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Phenyl- and benzylurea cytokinins as competitive inhibitors of cytokinin oxidase/dehydrogenase: a structural study

SYSNO ASEP	0359309
Document Type	J - Journal Article
R&D Document Type	Journal Article
Subsidiary J	Článek ve WOS
Title	Phenyl- and benzylurea cytokinins as competitive inhibitors of cytokinin oxidase/dehydrogenase: a structural study
Author(s)	Kopečný, D. (CZ) Briozzo, P. (FR) Popelková, H. (US) Šebela, M. (CZ) Končitíková, R. (CZ) Spíchal, Lukáš (UEB-Q)_{RID, ORCID} Nisler, Jaroslav (UEB-Q)_{RID, ORCID} Madzak, C. (FR) Frébort, Ivo (UEB-Q) Laloue, M. (FR) Houba-Herin, N. (FR)
Number of authors	11
Source Title	Biochimie. - : Elsevier - ISSN 0300-9084 Roč. 92, č. 8 (2010), s. 1052-1062
Number of pages	11 s.
Language	eng - English
Country	FR - France
Keywords	benzylurea ; crystal structure ; cytokinin oxidase/dehydrogenase
Subject RIV	CE - Biochemistry
R&D Projects	GA522/08/0555 GA ČR - Czech Science Foundation (CSF)
	GA301/08/1649 GA ČR - Czech Science Foundation (CSF)
CEZ	AV0Z50380511 - UEB-Q (2005-2011)
UT WOS	000280570800018
DOI	10.1016/j.biochi.2010.05.006
Annotation	Cytokinin oxidase/dehydrogenase (CKO) is a flavoenzyme, which irreversibly degrades the plant hormones cytokinins. An inhibitory study with numerous urea derivatives was undertaken using the maize enzyme (ZmCKO1) and the crystal structure of ZmCKO1 in a complex with N-(2-chloro-pyridin-4-yl)-N´-phenylurea (CPPU) was solved. Subsequently, site-directed mutagenesis of L492 and E381 residues involved in the inhibitor binding was performed. The crystal structures of L492A mutant in a complex with CPPU and N-(2-chloro-pyridin-4-yl)-N´-benzylurea (CPBU) were solved and confirm the importance of a stacking interaction between the 2-chloro-4-pyridinyl ring of the inhibitor and the isoalloxazine ring of the FAD cofactor. As highly specific CKO inhibitors without undesired side effects are of major interest for physiological studies, all studied compounds were further analyzed for cytokinin activity in the Amaranthus bioassay and for binding to the Arabidopsis cytokinin receptors AHK3 and AHK4.
Workplace	Institute of Experimental Botany
Contact	David Klier, knihovna@ueb.cas.cz, Tel.: 220 390 469
Year of Publishing	2012

Number of the records: 1