The Phormidolide Biosynthetic Gene Cluster: A trans-AT PKS Pathway Encoding a Toxic Macrocyclic Polyketide

Matthew J. Bertin, Alexandra Vulpanovici, Emily A. Monroe, Anton Korobeynikov, David H. Sherman, Lena Gerwick, William H. Gerwick

Результат исследований: Научные публикации в периодических изданияхстатья

14 Цитирования (Scopus)

Выдержка

© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Phormidolide is a polyketide produced by a cultured filamentous marine cyanobacterium and incorporates a 16-membered macrolactone. Its complex structure is recognizably derived from a polyketide synthase pathway, but possesses unique and intriguing structural features that prompted interest in investigating its biosynthetic origin. Stable isotope incorporation experiments confirmed the polyketide nature of this compound. We further characterized the phormidolide gene cluster (phm) through genome sequencing followed by bioinformatic analysis. Two discrete trans-type acyltransferase (trans-AT) ORFs along with KS-AT adaptor regions (ATd) within the polyketide synthase (PKS) megasynthases, suggest that the phormidolide gene cluster is a trans-AT PKS. Insights gained from analysis of the mode of acetate incorporation and ensuing keto reduction prompted our reevaluation of the stereochemistry of phormidolide hydroxy groups located along the linear polyketide chain.
Язык оригиналаанглийский
Число страниц10
ЖурналChembiochem : a European journal of chemical biology
Том17
Номер выпуска2
DOI
СостояниеОпубликовано - 2016

Отпечаток

Polyketide Synthases
Polyketides
Acyltransferases
Poisons
Multigene Family
Genes
Stereochemistry
Cyanobacteria
Bioinformatics
Computational Biology
Isotopes
Open Reading Frames
Acetates
Genome
phormidolide
Experiments

Цитировать

Bertin, Matthew J. ; Vulpanovici, Alexandra ; Monroe, Emily A. ; Korobeynikov, Anton ; Sherman, David H. ; Gerwick, Lena ; Gerwick, William H. / The Phormidolide Biosynthetic Gene Cluster: A trans-AT PKS Pathway Encoding a Toxic Macrocyclic Polyketide. В: Chembiochem : a European journal of chemical biology. 2016 ; Том 17, № 2.
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abstract = "{\circledC} 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Phormidolide is a polyketide produced by a cultured filamentous marine cyanobacterium and incorporates a 16-membered macrolactone. Its complex structure is recognizably derived from a polyketide synthase pathway, but possesses unique and intriguing structural features that prompted interest in investigating its biosynthetic origin. Stable isotope incorporation experiments confirmed the polyketide nature of this compound. We further characterized the phormidolide gene cluster (phm) through genome sequencing followed by bioinformatic analysis. Two discrete trans-type acyltransferase (trans-AT) ORFs along with KS-AT adaptor regions (ATd) within the polyketide synthase (PKS) megasynthases, suggest that the phormidolide gene cluster is a trans-AT PKS. Insights gained from analysis of the mode of acetate incorporation and ensuing keto reduction prompted our reevaluation of the stereochemistry of phormidolide hydroxy groups located along the linear polyketide chain.",
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The Phormidolide Biosynthetic Gene Cluster: A trans-AT PKS Pathway Encoding a Toxic Macrocyclic Polyketide. / Bertin, Matthew J.; Vulpanovici, Alexandra; Monroe, Emily A.; Korobeynikov, Anton; Sherman, David H.; Gerwick, Lena; Gerwick, William H.

В: Chembiochem : a European journal of chemical biology, Том 17, № 2, 2016.

Результат исследований: Научные публикации в периодических изданияхстатья

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T1 - The Phormidolide Biosynthetic Gene Cluster: A trans-AT PKS Pathway Encoding a Toxic Macrocyclic Polyketide

AU - Bertin, Matthew J.

AU - Vulpanovici, Alexandra

AU - Monroe, Emily A.

AU - Korobeynikov, Anton

AU - Sherman, David H.

AU - Gerwick, Lena

AU - Gerwick, William H.

PY - 2016

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AB - © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. Phormidolide is a polyketide produced by a cultured filamentous marine cyanobacterium and incorporates a 16-membered macrolactone. Its complex structure is recognizably derived from a polyketide synthase pathway, but possesses unique and intriguing structural features that prompted interest in investigating its biosynthetic origin. Stable isotope incorporation experiments confirmed the polyketide nature of this compound. We further characterized the phormidolide gene cluster (phm) through genome sequencing followed by bioinformatic analysis. Two discrete trans-type acyltransferase (trans-AT) ORFs along with KS-AT adaptor regions (ATd) within the polyketide synthase (PKS) megasynthases, suggest that the phormidolide gene cluster is a trans-AT PKS. Insights gained from analysis of the mode of acetate incorporation and ensuing keto reduction prompted our reevaluation of the stereochemistry of phormidolide hydroxy groups located along the linear polyketide chain.

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