title: Accumulation of coumarins in Arabidopsis thaliana.
abstract: The biosynthesis of coumarins in plants is not well understood, although these metabolic pathways are often found in the plant kingdom. We report here the occurrence of coumarins in Arabidopsis thaliana ecotype Columbia. Considerably high levels of scopoletin and its beta-d-glucopyranoside, scopolin, were found in the wild-type roots. The scopolin level in the roots was approximately 1200nmol/gFW, which was approximately 180-fold of that in the aerial parts. Calli accumulated scopolin at a level of 70nmol/gFW. Scopoletin and scopolin formation were induced in shoots after treatment with either 2,4-dichlorophenoxyacetic acid (at 100microM) or a bud-cell suspension of Fusarium oxysporum. In order to gain insight into the biosynthetic pathway of coumarins in A. thaliana, we analyzed coumarins in the mutants obtained from the SALK Institute collection that carried a T-DNA insertion within the gene encoding the cytochrome P450, CYP98A3, which catalyzes 3'-hydroxylation of p-coumarate units in the phenylpropanoid pathway. The content of scopoletin and scopolin in the mutant roots greatly decreased to approximately 3% of that in the wild-type roots. This observation suggests that scopoletin and scopolin biosynthesis in A. thaliana are strongly dependent on the 3'-hydroxylation of p-coumarate units catalyzed by CYP98A3. We also found that the level of skimmin, a beta-d-glucopyranoside of umbelliferone, was slightly increased in the mutant roots.
authors.affiliation: Institute for Chemical Research, Kyoto University, Gokasho, Uji, Kyoto 611-0011, Japan.
authors.forename: Kosuke
authors.initials: K
authors.lastname: Kai
authors.forename: Bun-ichi
authors.initials: B
authors.lastname: Shimizu
authors.forename: Masaharu
authors.initials: M
authors.lastname: Mizutani
authors.forename: Ken
authors.initials: K
authors.lastname: Watanabe
authors.forename: Kanzo
authors.initials: K
authors.lastname: Sakata
mesh_terms: D015084:2,4-Dichlorophenoxyacetic Acid / Q000494:pharmacology; D017360:Arabidopsis / Q000737:chemistry* / Q000235:genetics / Q000254:growth & development; D029681:Arabidopsis Proteins / Q000235:genetics / Q000378:metabolism; D003001:Cloning, Molecular; D003373:Coumaric Acids / Q000737:chemistry / Q000378:metabolism; D003374:Coumarins / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism*; D003577:Cytochrome P-450 Enzyme System / Q000235:genetics / Q000378:metabolism; D004269:DNA, Bacterial / Q000235:genetics; D005670:Fusarium / Q000378:metabolism; D018506:Gene Expression Regulation, Plant; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D006899:Mixed Function Oxygenases / Q000235:genetics / Q000378:metabolism; D016254:Mutagenesis, Insertional; D009154:Mutation; D018517:Plant Roots / Q000737:chemistry*; D018520:Plant Shoots / Q000737:chemistry; D020005:Propanols / Q000737:chemistry / Q000378:metabolism; D011422:Propionates; D012603:Scopoletin / Q000737:chemistry / Q000302:isolation & purification / Q000378:metabolism; D014468:Umbelliferones / Q000378:metabolism
chemical_list: D029681:Arabidopsis Proteins; D003373:Coumaric Acids; D003374:Coumarins; D004269:DNA, Bacterial; D005960:Glucosides; D020005:Propanols; D011422:Propionates; C036483:T-DNA; D014468:Umbelliferones; C417572:scopolin; D015084:2,4-Dichlorophenoxyacetic Acid; C031477:7-hydroxycoumarin; D003577:Cytochrome P-450 Enzyme System; D006899:Mixed Function Oxygenases; C438015:CYP98A3 protein, Arabidopsis; C495469:p-coumaric acid; D012603:Scopoletin