Probing the reaction mechanism of aristolochene synthase with 12,13-difluorofarnesyl diphosphate.
12,13-Difluorofarnesyl diphosphate, prepared using Suzuki-Miyaura chemistry, is a potent inhibitor of aristolochene synthase (AS), indicating that the initial cyclisation during AS catalysis generates germacryl cation in a concerted reaction.
Yu
Fanglei
F
School of Chemistry, Cardiff University, Main Building, Park Place, Cardiff, UK CF10 3AT.
Miller
David J
DJ
Allemann
Rudolf K
RK
D002384:Catalysis; D011756:Diphosphates / Q000737:chemistry* / Q000378:metabolism*; D007535:Isomerases / Q000378:metabolism*; D015394:Molecular Structure; D011106:Polyisoprenyl Phosphates / Q000737:chemistry / Q000378:metabolism; D012717:Sesquiterpenes / Q000737:chemistry / Q000378:metabolism
C525090:12,13-difluorofarnesyl diphosphate; D011756:Diphosphates; D011106:Polyisoprenyl Phosphates; D012717:Sesquiterpenes; D007535:Isomerases; C060050:aristolochene synthase