Literature DB >> 19266509

Polyketide-chain branching by an enzymatic Michael addition.

Björn Kusebauch1, Benjamin Busch, Kirstin Scherlach, Martin Roth, Christian Hertweck.   

Abstract

A new "branch" for polyketide synthases was discovered in the biosynthesis of the antimitotic rhizoxin complex in the endofungal bacterium Burkholderia rhizoxinica. Genetic engineering and the structural elucidation of pathway intermediates revealed that a complex polyketide chain is branched at the beta position by an unprecedented conjugate addition of an acetyl building block to an acryloyl precursor (see scheme).

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Year:  2009        PMID: 19266509     DOI: 10.1002/anie.200900277

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  15 in total

1.  Structural and evolutionary relationships of "AT-less" type I polyketide synthase ketosynthases.

Authors:  Jeremy R Lohman; Ming Ma; Jerzy Osipiuk; Boguslaw Nocek; Youngchang Kim; Changsoo Chang; Marianne Cuff; Jamey Mack; Lance Bigelow; Hui Li; Michael Endres; Gyorgy Babnigg; Andrzej Joachimiak; George N Phillips; Ben Shen
Journal:  Proc Natl Acad Sci U S A       Date:  2015-09-29       Impact factor: 11.205

2.  Polyketide synthase chimeras reveal key role of ketosynthase domain in chain branching.

Authors:  Srividhya Sundaram; Daniel Heine; Christian Hertweck
Journal:  Nat Chem Biol       Date:  2015-10-19       Impact factor: 15.040

3.  Polyketide β-branching in bryostatin biosynthesis: identification of surrogate acetyl-ACP donors for BryR, an HMG-ACP synthase.

Authors:  Tonia J Buchholz; Christopher M Rath; Nicole B Lopanik; Noah P Gardner; Kristina Håkansson; David H Sherman
Journal:  Chem Biol       Date:  2010-10-29

4.  Polyketide proofreading by an acyltransferase-like enzyme.

Authors:  Katja Jensen; Holger Niederkrüger; Katrin Zimmermann; Anna L Vagstad; Jana Moldenhauer; Nicole Brendel; Sarah Frank; Petra Pöplau; Christoph Kohlhaas; Craig A Townsend; Marco Oldiges; Christian Hertweck; Jörn Piel
Journal:  Chem Biol       Date:  2012-03-23

5.  Burkholderia as a Source of Natural Products.

Authors:  Sylvia Kunakom; Alessandra S Eustáquio
Journal:  J Nat Prod       Date:  2019-07-11       Impact factor: 4.050

Review 6.  The Enzymology of Organic Transformations: A Survey of Name Reactions in Biological Systems.

Authors:  Chia-I Lin; Reid M McCarty; Hung-Wen Liu
Journal:  Angew Chem Int Ed Engl       Date:  2017-02-14       Impact factor: 15.336

7.  Bacterial symbionts and natural products.

Authors:  Jason M Crawford; Jon Clardy
Journal:  Chem Commun (Camb)       Date:  2011-05-19       Impact factor: 6.222

8.  Natural products version 2.0: connecting genes to molecules.

Authors:  Christopher T Walsh; Michael A Fischbach
Journal:  J Am Chem Soc       Date:  2010-03-03       Impact factor: 15.419

9.  Vinylogous chain branching catalysed by a dedicated polyketide synthase module.

Authors:  Tom Bretschneider; Joel B Heim; Daniel Heine; Robert Winkler; Benjamin Busch; Björn Kusebauch; Thilo Stehle; Georg Zocher; Christian Hertweck
Journal:  Nature       Date:  2013-09-18       Impact factor: 49.962

10.  Cloning and sequencing of the kedarcidin biosynthetic gene cluster from Streptoalloteichus sp. ATCC 53650 revealing new insights into biosynthesis of the enediyne family of antitumor antibiotics.

Authors:  Jeremy R Lohman; Sheng-Xiong Huang; Geoffrey P Horsman; Paul E Dilfer; Tingting Huang; Yihua Chen; Evelyn Wendt-Pienkowski; Ben Shen
Journal:  Mol Biosyst       Date:  2013-01-29
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