Geraniol hydroxylase and hydroxygeraniol ...
Type de document :
Article dans une revue scientifique
PMID :
URL permanente :
Titre :
Geraniol hydroxylase and hydroxygeraniol oxidase activities of the CYP76 family of cytochrome P450 enzymes and potential for engineering the early steps of the (seco)iridoid pathway
Auteur(s) :
Höfer, René [Auteur]
Institut de Biologie Moléculaire des Plantes [IBMP]
Dong, Lemeng [Auteur]
Centre for Ecosystem Studies [Wageningen]
André, François [Auteur]
Laboratoire de Biologie Structurale [Gif sur Yvette]
Ginglinger, Jean-François [Auteur]
Institut de Biologie Moléculaire des Plantes [IBMP]
Lugan, Raphael [Auteur]
Institut de Biologie Moléculaire des Plantes [IBMP]
Gavira, Carole [Auteur]
Institut de Biologie Moléculaire des Plantes [IBMP]
Grec, Sebastien [Auteur]
Unité de Glycobiologie Structurale et Fonctionnelle - UMR 8576 [UGSF]
Lang, Gerhard [Auteur]
Memelink, Johan [Auteur]
Van der Krol, Sander [Auteur]
Centre for Ecosystem Studies [Wageningen]
Bouwmeester, Harro [Auteur]
Centre for Ecosystem Studies [Wageningen]
Werck-Reichhart, Danièle [Auteur]
Institut de Biologie Moléculaire des Plantes [IBMP]
Institut de Biologie Moléculaire des Plantes [IBMP]
Dong, Lemeng [Auteur]
Centre for Ecosystem Studies [Wageningen]
André, François [Auteur]
Laboratoire de Biologie Structurale [Gif sur Yvette]
Ginglinger, Jean-François [Auteur]
Institut de Biologie Moléculaire des Plantes [IBMP]
Lugan, Raphael [Auteur]
Institut de Biologie Moléculaire des Plantes [IBMP]
Gavira, Carole [Auteur]
Institut de Biologie Moléculaire des Plantes [IBMP]
Grec, Sebastien [Auteur]
Unité de Glycobiologie Structurale et Fonctionnelle - UMR 8576 [UGSF]
Lang, Gerhard [Auteur]
Memelink, Johan [Auteur]
Van der Krol, Sander [Auteur]
Centre for Ecosystem Studies [Wageningen]
Bouwmeester, Harro [Auteur]
Centre for Ecosystem Studies [Wageningen]
Werck-Reichhart, Danièle [Auteur]
Institut de Biologie Moléculaire des Plantes [IBMP]
Titre de la revue :
Metabolic Engineering
Nom court de la revue :
Metab. Eng.
Numéro :
20
Pagination :
221-232
Date de publication :
2013-11
ISSN :
1096-7184
Mot(s)-clé(s) en anglais :
Geraniol oxidation
Iridoid Glucosides
Pathway reconstitution
Arabidopsis Proteins
Oxidation-Reduction
Multifunctional enzyme
Arabidopsis
Cytochrome P450
In planta enzyme assay
Catharanthus roseus
Cytochrome P-450 Enzyme System
Iridoid Glucosides
Pathway reconstitution
Arabidopsis Proteins
Oxidation-Reduction
Multifunctional enzyme
Arabidopsis
Cytochrome P450
In planta enzyme assay
Catharanthus roseus
Cytochrome P-450 Enzyme System
Discipline(s) HAL :
Chimie/Chimie théorique et/ou physique
Sciences du Vivant [q-bio]/Biologie végétale
Sciences du Vivant [q-bio]/Biochimie, Biologie Moléculaire/Biologie moléculaire
Sciences du Vivant [q-bio]/Biologie végétale
Sciences du Vivant [q-bio]/Biochimie, Biologie Moléculaire/Biologie moléculaire
Résumé en anglais : [en]
The geraniol-derived (seco)iridoid skeleton is a precursor for a large group of bioactive compounds with diverse therapeutic applications, including the widely used anticancer molecule vinblastine. Despite of this economic ...
Lire la suite >The geraniol-derived (seco)iridoid skeleton is a precursor for a large group of bioactive compounds with diverse therapeutic applications, including the widely used anticancer molecule vinblastine. Despite of this economic prospect, the pathway leading to iridoid biosynthesis from geraniol is still unclear. The first geraniol hydroxylation step has been reported to be catalyzed by cytochrome P450 enzymes such as CYP76B6 from Catharanthus roseus and CYP76C1 from Arabidopsis thaliana. In the present study, an extended functional analysis of CYP76 family members was carried-out to identify the most effective enzyme to be used for pathway reconstruction. This disproved CYP76C1 activity and led to the characterization of CYP76C4 from A. thaliana as a geraniol 9- or 8-hydroxylase. CYP76B6 emerged as a highly specialized multifunctional enzyme catalyzing two sequential oxidation steps leading to the formation of 8-oxogeraniol from geraniol. This dual function was confirmed in planta using a leaf-disc assay. The first step, geraniol hydroxylation, was very efficient and fast enough to outcompete geraniol conjugation in plant tissues. When the enzyme was expressed in leaf tissues, 8-oxogeraniol was converted into further oxidized and/or reduced compounds in the absence of the next enzyme of the iridoid pathway.Lire moins >
Lire la suite >The geraniol-derived (seco)iridoid skeleton is a precursor for a large group of bioactive compounds with diverse therapeutic applications, including the widely used anticancer molecule vinblastine. Despite of this economic prospect, the pathway leading to iridoid biosynthesis from geraniol is still unclear. The first geraniol hydroxylation step has been reported to be catalyzed by cytochrome P450 enzymes such as CYP76B6 from Catharanthus roseus and CYP76C1 from Arabidopsis thaliana. In the present study, an extended functional analysis of CYP76 family members was carried-out to identify the most effective enzyme to be used for pathway reconstruction. This disproved CYP76C1 activity and led to the characterization of CYP76C4 from A. thaliana as a geraniol 9- or 8-hydroxylase. CYP76B6 emerged as a highly specialized multifunctional enzyme catalyzing two sequential oxidation steps leading to the formation of 8-oxogeraniol from geraniol. This dual function was confirmed in planta using a leaf-disc assay. The first step, geraniol hydroxylation, was very efficient and fast enough to outcompete geraniol conjugation in plant tissues. When the enzyme was expressed in leaf tissues, 8-oxogeraniol was converted into further oxidized and/or reduced compounds in the absence of the next enzyme of the iridoid pathway.Lire moins >
Langue :
Anglais
Audience :
Non spécifiée
Établissement(s) :
CNRS
Université de Lille
Université de Lille
Équipe(s) de recherche :
Fibres végétales
Date de dépôt :
2020-02-12T15:11:41Z
2021-03-03T10:45:12Z
2021-03-03T10:45:12Z