Cytokinin receptor antagonists derived from 6-benzylaminopurine

0348001 - ÚEB 2011 RIV GB eng J - Journal Article
Nisler, Jaroslav - Zatloukal, Marek - Popa, Igor - Doležal, Karel - Strnad, Miroslav - Spíchal, Lukáš
Cytokinin receptor antagonists derived from 6-benzylaminopurine.
Phytochemistry. Roč. 71, č. 7 (2010), s. 823-830. ISSN 0031-9422. E-ISSN 1873-3700
R&D Projects: GA ČR GD522/08/H003; GA ČR(CZ) GP522/07/P197; GA MŠMT(CZ) LC06034
Institutional research plan: CEZ:AV0Z50380511
Keywords : Cytokinin * Anticytokinin * Cytokinin receptor
Subject RIV: CE - Biochemistry
Impact factor: 3.150, year: 2010

Recently we reported 6-(2-hydroxy-3-methylbenzylamino)purine (PI-55) as the first molecule to antagonize cytokinin activity at the receptor level. Here we report the synthesis and in vitro biological testing of eleven BAP derivatives substituted in the benzyl ring and in the C2, N7 and N9 positions of the purine moiety. The ability of the compounds to interact with Arabidopsis cytokinin receptors AHK3 and CRE1/AHK4 was tested in bacterial receptor and in live-cell binding assays, and in an Arabidopsis ARR5:GUS (Arabidopsis response regulator 5) reporter gene assay. Cytokinin activity of the compounds was determined in classical cytokinin biotests (tobacco callus, wheat leaf senescence and Amaranthus bioassays). 6(2,5-Dihydroxybenzylamino)purine (LGR-991) was identified as a cytokinin receptor antagonist. At the molecular level LGR-991 blocks the cytokinin receptor CRE1/AHK4 with the same potency as PI-55.
Permanent Link: http://hdl.handle.net/11104/0188632