Literature DB >> 12193782

C-O bond formation by polyketide synthases.

Hyung-Jin Kwon1, Wyatt C Smith, A Janelle Scharon, Sung Hee Hwang, Mark J Kurth, Ben Shen.   

Abstract

Polyketide synthases (PKSs) assemble the polyketide carbon backbone by sequential decarboxylative condensation of acyl coenzyme A (CoA) precursors, and the C-C bond-forming step in this process is catalyzed by the beta-ketoacyl synthase (KS) domain or subunit. Genetic and biochemical characterization of the nonactin biosynthesis gene cluster from Streptomyces griseus revealed two KSs, NonJ and NonK, that are highly homologous to known KSs but catalyze sequential condensation of the acyl CoA substrates by forming C-O rather than C-C bonds. This chemistry can be used in PKS engineering to increase the scope and diversity of polyketide biosynthesis.

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Year:  2002        PMID： 12193782     DOI： 10.1126/science.1073175

Source DB:  PubMed          Journal:  Science        ISSN： 0036-8075            Impact factor:   47.728


  17 in total

1.  Polyketide and non-ribosomal peptide synthases: falling together by coming apart.

Authors:  C Richard Hutchinson
Journal:  Proc Natl Acad Sci U S A       Date:  2003-03-11       Impact factor: 11.205

Review 2.  The Uncommon Enzymology of Cis-Acyltransferase Assembly Lines.

Authors:  Adrian T Keatinge-Clay
Journal:  Chem Rev       Date:  2017-04-10       Impact factor: 60.622

3.  ORGANIC SYNTHESIS. Comment on "Asymmetric syntheses of sceptrin and massadine and evidence for biosynthetic enantiodivergence".

Authors:  David H Sherman; Sachiko Tsukamoto; Robert M Williams
Journal:  Science       Date:  2015-07-09       Impact factor: 47.728

4.  A ketosynthase homolog uses malonyl units to form esters in cervimycin biosynthesis.

Authors:  Tom Bretschneider; Georg Zocher; Michelle Unger; Kirstin Scherlach; Thilo Stehle; Christian Hertweck
Journal:  Nat Chem Biol       Date:  2011-12-18       Impact factor: 15.040

5.  The Natural Product Domain Seeker version 2 (NaPDoS2) webtool relates ketosynthase phylogeny to biosynthetic function.

Authors:  Leesa J Klau; Sheila Podell; Kaitlin E Creamer; Alyssa M Demko; Hans W Singh; Eric E Allen; Bradley S Moore; Nadine Ziemert; Anne Catrin Letzel; Paul R Jensen
Journal:  J Biol Chem       Date:  2022-09-12       Impact factor: 5.486

6.  Alternating pattern of stereochemistry in the nonactin macrocycle is required for antibacterial activity and efficient ion binding.

Authors:  Brian R Kusche; Adrienne E Smith; Michele A McGuirl; Nigel D Priestley
Journal:  J Am Chem Soc       Date:  2009-12-02       Impact factor: 15.419

7.  Giant plasmid-encoded polyketide synthases produce the macrolide toxin of Mycobacterium ulcerans.

Authors:  Timothy P Stinear; Armand Mve-Obiang; Pamela L C Small; Wafa Frigui; Melinda J Pryor; Roland Brosch; Grant A Jenkin; Paul D R Johnson; John K Davies; Richard E Lee; Sarojini Adusumilli; Thierry Garnier; Stephen F Haydock; Peter F Leadlay; Stewart T Cole
Journal:  Proc Natl Acad Sci U S A       Date:  2004-01-21       Impact factor: 11.205

8.  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

9.  Nonactin biosynthesis: setting limits on what can be achieved with precursor-directed biosynthesis.

Authors:  Brian R Kusche; Joshua B Phillips; Nigel D Priestley
Journal:  Bioorg Med Chem Lett       Date:  2008-12-30       Impact factor: 2.823

10.  In vitro reconstruction of tetronate RK-682 biosynthesis.

Authors:  Yuhui Sun; Frank Hahn; Yuliya Demydchuk; James Chettle; Manuela Tosin; Hiroyuki Osada; Peter F Leadlay
Journal:  Nat Chem Biol       Date:  2009-12-20       Impact factor: 15.040
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