‐ and tetracyclic scaffolds were isolated, but no penta‐ or hexacycles. The reasons for the different results and the mechanism of the polycyclization reaction are discussed (see figure).
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Keywords:alkenes  cyclization  enzyme catalysis  polycycles  terpenoids
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