Cyclopropanol Warhead in Malleicyprol Confers Virulence of Human‐ and Animal‐Pathogenic Burkholderia Species

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Abstract: Burkholderia species such as B. mallei and B. pseudomallei are bacterial pathogens causing fatal infections in humans and animals (glanders and melioidosis), yet knowledge on their virulence factors is limited. While pathogenic effects have been linked to a highly conserved gene locus (bur/mal) in the B. mallei group, the metabolite associated to the encoded polyketide synthase, burkholderic acid (syn. malleilactone), could not explain the observed phenotypes. By metabolic profiling and molecular network analyses of the model organism B. thailandensis, the primary products of the cryptic pathway were identified as unusual cyclopropanol‐substituted polyketides. First, sulfomalleicyprols were identified as inactive precursors of burkholderic acid. Furthermore, a highly reactive upstream metabolite, malleicyprol, was discovered and obtained in two stabilized forms. Cell‐based assays and a nematode infection model showed that the rare natural product confers cytotoxicity and virulence.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Cyclopropanol Warhead in Malleicyprol Confers Virulence of Human‐ and Animal‐Pathogenic Burkholderia Species ; volume:131 ; number:40 ; year:2019 ; pages:14267-14271 ; extent:5
Angewandte Chemie ; 131, Heft 40 (2019), 14267-14271 (gesamt 5)

Creator: Trottmann, Felix
Franke, Jakob
Richter, Ingrid
Ishida, Keishi
Cyrulies, Michael
Dahse, Hans‐Martin
Regestein, Lars
Hertweck, Christian

DOI: 10.1002/ange.201907324

URN: urn:nbn:de:101:1-2022081407580740317555

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:25 AM CEST

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Trottmann, Felix
Franke, Jakob
Richter, Ingrid
Ishida, Keishi
Cyrulies, Michael
Dahse, Hans‐Martin
Regestein, Lars
Hertweck, Christian

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