| Macrolactin is the polyketide biosynthesis product of the pks2 cluster of Bacillus amyloliquefaciens FZB42. | |
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MedLine Citation:
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PMID: 17844999 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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In the genome of Bacillus amyloliquefaciens FZB42, three operons pks1, pks2, and pks3 were identified which encode the biosynthesis of polyketides. pks1 and pks3 have been attributed to the production of bacillaene and difficidin/oxydifficidin, respectively, while the pks2 product remained hitherto unknown. Mass spectrometric analysis of the culture filtrates of the wild-type B. amyloliquefaciens FZB42 and mutants revealed pks2-specific metabolites. By combination of the mass spectrometric and UV/vis data with a database search, these compounds were attributed to four members of the macrolactin family, macrolactin A and D as well as 7-O-malonyl- and 7-O-succinyl-macrolactin. This conclusion was verified by the isolation and structure elucidation of macrolactin A using mass spectrometric and 2D-NMR studies. Macrolactin biosynthesis was investigated using feeding experiments with (13)C-acetate. (13)C-labelled macrolactin A revealed an alternating labelling of its carbon skeleton with (13)C, indicating that acetate/malonate was used as the sole precursor. The macrolactin structure is compatible with the domain organization of the pks2-operon. Similarly to pks1 and pks3, pks2 is a modular polyketide synthase system of type I which exhibits a trans-acyltransferase architecture using a discrete acyltransferase enzyme iteratively in the assembly of macrolactin. Finally, the potential for macrolactin production on a genetic and metabolic basis was found to be widely distributed among Bacillus amyloliquefaciens strains. |
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Authors:
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Kathrin Schneider; Xiao-Hua Chen; Joachim Vater; Peter Franke; Graeme Nicholson; Rainer Borriss; Roderich D Süssmuth |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2007-09-11 |
Journal Detail:
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Title: Journal of natural products Volume: 70 ISSN: 0163-3864 ISO Abbreviation: J. Nat. Prod. Publication Date: 2007 Sep |
Date Detail:
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Created Date: 2007-10-01 Completed Date: 2007-11-28 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 7906882 Medline TA: J Nat Prod Country: United States |
Other Details:
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Languages: eng Pagination: 1417-23 Citation Subset: IM |
Affiliation:
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Institut für Chemie, Technishe Universität Berlin, Berlin, Germany. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Bacillus*
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chemistry,
genetics,
metabolism Macrolides / chemistry, isolation & purification*, metabolism Molecular Structure Polyketide Synthases / metabolism* |
| Chemical | |
Reg. No./Substance:
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0/Macrolides; 0/macrolactin A; 79956-01-7/Polyketide Synthases |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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