Literature DB >> 23394593

Post-polyketide synthase steps in iso-migrastatin biosynthesis, featuring tailoring enzymes with broad substrate specificity.

Ming Ma1, Thomas Kwong, Si-Kyu Lim, Jianhua Ju, Jeremy R Lohman, Ben Shen.   

Abstract

The iso-migrastatin (iso-MGS) biosynthetic gene cluster from Streptomyces platensis NRRL 18993 consists of 11 genes, featuring an acyltransferase (AT)-less type I polyketide synthase (PKS) and three tailoring enzymes MgsIJK. Systematic inactivation of mgsIJK in S. platensis enabled us to (i) identify two nascent products of the iso-MGS AT-less type I PKS, establishing an unprecedented novel feature for AT-less type I PKSs, and (ii) account for the formation of all known post-PKS biosynthetic intermediates generated by the three tailoring enzymes MgsIJK, which possessed significant substrate promiscuities.

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Year:  2013        PMID: 23394593      PMCID: PMC3582021          DOI: 10.1021/ja4002635

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  37 in total

1.  Migrastatin, a new inhibitor of tumor cell migration from Streptomyces sp. MK929-43F1. Taxonomy, fermentation, isolation and biological activities.

Authors:  K Nakae; Y Yoshimoto; T Sawa; Y Homma; M Hamada; T Takeuchi; M Imoto
Journal:  J Antibiot (Tokyo)       Date:  2000-10       Impact factor: 2.649

2.  Absolute configuration of migrastatin, a novel 14-membered ring macrolide.

Authors:  Hikaru Nakamura; Yoshikazu Takahashi; Hiroshi Naganawa; Koichi Nakae; Masaya Imoto; Motoo Shiro; Koji Matsumura; Hidenori Watanabe; Takeshi Kitahara
Journal:  J Antibiot (Tokyo)       Date:  2002-04       Impact factor: 2.649

Review 3.  Biosynthesis of polyketides by trans-AT polyketide synthases.

Authors:  Jörn Piel
Journal:  Nat Prod Rep       Date:  2010-05-12       Impact factor: 13.423

4.  Migrastatin and a new compound, isomigrastatin, from Streptomyces platensis.

Authors:  Elaine J Woo; Courtney M Starks; John R Carney; Robert Arslanian; Lawrence Cadapan; Stefan Zavala; Peter Licari
Journal:  J Antibiot (Tokyo)       Date:  2002-02       Impact factor: 2.649

5.  Titer improvement of iso-migrastatin in selected heterologous Streptomyces hosts and related analysis of mRNA expression by quantitative RT-PCR.

Authors:  Dong Yang; Xiangcheng Zhu; Xueyun Wu; Zhiyang Feng; Lei Huang; Ben Shen; Zhinan Xu
Journal:  Appl Microbiol Biotechnol       Date:  2010-12-04       Impact factor: 4.813

Review 6.  Polyketide biosynthesis beyond the type I, II and III polyketide synthase paradigms.

Authors:  Ben Shen
Journal:  Curr Opin Chem Biol       Date:  2003-04       Impact factor: 8.822

7.  Dorrigocins: novel antifungal antibiotics that change the morphology of ras-transformed NIH/3T3 cells to that of normal cells. II. Isolation and elucidation of structures.

Authors:  J E Hochlowski; D N Whittern; P Hill; J B McAlpine
Journal:  J Antibiot (Tokyo)       Date:  1994-08       Impact factor: 2.649

8.  Lactimidomycin, iso-migrastatin and related glutarimide-containing 12-membered macrolides are extremely potent inhibitors of cell migration.

Authors:  Jianhua Ju; Scott R Rajski; Si-Kyu Lim; Jeong-Woo Seo; Noël R Peters; F Michael Hoffmann; Ben Shen
Journal:  J Am Chem Soc       Date:  2009-02-04       Impact factor: 15.419

9.  iso-Migrastatin, migrastatin, and dorrigocin production in Streptomyces platensis NRRL 18993 is governed by a single biosynthetic machinery featuring an acyltransferase-less type I polyketide synthase.

Authors:  Si-Kyu Lim; Jianhua Ju; Emmanuel Zazopoulos; Hui Jiang; Jeong-Woo Seo; Yihua Chen; Zhiyang Feng; Scott R Rajski; Chris M Farnet; Ben Shen
Journal:  J Biol Chem       Date:  2009-09-02       Impact factor: 5.157

10.  Possible steps of complete disassembly of post-termination complex by yeast eEF3 deduced from inhibition by translocation inhibitors.

Authors:  Shinya Kurata; Ben Shen; Jun O Liu; Nono Takeuchi; Akira Kaji; Hideko Kaji
Journal:  Nucleic Acids Res       Date:  2012-10-18       Impact factor: 16.971

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  4 in total

Review 1.  Cytochromes P450 for natural product biosynthesis in Streptomyces: sequence, structure, and function.

Authors:  Jeffrey D Rudolf; Chin-Yuan Chang; Ming Ma; Ben Shen
Journal:  Nat Prod Rep       Date:  2017-08-30       Impact factor: 13.423

2.  A Long-Range Acting Dehydratase Domain as the Missing Link for C17-Dehydration in Iso-Migrastatin Biosynthesis.

Authors:  Bo Zhang; Zhengren Xu; Qihui Teng; Guohui Pan; Ming Ma; Ben Shen
Journal:  Angew Chem Int Ed Engl       Date:  2017-05-19       Impact factor: 15.336

3.  Comparative characterization of the lactimidomycin and iso-migrastatin biosynthetic machineries revealing unusual features for acyltransferase-less type I polyketide synthases and providing an opportunity to engineer new analogues.

Authors:  Jeong-Woo Seo; Ming Ma; Thomas Kwong; Jianhua Ju; Si-Kyu Lim; Hui Jiang; Jeremy R Lohman; Chunying Yang; John Cleveland; Emmanuel Zazopoulos; Chris M Farnet; Ben Shen
Journal:  Biochemistry       Date:  2014-12-01       Impact factor: 3.162

4.  Molecular Genetic Characterization of an Anthrabenzoxocinones Gene Cluster in Streptomyces Sp. FJS31-2 for the Biosynthesis of BE-24566B and Zunyimycin Ale.

Authors:  Yuhong Lü; Changwu Yue; Meiyun Shao; Shengyan Qian; Ning Liu; Yuxin Bao; Miao Wang; Minghao Liu; Xiaoqian Li; Yinyin Wang; Ying Huang
Journal:  Molecules       Date:  2016-05-30       Impact factor: 4.411

  4 in total

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