Siderophores from bacteria

Pyoverdin and other siderophores from bacteria-that mediate iron uptake... 

There is only a small selection of nonprotein amino acids that contain carbonyl groups in the form of ketone, aldehyde, and carboxylic acid moieties, as part of the side chain. The examples given in Table 6 are components of nonribosomal peptides isolated from bacteria or fungi and siderophores from bacteria. The biosynthesis of these amino acids is not clear however, some of the amino acids with carboxylic acid side chains may be traced back to the L-a-amino acids aspartic acid and glutamic acid. 

Martinez JS, Zhang GP, Flolt PD, Jung FIT, Carrano CJ, Haygood MG, Butler A (2000) Self-assembling Amphiphilic Siderophores from Marine Bacteria. Science 287 1245... 

Siderophores. If a suitably high content of iron (e.g., 50 pM or more for E. coli) is maintained in the external medium, bacteria and other microorganisms have little problem with uptake of iron. However, when the external iron concentration is low, special compounds called siderophores are utilized to render the iron more soluble.7 11 For example, at iron concentrations below 2 pM, E. coli and other enterobacteria secrete large amounts of enterobactin (Fig. 16-1). The stable Fe3+-enterobactin complex is taken up by a transport system that involves receptors on the outer bacterial membrane.9 12 13 Siderophores from many bacteria have in common with enterobactin the presence of catechol (orftzo-dihydroxybenzene) groups... 

Martinez J. S., Zhang G. P., Holt P. D., Jung H.-T., Carrano C. J., Haygood M. G., and Butler A. (2000) Self-assembling amphiphihc siderophores from marine bacteria. Science 287, 1245-1247. 

FIGURE 1 Two examples of ampiphilic siderophores produced by marine heterotrophic bacteria. Redrawn from Martinez et al. (2000). 

SUGITA H, MizuKi H and iTOi s (2012) Diversity of siderophore-producing bacteria isolated from the intestinal tracts of fish along the Japanese coast, Aquae Res, 43, 481-488. 

The po.ssible role of a chelate reductase for iron uptake from microbial siderophores has been examined for several plant species (30,47). With certain microbial siderophores such as rhizoferrin and rhodotorulic acid, the reductase may easily cleave iron from the siderophore to allow subsequent uptake by the ferrous iron transporter. However, with the hydroxamate siderophore, ferrioxamine B, which is produced by actinomycetes and u.sed by diverse bacteria and fungi, it has been shown that the iron stress-regulated reductase is not capable... 

Iron uptake by bacteria at sites of lateral root emergence has been further confirmed using another technique employing 7-nitrobenz-2-oxa-l,3-diazole-desferrioxamine B, which is a derivitized siderophore that becomes fluorescent after it is deferrated (78). In this case, iron uptake from the siderophore ferrox-amine B was a.ssociated primarily with microbially colonized roots, but both plant and iron uptake from this chelate occurred in the regions just behind the root tips. 

Siderophores are iron-complexing compounds of low molecular weight that are synthesized by bacteria and fungi, and serve to deliver iron to the microbes. Because of their exclusive affinity and specificity for Fe3+, natural siderophores and synthetic derivatives have been exploited in the treatment of human iron-overload diseases. The most successfully used example is Desferal , which is the methane sulfonate derivative of iron-free ferrioxamine B, a linear trihydroxamate (Figure 3.2). Ferrioxamine was isolated in 1958 from the culture supernatant of Streptomyces... 

McEldowney (2000) reported that 65% of Cd2+ was associated with the cell walls of Pseudomonas fluorescens, while 33% was present in the cytoplasm, and 2% was bound to extracellular polymeric substances (EPS) excreted by the bacteria. EPS include polyssacharides, proteins and siderophores. Organic matter, derived from dead microbes, can also form extracellular complexes with metals. 

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