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      Bisucaberin B, a Linear Hydroxamate Class Siderophore from the Marine Bacterium Tenacibaculum mesophilum

      research-article
      1 , * , 2 , 2
      Molecules
      MDPI
      siderophore, Tenacibaculum mesophilum, macrocycle, bisucaberin

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          Abstract

          A siderophore, named bisucaberin B, was isolated from Tenacibaculum mesophilum bacteria separated from a marine sponge collected in the Republic of Palau. Using spectroscopic and chemical methods, the structure of bisucaberin B ( 1) was clearly determined to be a linear dimeric hydroxamate class siderophore. Although compound 1 is an open form of the known macrocyclic dimer bisucaberin ( 2), and was previously described as a bacterial degradation product of desferrioxamine B ( 4), the present report is the first description of the de novo biosynthesis of 1. To the best of our knowledge, compound 1 is the first chemically characterized siderophore isolated from a bacterium belonging to the phylum Bacteroidetes.

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          Most cited references16

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          Siderophores from neighboring organisms promote the growth of uncultured bacteria.

          The majority of bacterial species do not grow on synthetic media. Many non-growers require growth factors from other bacteria, but the nature of these compounds is largely unknown. We show here that previously uncultured isolates from marine sediment biofilm grow on a Petri dish in the presence of cultured organisms from the same environment. The growth factors produced by one cultured helper strain were identified as new acyl-desferrioxamine siderophores. A panel of previously uncultured isolates exhibited a range of siderophore promiscuity for growth promotion. This siderophore-based approach has enabled the culturing of organisms only distantly related to previously cultured microbes. The lack of growth in the laboratory for many strains from this habitat stems from an inability to autonomously produce siderophores, and the resulting chemical dependence on other microorganisms regulates community establishment in the environment. Copyright 2010 Elsevier Ltd. All rights reserved.
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            Microbial iron acquisition: marine and terrestrial siderophores.

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              Identification of a cluster of genes that directs desferrioxamine biosynthesis in Streptomyces coelicolor M145.

              Desferrioxamines are a structurally related family of tris-hydroxamate siderophores that form strong hexadentate complexes with ferric iron. Desferrioxamine B has been used clinically for the treatment of iron overload in man. We have unambiguously identified desferrioxamine E as the major desferrioxamine siderophore produced by Streptomyces coelicolor M145 and have identified a cluster of four genes (desA-D) that directs desferrioxamine biosynthesis in this model actinomycete. On the basis of comparative sequence analysis of the proteins encoded by these genes, we propose a plausible pathway for desferrioxamine biosynthesis. The desferrioxamine biosynthetic pathway belongs to a new and rapidly emerging family of pathways for siderophore biosynthesis, widely distributed across diverse species of bacteria, which is biochemically distinct from the better known nonribosomal peptide synthetase (NRPS) pathway used in many organisms for siderophore biosynthesis.
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                Author and article information

                Journal
                Molecules
                Molecules
                molecules
                Molecules
                MDPI
                1420-3049
                02 April 2013
                April 2013
                : 18
                : 4
                : 3917-3926
                Affiliations
                [1 ]Creative Research Institution, Hokkaido University, Hakodate 041-8611, Japan
                [2 ]Graduate School of Fisheries Sciences, Hokkaido University, Hakodate 041-8611, Japan
                Author notes
                [* ] Author to whom correspondence should be addressed; E-Mail: masakifujita@ 123456fish.hokudai.ac.jp ; Tel./Fax: +81-138-40-8806.
                Article
                molecules-18-03917
                10.3390/molecules18043917
                6270104
                23549298
                2915eb6f-0a71-471c-a3d8-526d0f9c6ab5
                © 2013 by the authors; licensee MDPI, Basel, Switzerland.

                This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license ( http://creativecommons.org/licenses/by/3.0/).

                History
                : 16 February 2013
                : 11 March 2013
                : 22 March 2013
                Categories
                Article

                siderophore,tenacibaculum mesophilum,macrocycle,bisucaberin

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