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PubMed · 2379505

Staphyloferrin A: a structurally new siderophore from staphylococci.

S Konetschny-Rapp·G Jung·J Meiwes·H Zähner
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Abstract

Two ferric ion-binding compounds, designated staphyloferrin A and B, were detected in the culture filtrates of staphylococci grown under iron-deficient conditions. Staphyloferrin A was isolated from cultures of Staphylococcus hyicus DSM 20459. The structural elucidation of this highly hydrophilic, acid-labile compound revealed a novel siderophore, N2,N5-di-(1-oxo-3-hydroxy-3,4-dicarboxybutyl)-D-ornithine, which consists of one ornithine and two citric acid residues linked by two amide bonds. The two citric acid components of staphyloferrin A provide two tridentate pendant ligands, comprising of a beta-hydroxy, beta-carboxy-substituted carboxylic acid derivative, for octahedral metal chelation. The CD spectrum of the staphyloferrin A ferric complex indicates a predominant A configuration about the ferric ion center. The uptake of ferric staphyloferrin A by S. hyicus obeys Michaelis-Menten kinetics (Km = 0.246 microM; vmax = 82 pmol.mg-1.min-1), indicating active transport of this siderophore. The staphyloferrin A transport system is different from that of the ferrioxamines as shown by an antagonism test. Production of staphyloferrin A is strongly iron-dependent and is stimulated by supplementation of the medium with either D- or L-ornithine. DL-[5-14C]ornithine was incorporated into staphyloferrin A, demonstrating that ornithine is an intermediate in staphyloferrin A biosynthesis.

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Amino AcidsChromatography, High Pressure LiquidChromatography, Thin LayerCircular DichroismCitratesCulture MediaFerric CompoundsMagnetic Resonance SpectroscopyMolecular StructureOrnithineStaphylococcusStereoisomerismJournal ArticleResearch Support, Non-U.S. Gov't

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S Konetschny-Rapp, G Jung, J Meiwes, H Zähner. 1990-07-20. Staphyloferrin A: a structurally new siderophore from staphylococci.. https://doi.org/10.1111/j.1432-1033.1990.tb19094.x

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