Isolation and identification of the principal siderophore of the plant pathogenic fungusBotrytis cinerea |
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Authors: | Silvia Konetschny-Rapp Günther Jung Hans-Georg Huschka Günther Winkelmann |
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Institution: | (1) Institute of Organic Chemistry, University of Tübingen, Auf der Morgenstelle 1, D-7400 Tübingen, Germany;(2) Institute of Biology, University of Tübingen, Auf der Morgenstelle 1, D-7400 Tübingen, Germany |
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Abstract: | Summary The plant pathogenic hyphomyceteBotrytis cinerea has been shown to produce several trihydroxamate siderophores under conditions of low-iron stress. The total siderophores amounted to approximately 30 mg/l culture filtrate after 5 days of incubation in an asparagine/salt/glucose medium. Thin-layer chromatography (TLC) and high-performance liquid chromatography (HPLC) on a reversed phase indicated that ferrirhodin is the predominant siderophore of this fungus. Chemical characterization of the principal siderophore by fast-atom-bombardment (FAB) mass spectrometry, nuclear magnetic resonance (1H-NMR,13C-NMR) and comparison with a reference revealed the identity with ferrirhodin. NMR studies performed on desferrirhodin (desferrirhodin) in dimethylsulfoxide and water revealed the existence of two conformers in D2O resulting from acis-trans isomerization of the hydroxamic acid groups. Comparative iron-uptake studies showed the following order of uptake inB. cinerea: ferrichrysin (100%), ferrirubin (57%), ferrirhodin (45%), hexahydroferrirhodin (45%), coprogen 6%. Concentration-dependent uptake of ferrirhodin resulted in saturation kinetics only in the low concentration range of 0–30 M (K
m = 2.5 M,V
max = 80 pmol min–1 mg(–1). A non-saturable, linear uptake was observed in the high concentration range of 30–80 M. The low concentration range appears to be the physiologically significant range, where siderophore-mediated iron transport inB. cinerea occurs. |
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Keywords: | Siderophore identification Ferrirhodin Botrytis cinerea NMR studies Transport |
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