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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.

In: Chembiochem : a European journal of chemical biology, Vol. 17, No. 2, 2016.

Research output: Contribution to journalArticlepeer-review

Harvard

Bertin, MJ, Vulpanovici, A, Monroe, EA, Korobeynikov, A, Sherman, DH, Gerwick, L & Gerwick, WH 2016, 'The Phormidolide Biosynthetic Gene Cluster: A trans-AT PKS Pathway Encoding a Toxic Macrocyclic Polyketide', Chembiochem : a European journal of chemical biology, vol. 17, no. 2. https://doi.org/10.1002/cbic.201500467

APA

Bertin, M. J., Vulpanovici, A., Monroe, E. A., Korobeynikov, A., Sherman, D. H., Gerwick, L., & Gerwick, W. H. (2016). The Phormidolide Biosynthetic Gene Cluster: A trans-AT PKS Pathway Encoding a Toxic Macrocyclic Polyketide. Chembiochem : a European journal of chemical biology, 17(2). https://doi.org/10.1002/cbic.201500467

Vancouver

Bertin MJ, Vulpanovici A, Monroe EA, Korobeynikov A, Sherman DH, Gerwick L et al. The Phormidolide Biosynthetic Gene Cluster: A trans-AT PKS Pathway Encoding a Toxic Macrocyclic Polyketide. Chembiochem : a European journal of chemical biology. 2016;17(2). https://doi.org/10.1002/cbic.201500467

Author

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. In: Chembiochem : a European journal of chemical biology. 2016 ; Vol. 17, No. 2.

BibTeX

@article{dbfdb210974440c4b7d184cafa8f6be3,
title = "The Phormidolide Biosynthetic Gene Cluster: A trans-AT PKS Pathway Encoding a Toxic Macrocyclic Polyketide",
abstract = "{\textcopyright} 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.",
author = "Bertin, {Matthew J.} and Alexandra Vulpanovici and Monroe, {Emily A.} and Anton Korobeynikov and Sherman, {David H.} and Lena Gerwick and Gerwick, {William H.}",
year = "2016",
doi = "10.1002/cbic.201500467",
language = "English",
volume = "17",
journal = "ChemBioChem",
issn = "1439-4227",
publisher = "Wiley-Blackwell",
number = "2",

}

RIS

TY - JOUR

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

Y1 - 2016

N2 - © 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.

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.

U2 - 10.1002/cbic.201500467

DO - 10.1002/cbic.201500467

M3 - Article

VL - 17

JO - ChemBioChem

JF - ChemBioChem

SN - 1439-4227

IS - 2

ER -

ID: 7926901