Literature DB >> 26934205

Diversity-Oriented Combinatorial Biosynthesis of Hybrid Polyketide Scaffolds from Azaphilone and Benzenediol Lactone Biosynthons.

Jing Bai1,2, Yuanyuan Lu2,3, Ya-ming Xu2, Wei Zhang1, Ming Chen1, Min Lin1, A A Leslie Gunatilaka2, Yuquan Xu1, István Molnár2.   

Abstract

Two disparate polyketide families, the benzenediol lactones and the azaphilones, are produced by fungi using iterative polyketide synthase (iPKS) enzymes consisting of collaborating partner subunits. Exploitation of this common biosynthetic logic using iPKS subunit shuffling allowed the diversity-oriented combinatorial biosynthesis of unprecedented polyketide scaffolds new to nature, bearing structural motifs from both of these orthogonal natural product families. Starter unit acyltransferase domain replacements proved necessary but not sufficient to guarantee communication between iPKS subunits.

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Year:  2016        PMID: 26934205      PMCID: PMC5332125          DOI: 10.1021/acs.orglett.6b00110

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  26 in total

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Authors:  Jack Davison; Ahmed al Fahad; Menghao Cai; Zhongshu Song; Samar Y Yehia; Colin M Lazarus; Andrew M Bailey; Thomas J Simpson; Russell J Cox
Journal:  Proc Natl Acad Sci U S A       Date:  2012-04-16       Impact factor: 11.205

2.  Navigating the fungal polyketide chemical space: from genes to molecules.

Authors:  Yit-Heng Chooi; Yi Tang
Journal:  J Org Chem       Date:  2012-09-13       Impact factor: 4.354

3.  Interrogation of global active site occupancy of a fungal iterative polyketide synthase reveals strategies for maintaining biosynthetic fidelity.

Authors:  Anna L Vagstad; Stefanie B Bumpus; Katherine Belecki; Neil L Kelleher; Craig A Townsend
Journal:  J Am Chem Soc       Date:  2012-04-09       Impact factor: 15.419

4.  Thioesterase domains of fungal nonreducing polyketide synthases act as decision gates during combinatorial biosynthesis.

Authors:  Yuquan Xu; Tong Zhou; Shuwei Zhang; Li-Jiang Xuan; Jixun Zhan; István Molnár
Journal:  J Am Chem Soc       Date:  2013-07-12       Impact factor: 15.419

5.  Complete reconstitution of a highly reducing iterative polyketide synthase.

Authors:  Suzanne M Ma; Jesse W-H Li; Jin W Choi; Hui Zhou; K K Michael Lee; Vijayalakshmi A Moorthie; Xinkai Xie; James T Kealey; Nancy A Da Silva; John C Vederas; Yi Tang
Journal:  Science       Date:  2009-10-23       Impact factor: 47.728

6.  Identification and characterization of the chaetoviridin and chaetomugilin gene cluster in Chaetomium globosum reveal dual functions of an iterative highly-reducing polyketide synthase.

Authors:  Jaclyn M Winter; Michio Sato; Satoru Sugimoto; Grace Chiou; Neil K Garg; Yi Tang; Kenji Watanabe
Journal:  J Am Chem Soc       Date:  2012-10-19       Impact factor: 15.419

7.  A polyketide macrolactone synthase from the filamentous fungus Gibberella zeae.

Authors:  Hui Zhou; Jixun Zhan; Kenji Watanabe; Xinkai Xie; Yi Tang
Journal:  Proc Natl Acad Sci U S A       Date:  2008-04-21       Impact factor: 11.205

8.  Characterization of a silent azaphilone gene cluster from Aspergillus niger ATCC 1015 reveals a hydroxylation-mediated pyran-ring formation.

Authors:  Angelica O Zabala; Wei Xu; Yit-Heng Chooi; Yi Tang
Journal:  Chem Biol       Date:  2012-08-24

9.  Rational reprogramming of fungal polyketide first-ring cyclization.

Authors:  Yuquan Xu; Tong Zhou; Zhengfu Zhou; Shiyou Su; Sue A Roberts; William R Montfort; Jia Zeng; Ming Chen; Wei Zhang; Min Lin; Jixun Zhan; István Molnár
Journal:  Proc Natl Acad Sci U S A       Date:  2013-03-18       Impact factor: 11.205

10.  Genetic localization and in vivo characterization of a Monascus azaphilone pigment biosynthetic gene cluster.

Authors:  Bijinu Balakrishnan; Suman Karki; Shih-Hau Chiu; Hyun-Ju Kim; Jae-Won Suh; Bora Nam; Yeo-Min Yoon; Chien-Chi Chen; Hyung-Jin Kwon
Journal:  Appl Microbiol Biotechnol       Date:  2013-03-17       Impact factor: 4.813

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  7 in total

1.  High-Titer Production of Olivetolic Acid and Analogs in Engineered Fungal Host Using a Nonplant Biosynthetic Pathway.

Authors:  Ikechukwu C Okorafor; Mengbin Chen; Yi Tang
Journal:  ACS Synth Biol       Date:  2021-08-20       Impact factor: 5.110

2.  Intrinsic and Extrinsic Programming of Product Chain Length and Release Mode in Fungal Collaborating Iterative Polyketide Synthases.

Authors:  Chen Wang; Xiaojing Wang; Liwen Zhang; Qun Yue; Qingpei Liu; Ya-Ming Xu; A A Leslie Gunatilaka; Xiaoyi Wei; Yuquan Xu; István Molnár
Journal:  J Am Chem Soc       Date:  2020-09-23       Impact factor: 15.419

3.  Methylglucosylation of aromatic amino and phenolic moieties of drug-like biosynthons by combinatorial biosynthesis.

Authors:  Linan Xie; Liwen Zhang; Chen Wang; Xiaojing Wang; Ya-Ming Xu; Hefen Yu; Ping Wu; Shenglan Li; Lida Han; A A Leslie Gunatilaka; Xiaoyi Wei; Min Lin; István Molnár; Yuquan Xu
Journal:  Proc Natl Acad Sci U S A       Date:  2018-05-14       Impact factor: 11.205

4.  Orange, red, yellow: biosynthesis of azaphilone pigments in Monascus fungi.

Authors:  Wanping Chen; Runfa Chen; Qingpei Liu; Yi He; Kun He; Xiaoli Ding; Lijing Kang; Xiaoxiao Guo; Nana Xie; Youxiang Zhou; Yuanyuan Lu; Russell J Cox; István Molnár; Mu Li; Yanchun Shao; Fusheng Chen
Journal:  Chem Sci       Date:  2017-04-24       Impact factor: 9.825

5.  Rational Reprogramming of O-Methylation Regioselectivity for Combinatorial Biosynthetic Tailoring of Benzenediol Lactone Scaffolds.

Authors:  Xiaojing Wang; Chen Wang; Lixin Duan; Liwen Zhang; Hang Liu; Ya-Ming Xu; Qingpei Liu; Tonglin Mao; Wei Zhang; Ming Chen; Min Lin; A A Leslie Gunatilaka; Yuquan Xu; István Molnár
Journal:  J Am Chem Soc       Date:  2019-02-27       Impact factor: 15.419

6.  Combinatorial Biosynthesis of Sulfated Benzenediol Lactones with a Phenolic Sulfotransferase from Fusarium graminearum PH-1.

Authors:  Linan Xie; Dongliang Xiao; Xiaojing Wang; Chen Wang; Jing Bai; Qun Yue; Haitao Yue; Ye Li; István Molnár; Yuquan Xu; Liwen Zhang
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7.  Cloning and Functional Characterization of the Polyketide Synthases Based on Genome Mining of Preussia isomera XL-1326.

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  7 in total

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