Structure and Biosynthetic Assembly of Piscibactin, a Siderophore from Photobacterium damselae subsp piscicida, Predicted from Genome Analysis

被引:44
|
作者
Souto, Alba [1 ]
Montaos, Marcos A. [1 ]
Rivas, Amable J. [2 ]
Balado, Miguel [2 ]
Osorio, Carlos R. [2 ]
Rodriguez, Jaime [1 ]
Lemos, Manuel L. [2 ]
Jimenez, Carlos [1 ]
机构
[1] Univ A Coruna, Fac Ciencias, Dept Quim Fundamental, La Coruna 15071, Spain
[2] Univ Santiago Compostela, Inst Aquaculture, Dept Microbiol & Parasitol, Santiago De Compostela 15782, Spain
关键词
Biosynthesis; Natural products; Siderophores; Pasteurellosis; Piscibactin; Iron; Gallium; VIRULENCE FACTOR; IRON UPTAKE; YERSINIABACTIN; PATHOGENICITY;
D O I
10.1002/ejoc.201200818
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
From the cultures of Photobacterium damselae subsp. piscicida, the aetiological agent of fish pasteurellosis, a new siderophore named piscibactin (1), was isolated as its gallium and iron(III) complexes along with a possible intermediate of its biosynthesis, prepiscibactin (2). Analysis of the gene cluster involved in the siderophore biosynthesis allowed the partial prediction of the structures. Thus, an NRPS-mediated mechanism similar to that for yersiniabactin was suggested by protein sequence comparisons. The final structures were solved by NMR and MS methods and by DFT molecular modeling. The results obtained in the structural and functional characterization of piscibactin enabled the proposal of a biosynthetic pathway.
引用
收藏
页码:5693 / 5700
页数:8
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