Enzymatic formation of pyrrole-containing novel cyclic polyprenoids by bacterial squalene: hopene cyclase
H Tanaka, H Noma, H Noguchi, I Abe
Index: Tanaka, Hideya; Noma, Hisashi; Noguchi, Hiroshi; Abe, Ikuro Tetrahedron Letters, 2006 , vol. 47, # 18 p. 3085 - 3089
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Citation Number: 12
Abstract
A convergent synthesis provided two pyrrole-containing squalene analogues, in which a C20 isoprene unit is connected to pyrrole, 2-(geranylgeranyl) pyrrole and 2- (farnesyldimethylallyl) pyrrole. When incubated with recombinant squalene: hopene cyclase from Alicyclobacillus acidocaldarius, 2-(farnesyldimethylallyl) pyrrole was enzymatically converted to a 10: 1 mixture of a tricyclic and a bicyclic unnatural novel polyprenoids, ...
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