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Plant Cell

Title:		CYP76C1 (Cytochrome P450)-Mediated Linalool Metabolism and the Formation of Volatile and Soluble Linalool Oxides in Arabidopsis Flowers: A Strategy for Defense against Floral Antagonists
Author(s):		Boachon B; Junker RR; Miesch L; Bassard JE; Hofer R; Caillieaudeaux R; Seidel DE; Lesot A; Heinrich C; Ginglinger JF; Allouche L; Vincent B; Wahyuni DS; Paetz C; Beran F; Miesch M; Schneider B; Leiss K; Werck-Reichhart D;
Address:		"Institut de Biologie Moleculaire des Plantes du Centre National de la Recherche Scientifique (CNRS), Universite de Strasbourg, 67000 Strasbourg, France. Department of Ecology and Evolution, University of Salzburg, 5020 Slazburg, Austria. Laboratoire de Chimie Organique Synthetique, Institut de Chimie, CNRS, Universite de Strasbourg, 67000 Strasbourg, France. VILLUM Research Center for Plant Plasticity, Center for Synthetic Biology 'bioSYNergy,' and Plant Biochemistry Laboratory, Department of Plant and Environmental Sciences, University of Copenhagen, DK-1871 Frederiksberg C, Copenhagen, Denmark. Plateforme d'Analyses pour la Chimie, CNRS, Universite de Strasbourg, 67000 Strasbourg, France. Institute of Biology, Plant Ecology, Leiden University, 2311E2 Leiden, The Netherlands. Max Planck Institute for Chemical Ecology, 07745 Jena, Germany. Institut de Biologie Moleculaire des Plantes du Centre National de la Recherche Scientifique (CNRS), Universite de Strasbourg, 67000 Strasbourg, France werck@unistra.fr"
Journal Title:		Plant Cell
Year:		2015
Volume:		20151016
Issue:		10
Page Number:		2972 - 2990
DOI:		10.1105/tpc.15.00399
ISSN/ISBN:		1532-298X (Electronic) 1040-4651 (Print) 1040-4651 (Linking)
Abstract:		"The acyclic monoterpene alcohol linalool is one of the most frequently encountered volatile compounds in floral scents. Various linalool oxides are usually emitted along with linalool, some of which are cyclic, such as the furanoid lilac compounds. Recent work has revealed the coexistence of two flower-expressed linalool synthases that produce the (S)- or (R)-linalool enantiomers and the involvement of two P450 enzymes in the linalool oxidation in the flowers of Arabidopsis thaliana. Partially redundant enzymes may also contribute to floral linalool metabolism. Here, we provide evidence that CYP76C1 is a multifunctional enzyme that catalyzes a cascade of oxidation reactions and is the major linalool metabolizing oxygenase in Arabidopsis flowers. Based on the activity of the recombinant enzyme and mutant analyses, we demonstrate its prominent role in the formation of most of the linalool oxides identified in vivo, both as volatiles and soluble conjugated compounds, including 8-hydroxy, 8-oxo, and 8-COOH-linalool, as well as lilac aldehydes and alcohols. Analysis of insect behavior on CYP76C1 mutants and in response to linalool and its oxygenated derivatives demonstrates that CYP76C1-dependent modulation of linalool emission and production of linalool oxides contribute to reduced floral attraction and favor protection against visitors and pests"
Keywords:		Acyclic Monoterpenes Alcohols/chemistry/metabolism Animals Arabidopsis/*enzymology/genetics/immunology Arabidopsis Proteins/genetics/metabolism Cyclohexanols/chemistry/*metabolism Cytochrome P-450 Enzyme System/genetics/*metabolism Flowers/*enzymology/gen;
Notes:		"MedlineBoachon, Benoit Junker, Robert R Miesch, Laurence Bassard, Jean-Etienne Hofer, Rene Caillieaudeaux, Robin Seidel, Dana E Lesot, Agnes Heinrich, Clement Ginglinger, Jean-Francois Allouche, Lionel Vincent, Bruno Wahyuni, Dinar S C Paetz, Christian Beran, Franziska Miesch, Michel Schneider, Bernd Leiss, Kirsten Werck-Reichhart, Daniele eng Research Support, Non-U.S. Gov't England 2015/10/18 Plant Cell. 2015 Oct; 27(10):2972-90. doi: 10.1105/tpc.15.00399. Epub 2015 Oct 16"