Pyoverdin, Ferribactin, Azotobactin -a New Triade of Siderophores from Pseudomonas chlororaphis ATCC 9446 and Its Relation to Pseudomonas fluorescens ATCC 13525

Hohlneicher, U.; Hartmann, Rudolf; Taraz, K.; Budzikiewicz, H.

doi:10.1515/znc-1995-5-602

Cited by 47 publications

(25 citation statements)

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“…Even more surprising are the identical characteristics of siderophores produced by strains of P. syringae and P. viridiflava. Production of identical pyoverdins by different Pseudomonas species has been reported previously for borderline species (3,5,7,16). Similar results were obtained in this study since the genomic cluster containing P. syringae pv.…”

Section: Discussionsupporting

confidence: 92%

“…This is due to the quinoline chromophore found in all pyoverdins (2). Several pyoverdin precursors (2,4,16,31,32) or by-products (11,16,17) differ in chromophore structure and spectral characteristics. The spectral characteristics of the siderophore produced by P. syringae and P. viridiflava resemble the spectral characteristics of pyoverdins, but the siderophore differs from all of these molecules (Fig.…”

Section: Discussionmentioning

confidence: 99%

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Production and Comparison of Peptide Siderophores from Strains of Distantly Related Pathovars of Pseudomonas syringae and Pseudomonas viridiflava LMG 2352

Bultreys

Gheysen

2000

Appl Environ Microbiol

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The production of peptide siderophores and the variation in siderophore production among strains of Pseudomonas syringae and Pseudomonas viridiflava were investigated. An antibiose test was used to select a free amino acid-containing agar medium favorable for production of fluorescent siderophores by two P. syringae strains. A culture technique in which both liquid and solid asparagine-containing culture media were used proved to be reproducible and highly effective for inducing production of siderophores in a liquid medium by the fluorescent Pseudomonas strains investigated. Using asparagine as a carbon source appeared to favor siderophore production, and relatively high levels of siderophores were produced when certain amino acids were used as the sole carbon and energy sources. Purified chelated siderophores of strains of P. syringae pv. syringae, P. syringae pv. aptata, P. syringae pv. morsprunorum, P. syringae pv. tomato, and P. viridiflava had the same amino acid composition and spectral characteristics and were indiscriminately used by these strains. In addition, nonfluorescent strains of P. syringae pv. aptata and P. syringae pv. morsprunorum were able to use the siderophores in biological tests. Our results confirmed the proximity of P. syringae and P. viridiflava; siderotyping between pathovars of P. syringae was not possible. We found that the spectral characteristics of the chelated peptide siderophores were different from the spectral characteristics of typical pyoverdins. Our results are discussed in relation to the ecology of the organisms and the conditions encountered on plant surfaces.The species Pseudomonas syringae contains all of the phytopathogenic and oxidase-negative fluorescent pseudomonads except Pseudomonas viridiflava (27,38). P. syringae is divided into 57 pathovars that are pathogenic for numerous monocot and dicot crops (13). P. syringae strains are well adapted to conditions on plant surfaces. A better understanding of the ecological benefits of these pathogens is necessary if new and efficient methods of biological control are to be developed. One of these benefits could be the production of peptide siderophores in iron-deficient environments (8,33). In general, the peptide siderophores produced by fluorescent Pseudomonas strains are pyoverdins (2, 3). All pyoverdins contain the same quinoline chromophore, a peptide chain, and a dicarboxylic acid (or the corresponding amide) connected to the chromophore. The peptide chain is always the same for a given strain but is different in different strains and species (2). Two partially characterized peptide siderophores of P. syringae that have been described (8, 33) have Fe(III)-binding constants at pH 7.0 of about 1 ϫ 10 25 . These values are 10 times higher than the values obtained for pyoverdins produced by saprophytic fluorescent Pseudomonas strains (8, 33). Therefore, it would be interesting to know whether production of these molecules is common in P. syringae strains and whether the molecules are effectively produced on plant surf...

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Section: Discussionsupporting

confidence: 92%

Section: Discussionmentioning

confidence: 99%

Production and Comparison of Peptide Siderophores from Strains of Distantly Related Pathovars of Pseudomonas syringae and Pseudomonas viridiflava LMG 2352

Bultreys

Gheysen

2000

Appl Environ Microbiol

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“…Furthermore, 2 mol of N ␦ -formyl-N ␦ -hydroxyornithine (FoOHOrn), not quantified in the HCl hydrolysate (31), was confirmed by NMR analysis (data not shown). These data were in good agreement with those for suc-pyoverdine from P. chlororaphis ATCC 9446 (15) and P. fluorescens ATCC 13525 (22), which possess a succinate side chain bound to an amino group on C-5 of the chromophore, an 8,9-dihydroxyquinoline derivative (Fig. 1).…”

Section: Resultssupporting

confidence: 86%

Tin-Carbon Cleavage of Organotin Compounds by Pyoverdine from Pseudomonas chlororaphis

Inoue

Takimura

Kawaguchi

et al. 2003

Appl Environ Microbiol

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The triphenyltin (TPT)-degrading bacterium Pseudomonas chlororaphis CNR15 produces extracellular yellow substances to degrade TPT. Three substances (F-I, F-IIa, and F-IIb) were purified, and their structural and catalytic properties were characterized. The primary structure of F-I was established using two-dimensional nuclear magnetic resonance techniques; the structure was identical to that of suc-pyoverdine from P. chlororaphis ATCC 9446, which is a peptide siderophore produced by fluorescent pseudomonads. Spectral and isoelectric-focusing analyses revealed that F-IIa and F-IIb were also pyoverdines, differing only in the acyl substituent attached to the chromophore part of F-I. Furthermore, we found that the fluorescent pseudomonads producing pyoverdines structurally different from F-I showed TPT degradation activity in the solid extracts of their culture supernatants. F-I and F-IIa degraded TPT to monophenyltin via diphenyltin (DPT) and degraded DPT and dibutyltin to monophenyltin and monobutyltin, respectively. The total amount of organotin metabolites produced by TPT degradation was nearly equivalent to that of the F-I added to the reaction mixture, whereas DPT degradation was not influenced by monophenyltin production. The TPT degradation activity of F-I was remarkably inhibited by the addition of metal ions chelated with pyoverdine. On the other hand, the activity of DPT was increased 13-and 8-fold by the addition of Cu 2؉ and Sn 4؉ , respectively. These results suggest that metal-chelating ligands common to pyoverdines may play important roles in the Sn-C cleavage of organotin compounds in both the metal-free and metal-complexed states.Organotin compounds, in particular tributyltin (TBT) and triphenyltin (TPT), have been extensively used as an active component in antifouling paints and agrochemicals over the last 40 years. These compounds have been introduced into aquatic systems via leaching from the antifouling paints and runoff from agricultural fields (9, 10, 18, 32), causing harmful effects on a variety of nontarget organisms, such as plankton (8,20), gastropods (3, 16), and fish (11), even at low nanomolar aqueous concentrations. In recent years, the application of TBT and TPT in antifouling agents has been restricted in many countries, but these compounds have continued to be detected in the biota, water, and sediments because of their persistence. Thus, organotin contamination has been considered to be one of the most important ecotoxicological problems.The slow disappearance of organotin from the environment is caused by various processes: photolysis by sunlight, chemical cleavage by strong acid or electrophilic agents, and biological degradation (12, 34). These processes involve a sequential removal of organic groups, which generally results in a reduction of toxicity. It remains unclear whether the biological degradation of organotin compounds is due to an enzymatic reaction, because no enzyme catalyzing the Sn-C cleavage reaction is known yet. The debutylation of TBT by microorganisms using ...

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“…Structures of the Antarctic Pseudomonas pyoverdines as represented by the simplified on-line notation of the peptide chain Abbreviations: Chr, chromophore (see text); FoOHOrn, GN-formala-hydroxy Orn; cOHOrn, cyclo-OHOrn (3-amino-1 -hydroxy-piperidone-2); OHHis, @-hydroxy His; OHAsp, @-hydroxy Asp; aThr, alloThr. Structure (1) has previously been described for P. fluorescens ATCC 13525 and P. chlororaphis ATCC 9446 (Linget et al, 1992a;Hohlneicher et al, 1995) and structure (2) for P. fluorescens 244 (Hancock & Reeder, 1993). Structures (2) and (3) are detailed in Budzikiewicz et al (1997) and in Voss (1998), respectively.…”

Section: Pyoverdine-mediated Iron-uptake Capacities Of the Antarctic mentioning

confidence: 99%

Siderotyping of fluorescent pseudomonads:characterization of pyoverdines of Pseudornonas fluorescens and Pseudornonas putida strains from Antarctica

et al. 1998

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Siderotyping of fluorescent pseudomonads t characterization of pyoverdines of Pseudornonas fluorescens and Pseudornonas putida strains from Antarctica J ea n-M a r ie M eyer, Al a in S t i ntz i, Va I& i e Cou I a ng es, S isi nt h y S h ivaj i * Jessica A. VossJ3 Kambiz Taraz3 and Herbert Budzikiewicz3 Five independent fluorescent pseudomonad isolates originating from Antarctica were analysed for their pyoverdine systems. A pyoverdine-related siderotyping, which involved pyoverdine-induced growth stimulation, pyoverdine-mediated iron uptake, pyoverdine analysis by electrophoresis and isoelectric focusing, revealed three different pyoverdine-related siderotypes among the five isolates. One siderotype, including Pseudomonas fluorescens 1W and P. fluorescens lOcW, was identical to that of P. fluorescens ATCC 13525. Two other strains, P. fluorescens 9AW and Pseudomonas putida 9BW, showed identical pyoverdine-related behaviour t o each other, whereas the fifth strain, P. fluorescens 5lW, had unique features compared to the other strains or t o a set of 12 fluorescent Pseudomonas strains used as comparison material. Elucidation of the structure of the pyoverdines produced by the Antarctic strains supported the accuracy of the siderotyping methodology by confirming that pyoverdines from strains 1W and 1OcW had the same structures as the P. fluorescens ATCC 13525 pyoverdine, whereas the 9AW and 9BW pyoverdines are probably identical with the pyoverdine of P. fluorescens strain 244. Pyoverdine from strain 51W appeared t o be a novel pyoverdine since i t s structure was different from all previously established pyoverdine structures. Together with the conclusion that the Antarctic Pseudomonas strains have no special features at the level of their pyoverdines and pyoverdine-mediated iron metabolism compared to worldwide strains, the present work demonstrates that siderotyping provides a rapid means of screening for novel pyoverdines.

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Pyoverdin, Ferribactin, Azotobactin -a New Triade of Siderophores from Pseudomonas chlororaphis ATCC 9446 and Its Relation to Pseudomonas fluorescens ATCC 13525

Cited by 47 publications

References 0 publications

Production and Comparison of Peptide Siderophores from Strains of Distantly Related Pathovars of Pseudomonas syringae and Pseudomonas viridiflava LMG 2352

Production and Comparison of Peptide Siderophores from Strains of Distantly Related Pathovars of Pseudomonas syringae and Pseudomonas viridiflava LMG 2352

Tin-Carbon Cleavage of Organotin Compounds by Pyoverdine from Pseudomonas chlororaphis

Siderotyping of fluorescent pseudomonads:characterization of pyoverdines of Pseudornonas fluorescens and Pseudornonas putida strains from Antarctica

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