title: Basidiochrome -- a novel siderophore of the Orchidaceous Mycorrhizal Fungi Ceratobasidium and Rhizoctonia spp.
abstract: A novel trishydroxamate siderophore, named basidiochrome, was isolated as the principal siderophore from low-iron culture filtrates of Ceratobasidium and Rhizoctonia species which are known as mycorrhizal fungi associated with orchid roots. Ion-exchange chromatography and preparative HPLC yielded a pure compound which contained two components according to GC-MS analysis: L: -N(5)-hydroxy-ornithine and 3-methyl-2-cis-pentenedioic acid (3-methyl-cis-glutaconic acid). FTICR-ESI-MS of both the iron-free and ferric form indicated an elemental composition of C(33)H(47)N(6)O(16)Fe (MW = 839) for the ferric form of basidiochrome. The connectivity was further elucidated by 2D-NMR techniques (HSQC, HMBC, COSY, NOESY) indicating that basidiochrome is a novel linear tripeptide consisting of three L: -N(5)-hydroxy-ornithines each linked to 3-methyl-2-cis-pentenedioic acid residues.
authors.affiliation: Department of Microbiology, University of Innsbruck, Technikerstr 25, A-6020, Innsbruck, Austria.
authors.forename: K
authors.initials: K
authors.lastname: Haselwandter
authors.forename: V
authors.initials: V
authors.lastname: Passler
authors.forename: S
authors.initials: S
authors.lastname: Reiter
authors.forename: D G
authors.initials: DG
authors.lastname: Schmid
authors.forename: G
authors.initials: G
authors.lastname: Nicholson
authors.forename: P
authors.initials: P
authors.lastname: Hentschel
authors.forename: K
authors.initials: K
authors.lastname: Albert
authors.forename: G
authors.initials: G
authors.lastname: Winkelmann
mesh_terms: D001487:Basidiomycota / Q000737:chemistry*; D002851:Chromatography, High Pressure Liquid; D002852:Chromatography, Ion Exchange; D008401:Gas Chromatography-Mass Spectrometry; D006877:Hydroxamic Acids / Q000302:isolation & purification*; D038821:Mycorrhizae / Q000737:chemistry*; D010456:Peptides, Cyclic / Q000302:isolation & purification*; D012232:Rhizoctonia / Q000737:chemistry*; D017262:Siderophores / Q000302:isolation & purification*; D021241:Spectrometry, Mass, Electrospray Ionization; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D006877:Hydroxamic Acids; D010456:Peptides, Cyclic; D017262:Siderophores; C513416:basidiochrome