Literature DB >> 15612710

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

Jing He1, Markus Müller, Christian Hertweck.   

Abstract

The polyketide antibiotic aureothin, produced by Streptomyces thioluteus, is equipped with a rare exomethylene-tetrahydrofuran moiety. Cloning, heterologous expression, and inactivation experiments reveal that AurH, a bifunctional cytochrome P450 monooxygenase, is required and sufficient for the stereoselective synthesis of the furan ring, involving the subsequent formation of two new C-O bonds.

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Year:  2004        PMID： 15612710     DOI： 10.1021/ja046104h

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


  16 in total

1.  New cytotoxic spectinabilin derivative from ant-associated Streptomyces sp. 1H-GS5.

Authors:  Shuang-he Liu; Mei-dong Xu; Hui Zhang; Huan Qi; Ji Zhang; Chong-xi Liu; Ji-dong Wang; Wen-sheng Xiang; Xiang-jing Wang
Journal:  J Antibiot (Tokyo)       Date:  2015-09-16       Impact factor: 2.649

Review 2.  Expanding P450 catalytic reaction space through evolution and engineering.

Authors:  John A McIntosh; Christopher C Farwell; Frances H Arnold
Journal:  Curr Opin Chem Biol       Date:  2014-03-20       Impact factor: 8.822

3.  Cytochrome P450-Catalyzed Hydroxylation Initiating Ether Formation in Platensimycin Biosynthesis.

Authors:  Jeffrey D Rudolf; Liao-Bin Dong; Xiao Zhang; Hans Renata; Ben Shen
Journal:  J Am Chem Soc       Date:  2018-09-18       Impact factor: 15.419

Review 4.  Oxidative Cyclization in Natural Product Biosynthesis.

Authors:  Man-Cheng Tang; Yi Zou; Kenji Watanabe; Christopher T Walsh; Yi Tang
Journal:  Chem Rev       Date:  2016-12-12       Impact factor: 60.622

Review 5.  An overview of the cytochrome P450 enzymes that catalyze the same-site multistep oxidation reactions in biotechnologically relevant selected actinomycete strains.

Authors:  Yohei Iizaka; David H Sherman; Yojiro Anzai
Journal:  Appl Microbiol Biotechnol       Date:  2021-03-12       Impact factor: 4.813

Review 6.  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

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

Authors:  Guojun Wang; Pallab Pahari; Madan K Kharel; Jing Chen; Haining Zhu; Steven G Van Lanen; Jürgen Rohr
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-20       Impact factor: 15.336

8.  Exploiting enzymatic promiscuity to engineer a focused library of highly selective antifungal and antiproliferative aureothin analogues.

Authors:  Martina Werneburg; Benjamin Busch; Jing He; Martin E A Richter; Longkuan Xiang; Bradley S Moore; Martin Roth; Hans-Martin Dahse; Christian Hertweck
Journal:  J Am Chem Soc       Date:  2010-08-04       Impact factor: 15.419

9.  Pyran formation by an atypical CYP-mediated four-electron oxygenation-cyclization cascade in an engineered aureothin pathway.

Authors:  Martin Richter; Benjamin Busch; Keishi Ishida; Bradley S Moore; Christian Hertweck
Journal:  Chembiochem       Date:  2012-09-07       Impact factor: 3.164

10.  Biosynthetic Origin of the Ether Ring in Platensimycin.

Authors:  Jeffrey D Rudolf; Liao-Bin Dong; Karina Manoogian; Ben Shen
Journal:  J Am Chem Soc       Date:  2016-12-14       Impact factor: 15.419
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