Basidiochrome -- a novel siderophore of the Orchidaceous Mycorrhizal Fungi Ceratobasidium and Rhizoctonia spp.
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.
Haselwandter
K
K
Department of Microbiology, University of Innsbruck, Technikerstr 25, A-6020, Innsbruck, Austria.
Passler
V
V
Reiter
S
S
Schmid
D G
DG
Nicholson
G
G
Hentschel
P
P
Albert
K
K
Winkelmann
G
G
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
D006877:Hydroxamic Acids; D010456:Peptides, Cyclic; D017262:Siderophores; C513416:basidiochrome