Literature DB >> 23072467

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

Jaclyn M Winter1, Michio Sato, Satoru Sugimoto, Grace Chiou, Neil K Garg, Yi Tang, Kenji Watanabe.   

Abstract

We report the identification and characterization of the caz biosynthetic cluster from Chaetomium globosum and the characterization of a highly reducing polyketide synthase (PKS) that acts in both a sequential and convergent manner with a nonreducing PKS to form the chaetomugilin and chaetoviridin azaphilones. Genetic inactivation studies verified the involvement of individual caz genes in the biosynthesis of the azaphilones. Through in vitro reconstitution, we demonstrated the in vitro synthesis of chaetoviridin A from the pyranoquinone intermediate cazisochromene using the highly reducing PKS and an acyltransferase.

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Year:  2012        PMID： 23072467      PMCID： PMC3494086          DOI： 10.1021/ja3090498

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


  22 in total

1.  Dissection of malonyl-coenzyme A decarboxylation from polyketide formation in the reaction mechanism of a plant polyketide synthase.

Authors:  J M Jez; J L Ferrer; M E Bowman; R A Dixon; J P Noel
Journal:  Biochemistry       Date:  2000-02-08       Impact factor: 3.162

Review 2.  Chemistry and biology of mycotoxins and related fungal metabolites.

Authors:  Stefan Bräse; Arantxa Encinas; Julia Keck; Carl F Nising
Journal:  Chem Rev       Date:  2009-09       Impact factor: 60.622

3.  Genetic, molecular, and biochemical basis of fungal tropolone biosynthesis.

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

4.  Enantiocontrolled total syntheses of breviones A, B, and C.

Authors:  Hiromasa Yokoe; Chika Mitsuhashi; Yoko Matsuoka; Tomoyuki Yoshimura; Masahiro Yoshida; Kozo Shishido
Journal:  J Am Chem Soc       Date:  2011-05-19       Impact factor: 15.419

5.  Synthesis of azaphilone-based chemical libraries.

Authors:  Mathieu Achard; Aaron B Beeler; John A Porco
Journal:  ACS Comb Sci       Date:  2012-02-24       Impact factor: 3.784

6.  Synthesis of the azaphilones (+)-sclerotiorin and (+)-8-O-methylsclerotiorinamine utilizing (+)-sparteine surrogates in copper-mediated oxidative dearomatization.

Authors:  Andrew R Germain; Daniel M Bruggemeyer; Jianglong Zhu; Cedric Genet; Peter O'Brien; John A Porco
Journal:  J Org Chem       Date:  2011-03-14       Impact factor: 4.354

7.  Medium-chain fatty acids affect citrinin production in the filamentous fungus Monascus ruber.

Authors:  H Hajjaj; A Klaébé; G Goma; P J Blanc; E Barbier; J François
Journal:  Appl Environ Microbiol       Date:  2000-03       Impact factor: 4.792

8.  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

9.  Biosynthetic pathway of citrinin in the filamentous fungus monascus ruber as revealed by 13C nuclear magnetic resonance

Authors: 
Journal:  Appl Environ Microbiol       Date:  1999-01       Impact factor: 4.792

10.  Chaetomugilins, new selectively cytotoxic metabolites, produced by a marine fish-derived Chaetomium species.

Authors:  Muroga Yasuhide; Takeshi Yamada; Atsushi Numata; Reiko Tanaka
Journal:  J Antibiot (Tokyo)       Date:  2008-10       Impact factor: 2.649
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  31 in total

1.  Expanding the structural diversity of polyketides by exploring the cofactor tolerance of an inline methyltransferase domain.

Authors:  Jaclyn M Winter; Grace Chiou; Ian R Bothwell; Wei Xu; Neil K Garg; Minkui Luo; Yi Tang
Journal:  Org Lett       Date:  2013-07-09       Impact factor: 6.005

2.  Biochemical and Structural Basis for Controlling Chemical Modularity in Fungal Polyketide Biosynthesis.

Authors:  Jaclyn M Winter; Duilio Cascio; David Dietrich; Michio Sato; Kenji Watanabe; Michael R Sawaya; John C Vederas; Yi Tang
Journal:  J Am Chem Soc       Date:  2015-07-30       Impact factor: 15.419

3.  Molecular epigenetic approach activates silent gene cluster producing dimeric bis-spiro-azaphilones in Chaetomium globosum CBS148.51.

Authors:  Meng-Hua Wang; Tao Jiang; Gang Ding; Shu-Bin Niu; Xue-Wei Wang; Meng Yu; Yu-Cheng Gu; Qiu-Bo Zhang; Jia-Huan Chen; Hong-Mei Jia; Zhong-Mei Zou
Journal:  J Antibiot (Tokyo)       Date:  2017-03-01       Impact factor: 2.649

Review 4.  The architectures of iterative type I PKS and FAS.

Authors:  Dominik A Herbst; Craig A Townsend; Timm Maier
Journal:  Nat Prod Rep       Date:  2018-10-17       Impact factor: 13.423

5.  Genome mining and biosynthesis of a polyketide from a biofertilizer fungus that can facilitate reductive iron assimilation in plant.

Authors:  Mengbin Chen; Qikun Liu; Shu-Shan Gao; Abbegayle E Young; Steven E Jacobsen; Yi Tang
Journal:  Proc Natl Acad Sci U S A       Date:  2019-03-06       Impact factor: 11.205

6.  Collaborative Biosynthesis of Maleimide- and Succinimide-Containing Natural Products by Fungal Polyketide Megasynthases.

Authors:  Michio Sato; Jacob E Dander; Chizuru Sato; Yiu-Sun Hung; Shu-Shan Gao; Man-Cheng Tang; Leibniz Hang; Jaclyn M Winter; Neil K Garg; Kenji Watanabe; Yi Tang
Journal:  J Am Chem Soc       Date:  2017-04-05       Impact factor: 15.419

Review 7.  Enzymatic Halogenation and Dehalogenation Reactions: Pervasive and Mechanistically Diverse.

Authors:  Vinayak Agarwal; Zachary D Miles; Jaclyn M Winter; Alessandra S Eustáquio; Abrahim A El Gamal; Bradley S Moore
Journal:  Chem Rev       Date:  2017-01-20       Impact factor: 60.622

8.  Combinatorial Generation of Chemical Diversity by Redox Enzymes in Chaetoviridin Biosynthesis.

Authors:  Michio Sato; Jaclyn M Winter; Shinji Kishimoto; Hiroshi Noguchi; Yi Tang; Kenji Watanabe
Journal:  Org Lett       Date:  2016-03-09       Impact factor: 6.005

9.  The fumagillin biosynthetic gene cluster in Aspergillus fumigatus encodes a cryptic terpene cyclase involved in the formation of β-trans-bergamotene.

Authors:  Hsiao-Ching Lin; Yit-Heng Chooi; Sourabh Dhingra; Wei Xu; Ana M Calvo; Yi Tang
Journal:  J Am Chem Soc       Date:  2013-03-19       Impact factor: 15.419

10.  Involvement of Lipocalin-like CghA in Decalin-Forming Stereoselective Intramolecular [4+2] Cycloaddition.

Authors:  Michio Sato; Fumitoshi Yagishita; Takashi Mino; Nahoko Uchiyama; Ashay Patel; Yit-Heng Chooi; Yukihiro Goda; Wei Xu; Hiroshi Noguchi; Tsuyoshi Yamamoto; Kinya Hotta; Kendall N Houk; Yi Tang; Kenji Watanabe
Journal:  Chembiochem       Date:  2015-10-02       Impact factor: 3.164
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