Literature DB >> 22997042

Cooperation of two bifunctional enzymes in the biosynthesis and attachment of deoxysugars of the antitumor antibiotic mithramycin.

Guojun Wang1, Pallab Pahari, Madan K Kharel, Jing Chen, Haining Zhu, Steven G Van Lanen, Jürgen Rohr.   

Abstract

Two bifunctional enzymes cooperate in the assembly and the positioning of two sugars, D-olivose and D-mycarose, of the anticancer antibiotic mithramycin. MtmC finishes the biosynthesis of both sugar building blocks depending on which MtmGIV activity is supported. MtmGIV transfers these two sugars onto two structurally distinct acceptor substrates. The dual function of these enzymes explains two essential but previously unidentified activities.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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Year:  2012        PMID: 22997042      PMCID: PMC3821964          DOI: 10.1002/anie.201205414

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


  26 in total

1.  Characterization of two glycosyltransferases involved in early glycosylation steps during biosynthesis of the antitumor polyketide mithramycin by Streptomyces argillaceus.

Authors:  G Blanco; E Fernández; M J Fernández; A F Braña; U Weissbach; E Künzel; J Rohr; C Méndez; J A Salas
Journal:  Mol Gen Genet       Date:  2000-01

2.  Formation of the aureothin tetrahydrofuran ring by a bifunctional cytochrome p450 monooxygenase.

Authors:  Jing He; Markus Müller; Christian Hertweck
Journal:  J Am Chem Soc       Date:  2004-12-29       Impact factor: 15.419

3.  Engineering biosynthetic pathways for deoxysugars: branched-chain sugar pathways and derivatives from the antitumor tetracenomycin.

Authors:  Felipe Lombó; Miranda Gibson; Lisa Greenwell; Alfredo F Braña; Jürgen Rohr; José A Salas; Carmen Méndez
Journal:  Chem Biol       Date:  2004-12

4.  Elucidation of the glycosylation sequence of mithramycin biosynthesis: isolation of 3A-deolivosylpremithramycin B and its conversion to premithramycin B by glycosyltransferase MtmGII.

Authors:  Mohammad Nur-e-Alam; Carmen Méndez; José A Salas; Jürgen Rohr
Journal:  Chembiochem       Date:  2005-04       Impact factor: 3.164

5.  Functional analyses of oxygenases in jadomycin biosynthesis and identification of JadH as a bifunctional oxygenase/dehydrase.

Authors:  Yi-Hua Chen; Chen-Chen Wang; Lisa Greenwell; Uwe Rix; Dirk Hoffmeister; Leo C Vining; Jürgen Rohr; Ke-Qian Yang
Journal:  J Biol Chem       Date:  2005-04-06       Impact factor: 5.157

6.  Roles of the synergistic reductive O-methyltransferase GilM and of O-methyltransferase GilMT in the gilvocarcin biosynthetic pathway.

Authors:  Nidhi Tibrewal; Theresa E Downey; Steven G Van Lanen; Ehesan Ul Sharif; George A O'Doherty; Jürgen Rohr
Journal:  J Am Chem Soc       Date:  2012-07-19       Impact factor: 15.419

7.  Identification of the function of gene lndM2 encoding a bifunctional oxygenase-reductase involved in the biosynthesis of the antitumor antibiotic landomycin E by Streptomyces globisporus 1912 supports the originally assigned structure for landomycinone.

Authors:  Lili Zhu; Bohdan Ostash; Uwe Rix; Mohammad Nur-E-Alam; Almuth Mayers; Andriy Luzhetskyy; Carmen Mendez; Jose A Salas; Andreas Bechthold; Victor Fedorenko; Jürgen Rohr
Journal:  J Org Chem       Date:  2005-01-21       Impact factor: 4.354

8.  Ketopremithramycins and ketomithramycins, four new aureolic acid-type compounds obtained upon inactivation of two genes involved in the biosynthesis of the deoxysugar moieties of the antitumor drug mithramycin by Streptomyces argillaceus, reveal novel insights into post-PKS tailoring steps of the mithramycin biosynthetic pathway.

Authors:  Lily L Remsing; Jose Garcia-Bernardo; Ana Gonzalez; Eva Künzel; Uwe Rix; Alfredo F Braña; Daniel W Bearden; Carmen Méndez; Jose A Salas; Jürgen Rohr
Journal:  J Am Chem Soc       Date:  2002-02-27       Impact factor: 15.419

9.  AknK is an L-2-deoxyfucosyltransferase in the biosynthesis of the anthracycline aclacinomycin A.

Authors:  Wei Lu; Catherine Leimkuhler; Markus Oberthür; Daniel Kahne; Christopher T Walsh
Journal:  Biochemistry       Date:  2004-04-20       Impact factor: 3.162

10.  Solution structure of mithramycin dimers bound to partially overlapping sites on DNA.

Authors:  M Sastry; R Fiala; D J Patel
Journal:  J Mol Biol       Date:  1995-09-01       Impact factor: 5.469

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  11 in total

1.  Molecular insight into substrate recognition and catalysis of Baeyer-Villiger monooxygenase MtmOIV, the key frame-modifying enzyme in the biosynthesis of anticancer agent mithramycin.

Authors:  Mary A Bosserman; Theresa Downey; Nicholas Noinaj; Susan K Buchanan; Jürgen Rohr
Journal:  ACS Chem Biol       Date:  2013-09-13       Impact factor: 5.100

2.  Enzymatic basis of "hybridity" in thiomarinol biosynthesis.

Authors:  Zachary D Dunn; Walter J Wever; Nicoleta J Economou; Albert A Bowers; Bo Li
Journal:  Angew Chem Int Ed Engl       Date:  2015-02-26       Impact factor: 15.336

3.  Structural insight into MtmC, a bifunctional ketoreductase-methyltransferase involved in the assembly of the mithramycin trisaccharide chain.

Authors:  Jhong-Min Chen; Caixia Hou; Guojun Wang; Oleg V Tsodikov; Jürgen Rohr
Journal:  Biochemistry       Date:  2015-04-07       Impact factor: 3.162

4.  Arginine-rhamnosylation as new strategy to activate translation elongation factor P.

Authors:  Jürgen Lassak; Eva C Keilhauer; Maximilian Fürst; Kristin Wuichet; Julia Gödeke; Agata L Starosta; Jhong-Min Chen; Lotte Søgaard-Andersen; Jürgen Rohr; Daniel N Wilson; Susanne Häussler; Matthias Mann; Kirsten Jung
Journal:  Nat Chem Biol       Date:  2015-02-16       Impact factor: 15.040

5.  Selvamicin, an atypical antifungal polyene from two alternative genomic contexts.

Authors:  Ethan B Van Arnam; Antonio C Ruzzini; Clarissa S Sit; Heidi Horn; Adrián A Pinto-Tomás; Cameron R Currie; Jon Clardy
Journal:  Proc Natl Acad Sci U S A       Date:  2016-11-01       Impact factor: 11.205

6.  Structure and Function of a Dual Reductase-Dehydratase Enzyme System Involved in p-Terphenyl Biosynthesis.

Authors:  Jonathan A Clinger; Yinan Zhang; Yang Liu; Mitchell D Miller; Ronnie E Hall; Steven G Van Lanen; George N Phillips; Jon S Thorson; Sherif I Elshahawi
Journal:  ACS Chem Biol       Date:  2021-11-11       Impact factor: 5.100

7.  Two Cooperative Glycosyltransferases Are Responsible for the Sugar Diversity of Saquayamycins Isolated from Streptomyces sp. KY 40-1.

Authors:  Shaimaa M Salem; Stevi Weidenbach; Jürgen Rohr
Journal:  ACS Chem Biol       Date:  2017-09-13       Impact factor: 5.100

8.  Cooperative Involvement of Glycosyltransferases in the Transfer of Amino Sugars during the Biosynthesis of the Macrolactam Sipanmycin by Streptomyces sp. Strain CS149.

Authors:  Mónica G Malmierca; Ignacio Pérez-Victoria; Jesús Martín; Fernando Reyes; Carmen Méndez; Carlos Olano; José A Salas
Journal:  Appl Environ Microbiol       Date:  2018-08-31       Impact factor: 4.792

9.  A Novel FC116/BC10 Mutation Distinctively Causes Alteration in the Expression of the Genes for Cell Wall Polymer Synthesis in Rice.

Authors:  Mingliang Zhang; Feng Wei; Kai Guo; Zhen Hu; Yuyang Li; Guosheng Xie; Yanting Wang; Xiwen Cai; Liangcai Peng; Lingqiang Wang
Journal:  Front Plant Sci       Date:  2016-09-21       Impact factor: 5.753

10.  Tailoring pathway modularity in the biosynthesis of erythromycin analogs heterologously engineered in E. coli.

Authors:  Guojian Zhang; Yi Li; Lei Fang; Blaine A Pfeifer
Journal:  Sci Adv       Date:  2015-05-29       Impact factor: 14.136

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