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Biosynthetic considerations of triscatechol siderophores framed on serine and threonine macrolactone scaffolds

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Abstract

Bacteria often produce siderophores to facilitate iron uptake. One of the most studied siderophores is enterobactin, the macrolactone trimer of 2,3-dihydroxybenzoyl-L-serine, produced by E. coli and many other enteric bacteria. Other siderophores are variants of enterobactin, with structural modifications including expansion of the tri-serine core to a tetra-serine macrolactone, substitution of L-serine with L-threonine, insertion of amino acids (i.e., Gly, L-Ala, D-Lys, D- and L-Arg, L-Orn), catechol glucosylation, and linearization of the tri-serine macrolactone core. In this review we summarize the current understanding of the biosyntheses of these enterobactin variants, placing them in contrast with the well-established biosynthesis of enterobactin.

Graphical abstract: Biosynthetic considerations of triscatechol siderophores framed on serine and threonine macrolactone scaffolds

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Publication details

The article was received on 08 Apr 2017, accepted on 01 Jun 2017 and first published on 08 Jun 2017


Article type: Critical Review
DOI: 10.1039/C7MT00111H
Citation: Metallomics, 2017, Advance Article
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    Biosynthetic considerations of triscatechol siderophores framed on serine and threonine macrolactone scaffolds

    Z. L. Reitz, M. Sandy and A. Butler, Metallomics, 2017, Advance Article , DOI: 10.1039/C7MT00111H

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