2010
DOI: 10.1021/ja105003g
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Induced Biosynthesis of Cryptic Polyketide Metabolites in a Burkholderia thailandensis Quorum Sensing Mutant

Abstract: Genetic manipulation of the LuxR-type quorum sensing regulator system in Burkholderia thailandensis caused a significant change in the metabolic profile: it led to activation of the thailandamide biosynthesis gene cluster, dramatically increased thailandamide production, and induced strong pigmentation. A novel polyketide metabolite, thailandamide lactone (2), which cannot be detected in the wild type, was isolated from the mutant broth, and its structure was elucidated by high-resolution mass spectrometry and… Show more

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Cited by 76 publications
(72 citation statements)
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“…46 Expression of genes encoding proteins involved in malleilactone biosynthesis ( BTH_II2084-2099 ) is also under control of an orphan LuxR (BtaR4) that is encoded by BTH_II2087 and renamed MalR. 47 Malleilactone promotes virulence, as evidenced by prolonged survival of Caenorhabditis elegans fed B. thailandensis lacking an essential malleilactone biosynthesis gene.…”
Section: Resultsmentioning
confidence: 99%
“…46 Expression of genes encoding proteins involved in malleilactone biosynthesis ( BTH_II2084-2099 ) is also under control of an orphan LuxR (BtaR4) that is encoded by BTH_II2087 and renamed MalR. 47 Malleilactone promotes virulence, as evidenced by prolonged survival of Caenorhabditis elegans fed B. thailandensis lacking an essential malleilactone biosynthesis gene.…”
Section: Resultsmentioning
confidence: 99%
“…For example, cloning out the large ATP-binding LuxR-type (LAL) regulatory gene and reintroducing it under control of a constitutive ermE*p led to identification of four novel, 51-membered, glycosylated macrolides stambomycins A–D (14) with activity against human cancer lines in Streptomyces ambofaciens ATCC23877 (Laureti et al, 2011). Not all regulatory elements are inducers of secondary metabolism, as was observed when mutagenic inactivation of the quorum-sensing regulator in Burkholderia thailandensis led to activation of a cryptic cluster encoding a novel polyketide metabolite, thailandamide lactone (Ishida et al, 2010). …”
Section: Activating Silent Pathways Through Host and Cluster Engineeringmentioning
confidence: 99%
“…Thailandamide lactone (4) presented moderate antiproliferative activity against human tumor cell lines. 12,13 The thailandepsins also isolated from B. thailandensis E264 are related to FK228 BGC in Chromobacterium violaceum.…”
Section: Burkholderia Thailandensis (B Thailandensis)mentioning
confidence: 99%