Literature DB >> 28206741

Polyketide Bioderivatization Using the Promiscuous Acyltransferase KirCII.

Ewa M Musiol-Kroll1,2,3, Florian Zubeil4, Thomas Schafhauser3, Thomas Härtner3, Andreas Kulik3, John McArthur5, Irina Koryakina5, Wolfgang Wohlleben2,3, Stephanie Grond4, Gavin J Williams5, Sang Yup Lee1,6, Tilmann Weber1,2,3.   

Abstract

During polyketide biosynthesis, acyltransferases (ATs) are the essential gatekeepers which provide the assembly lines with precursors and thus contribute greatly to structural diversity. Previously, we demonstrated that the discrete AT KirCII from the kirromycin antibiotic pathway accesses nonmalonate extender units. Here, we exploit the promiscuity of KirCII to generate new kirromycins with allyl- and propargyl-side chains in vivo, the latter were utilized as educts for further modification by "click" chemistry.

Entities:  

Keywords:  antibiotic; click chemistry; engineering; kirromycin; polyketide synthase; trans-acyltransferase

Mesh：

Substances：

Year:  2017        PMID： 28206741      PMCID： PMC5483334          DOI： 10.1021/acssynbio.6b00341

Source DB:  PubMed          Journal:  ACS Synth Biol        ISSN： 2161-5063            Impact factor:   5.110


  28 in total

1.  Expression-independent consumption of substrates in cell-free expression system from Escherichia coli.

Authors:  R G Kim; C Y Choi
Journal:  J Biotechnol       Date:  2001-11-17       Impact factor: 3.307

Review 2.  Biosynthesis of polyketides by trans-AT polyketide synthases.

Authors:  Eric J N Helfrich; Jörn Piel
Journal:  Nat Prod Rep       Date:  2016-02       Impact factor: 13.423

3.  Supramolecular templating in kirromycin biosynthesis: the acyltransferase KirCII loads ethylmalonyl-CoA extender onto a specific ACP of the trans-AT PKS.

Authors:  Ewa M Musiol; Thomas Härtner; Andreas Kulik; Jana Moldenhauer; Jörn Piel; Wolfgang Wohlleben; Tilmann Weber
Journal:  Chem Biol       Date:  2011-04-22

4.  Mutant malonyl-CoA synthetases with altered specificity for polyketide synthase extender unit generation.

Authors:  Irina Koryakina; Gavin J Williams
Journal:  Chembiochem       Date:  2011-10-17       Impact factor: 3.164

5.  An economical method for cell-free protein synthesis using glucose and nucleoside monophosphates.

Authors:  Kara A Calhoun; James R Swartz
Journal:  Biotechnol Prog       Date:  2005 Jul-Aug

6.  Mechanism of the inhibition of protein synthesis by kirromycin. Role of elongation factor Tu and ribosomes.

Authors:  H Wolf; G Chinali; A Parmeggiani
Journal:  Eur J Biochem       Date:  1977-05-02

7.  Biosynthesis of the allylmalonyl-CoA extender unit for the FK506 polyketide synthase proceeds through a dedicated polyketide synthase and facilitates the mutasynthesis of analogues.

Authors:  SangJoon Mo; Dong Hwan Kim; Jong Hyun Lee; Je Won Park; Devi B Basnet; Yeon Hee Ban; Young Ji Yoo; Shu-wei Chen; Sung Ryeol Park; Eun Ae Choi; Eunji Kim; Ying-Yu Jin; Sung-Kwon Lee; Ju Yeol Park; Yuan Liu; Mi Ok Lee; Keum Soon Lee; Sang Jun Kim; Dooil Kim; Byoung Chul Park; Sang-gi Lee; Ho Jeong Kwon; Joo-Won Suh; Bradley S Moore; Si-Kyu Lim; Yeo Joon Yoon
Journal:  J Am Chem Soc       Date:  2010-12-22       Impact factor: 15.419

8.  Oxazolomycin biosynthesis in Streptomyces albus JA3453 featuring an "acyltransferase-less" type I polyketide synthase that incorporates two distinct extender units.

Authors:  Chunhua Zhao; Jane M Coughlin; Jianhua Ju; Dongqing Zhu; Evelyn Wendt-Pienkowski; Xiufen Zhou; Zhijun Wang; Ben Shen; Zixin Deng
Journal:  J Biol Chem       Date:  2010-04-20       Impact factor: 5.157

9.  Elongation factor Tu3 (EF-Tu3) from the kirromycin producer Streptomyces ramocissimus Is resistant to three classes of EF-Tu-specific inhibitors.

Authors:  Lian N Olsthoorn-Tieleman; Robert-Jan T S Palstra; Gilles P van Wezel; Mervyn J Bibb; Cornelis W A Pleij
Journal:  J Bacteriol       Date:  2007-03-02       Impact factor: 3.490

10.  Molecular analysis of the kirromycin biosynthetic gene cluster revealed beta-alanine as precursor of the pyridone moiety.

Authors:  Tilmann Weber; Kristina Juliane Laiple; Eva Karoline Pross; Adriana Textor; Stephanie Grond; Katrin Welzel; Stefan Pelzer; Andreas Vente; Wolfgang Wohlleben
Journal:  Chem Biol       Date:  2008-02
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  13 in total

1.  Engineering the Substrate Specificity of a Modular Polyketide Synthase for Installation of Consecutive Non-Natural Extender Units.

Authors:  Edward Kalkreuter; Jared M CroweTipton; Andrew N Lowell; David H Sherman; Gavin J Williams
Journal:  J Am Chem Soc       Date:  2019-01-24       Impact factor: 15.419

Review 2.  Engineering modular polyketide synthases for production of biofuels and industrial chemicals.

Authors:  Wenlong Cai; Wenjun Zhang
Journal:  Curr Opin Biotechnol       Date:  2017-09-22       Impact factor: 9.740

3.  ICBS 2017 in Shanghai-Illuminating Life with Chemical Innovation.

Authors:  Qi Zhang; Jingyu Zhang; Evripidis Gavathiotis
Journal:  ACS Chem Biol       Date:  2018-05-02       Impact factor: 5.100

4.  Engineering site-selective incorporation of fluorine into polyketides.

Authors:  Sasilada Sirirungruang; Omer Ad; Thomas M Privalsky; Swetha Ramesh; Joel L Sax; Hongjun Dong; Edward E K Baidoo; Bashar Amer; Chaitan Khosla; Michelle C Y Chang
Journal:  Nat Chem Biol       Date:  2022-07-11       Impact factor: 16.174

5.  Extender Unit Promiscuity and Orthogonal Protein Interactions of an Aminomalonyl-ACP Utilizing Trans-Acyltransferase from Zwittermicin Biosynthesis.

Authors:  Samantha M Carpenter; Gavin J Williams
Journal:  ACS Chem Biol       Date:  2018-11-28       Impact factor: 5.100

Review 6.  Protein engineering for natural product biosynthesis and synthetic biology applications.

Authors:  Miles A Calzini; Alexandra A Malico; Melissa M Mitchler; Gavin J Williams
Journal:  Protein Eng Des Sel       Date:  2021-02-15       Impact factor: 1.952

Review 7.  Engineered polyketides: Synergy between protein and host level engineering.

Authors:  Jesus F Barajas; Jacquelyn M Blake-Hedges; Constance B Bailey; Samuel Curran; Jay D Keasling
Journal:  Synth Syst Biotechnol       Date:  2017-09-07

Review 8.  Acyltransferases as Tools for Polyketide Synthase Engineering.

Authors:  Ewa Maria Musiol-Kroll; Wolfgang Wohlleben
Journal:  Antibiotics (Basel)       Date:  2018-07-18

9.  Filling the Gaps in the Kirromycin Biosynthesis: Deciphering the Role of Genes Involved in Ethylmalonyl-CoA Supply and Tailoring Reactions.

Authors:  Helene L Robertsen; Ewa M Musiol-Kroll; Ling Ding; Kristina J Laiple; Torben Hofeditz; Wolfgang Wohlleben; Sang Yup Lee; Stephanie Grond; Tilmann Weber
Journal:  Sci Rep       Date:  2018-02-19       Impact factor: 4.379

10.  Highly efficient DSB-free base editing for streptomycetes with CRISPR-BEST.

Authors:  Yaojun Tong; Christopher M Whitford; Helene L Robertsen; Kai Blin; Tue S Jørgensen; Andreas K Klitgaard; Tetiana Gren; Xinglin Jiang; Tilmann Weber; Sang Yup Lee
Journal:  Proc Natl Acad Sci U S A       Date:  2019-09-23       Impact factor: 11.205
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