Isolation, Structure Elucidation, and Iron-Binding Properties of Lystabactins, Siderophores Isolated from a Marine <i>Pseudoalteromonas </i>sp<i>.</i>

Zane, Hannah K.; Butler, Alison

doi:10.1021/np3008655

Cited by 19 publications

(19 citation statements)

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“…The UV spectroscopic analysis of ferric-albisporachelin complex indicates that the typical hydroxamate coordinating groups are presented in the complex, implied by the broad absorption band at about 440 nm (SI, Figure S22 ). These results indicated that the hydroxamate moieties are involved in iron binding [ 7 ], which was in accordance with the albisporachelin structure.…”

Section: Resultssupporting

confidence: 68%

“…Albisporachelin was hydrolyzed with HI (Hydrogen iodide) and the resulting amino acids were derivatized with N α-(5-fluoro-2,4-dinitrophenyl)- l -alaninamide ( l -FDAA). Hydrolysis with HI provides the additional advantage of reducing hydroxylamines [ 7 , 10 , 14 ]. The derivatized hydrolysates were then compared with amino acid standards derivatized with l -FDAA or d -FDAA using LC/MS ( Figures S15–S21 ).…”

Section: Resultsmentioning

confidence: 99%

“…These low molecular weight compounds (500–1500 daltons) can be broadly classified by the types of chelating groups that bind iron, and include catechols, α-hydroxycarboxylates, hydroxamates, ο-hydroxyphenyloxazolines, and mixed types [ 2 , 4 ]. While more than 500 siderophores have been reported [ 4 ], there are few representatives from deep ocean environments such as fradiamine A [ 5 ], tetroazolemycins [ 6 ], and lystabactins [ 7 ].…”

Section: Introductionmentioning

confidence: 99%

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

Deering

Zhang

et al. 2018

Marine Drugs

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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).

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Section: Resultssupporting

confidence: 68%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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

Deering

Zhang

et al. 2018

Marine Drugs

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“…Three unusual siderophores, lystabactins A–C ( 78 – 80 ), were obtained from the marine bacterium Pseudoalteromonas sp. S2B [64]. In order to further determine their stability by chelating Fe(III), the pFe scale was used to compare with the iron-binding stability of siderophores.…”

Section: Diversity Of Siderophores From Marine Microorganismsmentioning

confidence: 99%

Chemistry and Biology of Siderophores from Marine Microbes

Chen

Guo

et al. 2019

Marine Drugs

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Microbial siderophores are multidentate Fe(III) chelators used by microbes during siderophore-mediated assimilation. They possess high affinity and selectivity for Fe(III). Among them, marine siderophore-mediated microbial iron uptake allows marine microbes to proliferate and survive in the iron-deficient marine environments. Due to their unique iron(III)-chelating properties, delivery system, structural diversity, and therapeutic potential, marine microbial siderophores have great potential for further development of various drug conjugates for antibiotic-resistant bacteria therapy or as a target for inhibiting siderophore virulence factors to develop novel broad-spectrum antibiotics. This review covers siderophores derived from marine microbes.

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“…Examples are aerobactins, amphibactins, ochrobactins, marinobactins, aquachelins, lystabactins, rhodobactins and amychelins among others ( Fig. 5; Dhungana et al 2007;Neilands 1995;Seyedsayamdost et al 2011;Zane and Butler 2013).…”

Section: Siderophore Coordination Groupsmentioning

confidence: 99%

An overview of siderophores for iron acquisition in microorganisms living in the extreme

2016

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Siderophores are iron-chelating molecules produced by microbes when intracellular iron concentrations are low. Low iron triggers a cascade of gene activation, allowing the cell to survive due to the synthesis of important proteins involved in siderophore synthesis and transport. Generally, siderophores are classified by their functional groups as catecholates, hydroxamates and hydroxycarboxylates. Although other chemical structural modifications and functional groups can be found. The functional groups participate in the iron-chelating process when the ferri-siderophore complex is formed. Classified as acidophiles, alkaliphiles, halophiles, thermophiles, psychrophiles, piezophiles, extremophiles have particular iron requirements depending on the environmental conditions in where they grow. Most of the work done in siderophore production by extremophiles is based in siderophore concentration and/or genomic studies determining the presence of siderophore synthesis and transport genes. Siderophores produced by extremophiles are not well known and more work needs to be done to elucidate chemical structures and their role in microorganism survival and metal cycling in extreme environments.

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Isolation, Structure Elucidation, and Iron-Binding Properties of Lystabactins, Siderophores Isolated from a Marine Pseudoalteromonas sp.

Cited by 19 publications

References 50 publications

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

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

Chemistry and Biology of Siderophores from Marine Microbes

An overview of siderophores for iron acquisition in microorganisms living in the extreme

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