Isotope sensitive branching and kinetic isotope effects to analyse multiproduct terpenoid synthases from Zea mays
Multiproduct terpene synthases TPS4-B73 and TPS5-Delprim from Zea mays exhibit isotopically sensitive branching in the formation of mono- and sesquiterpene volatiles. The impact of the kinetic isotope effects and the stabilization of the reactive intermediates by hyperconjugation along with the shift of products from alkenes to alcohols are discussed.
Gatto, Nathalie,Vattekkatte, Abith,K?llner, Tobias,Degenhardt, J?rg,Gershenzon, Jonathan,Boland, Wilhelm
supporting information
p. 3797 - 3800
(2015/03/30)
Sesquiterpenes produced by truncated taxadiene synthase
Soluble, highly active N-terminal truncated taxadiene synthase catalyzes the formation of an isomeric mixture of taxadienes from geranylgeranyl diphosphate. Farnesyl diphosphate was also found to be a good substrate, producing four sesquiterpenes which were characterized. The dual activities of taxadiene synthase and product inhibition caused by sesquiterpene metabolites make it imperative that active GGDP synthase be present in order for multi-enzyme systems to follow the taxol pathway in vitro. (C) 2000 Published by Elsevier Science Ltd.
Huang,Williams,Roessner,Scott
p. 9701 - 9704
(2007/10/03)
Terpenes and Terpene Derivatives, XVIII. - Concerning the Preparation of rac-γ-Curcumene
Preparation of pure γ-curcumene (3) described by Birch in 1949 via dehydratization of the alcohol 5 with SOCl2/pyridine was not reproducible.Mixtures of α-, β-, and γ-curcumene (1-3) were obtained even with POCl3/pyridine or Burgess reagent.Analogously the secondary alcohol 20 yielded mixtures of 3 and the 1,3-dienes 21 and (presumably) 22. - Li/NH3 reduction of the tert. benzyl alcohol 8 afforded after work-up directly the dienone 15 which with MeLi gave the dehydro derivative 16 of zingiberenol (17).
Weyerstahl, Peter,Marschall-Weyerstahl, Helga,Scholz, Stefan