Squalene–hopene cyclase: insight into the role of the methyl group on the squalene backbone upon the polycyclization cascade. Enzymatic cyclization products of …
S Nakano, S Ohashi, T Hoshino
Index: Nakano, Shin-Ichi; Ohashi, Shumi; Hoshino, Tsutomu Organic and Biomolecular Chemistry, 2004 , vol. 2, # 14 p. 2012 - 2022
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Citation Number: 27
Abstract
To provide deep insight into the polycyclization reaction of squalene, some analogs were synthesized and incubated with the cell-free homogenates of the recombinant Escherichia coli encoding the wild-type squalene cyclase. The presence of C (6)–Me leads to an efficient polycyclization cascade. Substitution of the C (14)–H and the C (18)–H with a methyl group halted the polycylization reaction at the tricyclic ring stage having a 6/6/6-fused ring ...
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