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Engineering a cleavable disulfide bond into a natural product siderophore using precursor-directed biosynthesis

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Abstract

An analogue of the bacterial siderophore desferrioxamine B (DFOB) containing a disulfide motif in the backbone was produced from Streptomyces pilosus cultures supplemented with cystamine. Cystamine competed against native 1,5-diaminopentane during assembly. DFOB-(SS)1[001] and its complexes with Fe(III) or Ga(III) were cleaved upon incubation with dithiothreitol. Compounds such as DFOB-(SS)1[001] and its thiol-containing cleavage products could expand antibiotic strategies and Au–S-based nanotechnologies.

Graphical abstract: Engineering a cleavable disulfide bond into a natural product siderophore using precursor-directed biosynthesis

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Publication details

The article was received on 22 Jun 2018, accepted on 03 Aug 2018 and first published on 07 Aug 2018


Article type: Communication
DOI: 10.1039/C8CC04981E
Citation: Chem. Commun., 2018, Advance Article
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    Engineering a cleavable disulfide bond into a natural product siderophore using precursor-directed biosynthesis

    T. Richardson-Sanchez and R. Codd, Chem. Commun., 2018, Advance Article , DOI: 10.1039/C8CC04981E

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