title: Substrate specificities of wild and mutated farnesyl diphosphate synthases from Bacillus stearothermophilus with artificial substrates.
abstract: To determine the substrate specificities of wild and mutated types of farnesyl diphosphate (FPP) synthases from Bacillus stearothermophilus, we examined the reactivities of 8-hydroxygeranyl diphosphate (HOGPP) and 8-methoxygeranyl diphosphate (CH(3)OGPP) as allylic substrate homologs. The wild-type FPP synthase reaction of HOGPP (and CH(3)OGPP) with isopentenyl diphosphate (IPP) gave hydroxyfarnesyl- (and methoxyfarnesyl-) diphosphates that stopped at the first stage of condensation. On the other hand, with mutated type FPP synthase (Y81S), the former gave hydroxygeranylgeranyl diphosphate as the main double-condensation product together with hydroxyfarnesyl diphosphate as a single-condensation product and a small amount of hydroxygeranylfarnesyl diphosphate as a triple-condensation product. Moreover, the latter gave a double-condensation product, methoxygeranylgeranyl diphosphate, as the main product and only a trace of methoxyfarnesyl diphosphate was obtained.
authors.affiliation: Department of Frontier Materials Chemistry, Faculty of Science and Technology, Hirosaki University, Hirosaki, Aomori, Japan. nagaki@cc.hirosaki-u.ac.jp
authors.forename: Masahiko
authors.initials: M
authors.lastname: Nagaki
authors.forename: Minori
authors.initials: M
authors.lastname: Nakada
authors.forename: Tohru
authors.initials: T
authors.lastname: Musashi
authors.forename: Jun
authors.initials: J
authors.lastname: Kawakami
authors.forename: Norimasa
authors.initials: N
authors.lastname: Ohya
authors.forename: Masayo
authors.initials: M
authors.lastname: Kurihara
authors.forename: Yuji
authors.initials: Y
authors.lastname: Maki
authors.forename: Tokuzo
authors.initials: T
authors.lastname: Nishino
authors.forename: Tanetoshi
authors.initials: T
authors.lastname: Koyama
mesh_terms: D019943:Amino Acid Substitution / Q000235:genetics*; D011756:Diphosphates / Q000378:metabolism*; D004224:Diterpenes / Q000378:metabolism*; D001411:Geobacillus stearothermophilus / Q000201:enzymology* / Q000235:genetics; D051228:Geranyltranstransferase / Q000235:genetics / Q000502:physiology*; D013379:Substrate Specificity / Q000502:physiology
chemical_list: D011756:Diphosphates; D004224:Diterpenes; C511282:geranyl diphosphate; D051228:Geranyltranstransferase