Isolation, structure elucidation, and iron-binding properties of lystabactins, siderophores isolated from a marine Pseudoalteromonas sp.

TitleIsolation, structure elucidation, and iron-binding properties of lystabactins, siderophores isolated from a marine Pseudoalteromonas sp.
Publication TypeJournal Article
Year of Publication2013
AuthorsZane HK, Butler A
JournalJ Nat Prod
Volume76
Issue4
Pagination648-54
Date Published2013 Apr 26
ISSN1520-6025
KeywordsAsparagine, Chromatography, High Pressure Liquid, Gentisates, Gulf of Mexico, Iron, Marine Biology, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Ornithine, Peptides, Cyclic, Petroleum Pollution, Pseudoalteromonas, Serine, Siderophores
Abstract

The marine bacterium Pseudoalteromonas sp. S2B, isolated from the Gulf of Mexico after the Deepwater Horizon oil spill, was found to produce lystabactins A, B, and C (1-3), three new siderophores. The structures were elucidated through mass spectrometry, amino acid analysis, and NMR. The lystabactins are composed of serine (Ser), asparagine (Asn), two formylated/hydroxylated ornithines (FOHOrn), dihydroxy benzoic acid (Dhb), and a very unusual nonproteinogenic amino acid, 4,8-diamino-3-hydroxyoctanoic acid (LySta). The iron-binding properties of the compounds were investigated through a spectrophotometric competition.
DOI10.1021/np3008655
Alternate JournalJ. Nat. Prod.
PubMed ID23444833