Beilstein J. Org. Chem.2023,19, 909–917, doi:10.3762/bjoc.19.69
order to scavenge iron from the environment. An example is the thiazoline-containing natural product massiliachelin, which is produced by Massilia sp. NR 4-1 under iron-deficient conditions. Based on experimental evidence and genome analysis, it was suspected that this bacterium synthesizes further iron
biosynthetic intermediates or shunt products of massiliachelin. Their bioactivity was tested against one Gram-positive and three Gram-negative bacteria.
Keywords: Massilia; massiliachelin; siderophore; structure elucidation; Introduction
Iron is crucial for many important biological processes, such as
Burkholderia gladioli, which possesses an unprecedented citrate-derived fatty acid moiety [11]. Furthermore, lipopeptide siderophores with photocleavable moieties, like taiwachelin, were reported from bacteria of the genera Cupriavidus and Variovorax [12][13][14].
The β-proteobacterial genus Massilia was
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Graphical Abstract
Figure 1:
Selected siderophores from β-proteobacteria.
Beilstein J. Org. Chem.2019,15, 1298–1303, doi:10.3762/bjoc.15.128
-producing bacterium Massilia sp. NR 4-1 and predicted to direct the biosynthesis of a molecule that is structurally related to the thiazoline-containing siderophore micacocidin. In order to track this compound, we analyzed the metabolic profiles of Massilia cultures grown under different iron concentrations
product, which was named massiliachelin, corresponds to the assembly line encoded by the identified siderophore locus.
Keywords: agrochelin; genome mining; Massilia; massiliachelin; siderophore; stereochemistry; Introduction
In recent years, chemical investigations as well as genomics led to the
]. In this study, we analyzed the β-proteobacterium Massilia sp. NR 4-1, which had been isolated from a soil sample collected under a nutmeg tree [6]. Although, this strain had already been identified as producer of the antibiotic violacein [6], still not much is known about its secondary metabolism or
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Graphical Abstract
Figure 1:
A) Organization of the micacocidin-type gene cluster from Massilia sp. NR 4-1 (top) and of the mic ...