Ferric iron uptake in Erwinia chrysanthemi mediated by chrysobactin and related catechol-type compounds

Persmark, Magnus; Expert, Dominique; Neilands, J. B.

doi:10.1128/jb.174.14.4783-4789.1992

Cited by 25 publications

(18 citation statements)

References 43 publications

(34 reference statements)

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“…An interesting finding is that all of the analogues tested share the same moiety, the DHBA molecule. This suggests that the specificity of the V. anguillarum vanchrobactin receptor A similar situation has been described for the chrysobactin receptor FctA, where recognition is mediated by the DHBA moiety (31). Together, our results indicate that FvtA is the only route of entry for vanchrobactin (DHBA-Arg-Ser), as well as for its analogue DHBA-Orn-Ser.…”

Section: Resultssupporting

confidence: 58%

FvtA Is the Receptor for the Siderophore Vanchrobactin inVibrio anguillarum: Utility as a Route of Entry for Vanchrobactin Analogues

Balado

Osorio

Lemos

2009

Appl Environ Microbiol

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Some strains of Vibrio anguillarum, the causative agent of vibriosis in a variety of marine animals, produce a catechol-type siderophore named vanchrobactin. The biosynthetic pathway and regulation of vanchrobactin are quite well understood. However, aspects concerning its entry into the cell have remained uncharacterized. In the present study we characterized two genes, fvtA and orf13, encoding potential TonB-dependent ferricvanchrobactin receptors in serotype O2 V. anguillarum strain RV22. We found that an fvtA mutant was defective for growth under iron limitation conditions and for utilization of vanchrobactin, suggesting that fvtA encodes the vanchrobactin receptor of V. anguillarum. Interestingly, an orf13 mutant was not significantly affected, and results of reverse transcriptase PCR, as well as analysis of outer membrane proteins by sodium dodecyl sulfate-polyacrylamide gel electrophoresis, suggested that this gene is not expressed. Furthermore, fatA, a plasmid gene coding for the anguibactin receptor in plasmid pJM1-harboring strains, is also present in the chromosome of RV22, although it is inactivated by insertion of transposases. In addition, we found that FvtA is the route of entry for vanchrobactin analogues, and there is evidence that it recognizes primarily the catechol-iron center. These analogues are potential candidate vectors for a Trojan horse strategy aimed at generating antimicrobial compounds exploiting the same route of entry for native siderophores. We found that fvtA and vanchrobactin biosynthesis genes are ubiquitous in both vanchrobactin-and anguibactin-producing V. anguillarum strains, which reinforces the utility of the vanchrobactin route of entry for the design of future strategies for the control of vibriosis.Vibrio anguillarum strains possess an array of specific virulence factors that enable them to cause a hemorrhagic septicemia called vibriosis in a variety of marine animals (41). There are more than 20 recognized serotypes, but serotypes O1 and O2 are the serotypes predominantly implicated in vibriosis outbreaks (43). Although the virulence mechanisms of V. anguillarum are not fully understood, it is known that the ability to scavenge iron through utilization of siderophores contributes significantly to the virulence of this bacterium (11,20,45). Currently, two clearly different siderophore-mediated iron uptake systems in V. anguillarum are known. One of them is the vanchrobactin-mediated system encoded by a chromosomal gene cluster. The chemical structure of the siderophore in this system and its biosynthesis and regulation pathways were recently established (3,4,36). The other system is a plasmid pJM1-encoded system called the anguibactin system that is found only in pJM1-containing serotype O1 strains (10, 40), whose synthesis requires additional chromosomal genes that are also involved in vanchrobactin production (1, 4).Uptake of ferric iron-siderophore complexes into the cell requires a specific outer membrane (OM) receptor protein connected to a TonB-ExbB-ExbD complex ...

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Section: Resultssupporting

confidence: 58%

FvtA Is the Receptor for the Siderophore Vanchrobactin inVibrio anguillarum: Utility as a Route of Entry for Vanchrobactin Analogues

Balado

Osorio

Lemos

2009

Appl Environ Microbiol

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“…); bacillibactin and petrobactin ( Bacillus sp. );139 pyochelin and pyoverdin (P. aeruginosa) ; chrysobactin and achromobactin ( E. chrysanthemi ) 153,154…”

Section: Figuresmentioning

confidence: 99%

Microbial Iron Acquisition: Marine and Terrestrial Siderophores

2009

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“…N 6 -Z-protected D-lysine is coupled with the p-nitrophenylester of 2,3-dibenzyloxybenzoic acid and then reacted with L-serinebenzylester by EEDQ. Finally, the benzyl groups are removed by hydrogenation [87].…”

Section: Chemical Synthesismentioning

confidence: 99%

Peptide siderophores

1998

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Siderophores are low molecular weight iron chelators, produced by virtually all bacteria, fungi and some plants. They serve to deliver the essential element iron, barely soluble under aerobic conditions, into microbial cells. Siderophores are therefore important secondary metabolites which are very often based on amino acids and their derivatives. Biosynthesis, transport, regulation and chemical synthesis of natural siderophores and their analogues is of considerable interest for the protein and peptide chemist. This review gives an overview of the structural classes of peptidic siderophores, along with data on their biosynthesis. On a number of representative examples, strategies and schemes of their chemical synthesis are described.

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Ferric iron uptake in Erwinia chrysanthemi mediated by chrysobactin and related catechol-type compounds

Cited by 25 publications

References 43 publications

FvtA Is the Receptor for the Siderophore Vanchrobactin inVibrio anguillarum: Utility as a Route of Entry for Vanchrobactin Analogues

FvtA Is the Receptor for the Siderophore Vanchrobactin inVibrio anguillarum: Utility as a Route of Entry for Vanchrobactin Analogues

Microbial Iron Acquisition: Marine and Terrestrial Siderophores

Peptide siderophores

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