Plant Mol Biol (2016) 92:235–248 DOI 10.1007/s11103-016-0509-0 Novel thidiazuron-derived inhibitors of cytokinin ogenaseoxidase/dehydr 1,2,3 4 4 1,2 oslavJar Nisler · David Kopečný · Radka Končitíková · Marek Zatloukal · 1,5 5,6 7 8 Václav Bazgier · Karel Berka · David Zalabák · Pierre Briozzo · 1 1,2 oslavMir Strnad · Lukáš Spíchal Received: 21 April 2016 / Accepted: 29 June 2016 / Published online: 15 July 2016 © Springer Science Business Media Dordrecht 2016 Abstract of cytokinins and their fects ef in plants. e W used in silico Key message wo new T TDZ derivatives (HETDZ and modeling to design, synthesize and characterize twenty new 3FMTDZ) are very potent inhibitors of CKX and are TDZ derivatives with improved inhibitory properties. wo T omising candidates for pr in vivo studies. compounds, namely 1-[1,2,3]thiadiazol-5-yl-3-(3-trifluo - Abstract Cytokinin hormones regulate a wide range romethoxy-phenyl)urea (3FMTDZ) and 1-[2-(2-hydroxy- of essential processes in plants. Thidiazuron ( N -phenyl- ethyl)phenyl]-3-(1,2,3-thiadiazol-5-yl)urea (HETDZ), dis- N ′-1,2,3-thiadiazol-5-yl urea, TDZ), formerly registered as played up to 15-fold lower IC values compared with TDZ a cotton defoliant, is a well known inhibitor of cytokinin for AtCKX2 from Arabidopsis thaliana and ZmCKX1 and oxidase/dehydrogenase (CKX), an enzyme catalyzing the ZmCKX4a from Zea mays . Binding modes of 3FMTDZ and degradation of cytokinins. TDZ thus
Plant Molecular Biology – Springer Journals
Published: Jul 15, 2016
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