Albisporachelin, a New Hydroxamate Type Siderophore from the Deep Ocean Sediment-Derived Actinomycete Amycolatopsis albispora WP1T

Abstract

Marine actinobacteria continue to be a rich source for the discovery of structurally diverse secondary metabolites. Here we present a new hydroxymate siderophore produced by Amycolatopsis albispora, a recently described species of this less explored actinomycete genus. Strain WP1T was isolated from sediments collected at −2945 m in the Indian Ocean. The new siderophore, designated albisporachelin, was isolated from iron depleted culture broths and the structure was established by 1D and 2D NMR and MS/MS experiments, and application of a modified Marfey’s method. Albisporachelin is composed of one N-methylated-formylated/hydroxylated l-ornithine (N-Me-fh-l-Orn), one l-serine (l-Ser), one formylated/hydroxylated l-ornithine (fh-l-Orn) and a cyclo-N-methylated-hydroxylated l-ornithine (cyclo-N-Me-h-l-Orn).

Actinomycete Potential as Biocontrol Agent of Phytopathogenic Fungi: Mechanisms, Source, and Applications

“…Siderophore production has been demonstrated by Streptomyces strains that produce hydroxamate-type siderophores known as deferoxamine [ 20 ]. Moreover, heterobactins are catecholate-hydroximate mixed-type siderophores that have been found in Rhodococcus erythropolis [ 46 ], and albisporachelin is a hydroxamate-type siderophore produced by Amycolatopsis albispora [ 47 ]. A sufficient amount of siderophore production by biocontrol agents limits Fe 3+ availability for phytopathogenic fungi.…”

Chemistry and Biology of Siderophores from Marine Microbes

“…A novel albisporachelin siderophore ( 33 ) was obtained from iron-depleted culture broths of marine actinomycete Amycolatopsis albispora WP1 T . The study of iron-chelating ability suggested that its hydroxamate moieties were involved in iron binding, which was consistent with its structure [37]. Moreover, the variable siderophore metabolome of the marine actinomycete Salinispora tropica CNB-440 revealed the production of six known siderophores, desferrioxamine A 1 , A 2 , B, D 1 , D 2 , and E ( 34 – 39 ), and one novel siderophore desferrioxamine N ( 40 ) [38].…”

Class IV Lasso Peptides Synergistically Induce Proliferation of Cancer Cells and Sensitize Them to Doxorubicin

“…Several of these BGCs appear to be unique and could not be identified in the publicly available genomes of other bacteria ( Table S4 , Supplemental Information ). The vast majority of BGCs identified in the genome of YIM10 had homologs in the genome of recently described Amycolatopsis albispora WP1 isolated from marine sediment ( Wu et al., 2018 ), suggesting that these strains are closely related.…”