Literature DB >> 21815681

Engineering of an "unnatural" natural product by swapping polyketide synthase domains in Aspergillus nidulans.

Ting Liu1, Yi-Ming Chiang, Amber D Somoza, Berl R Oakley, Clay C C Wang.   

Abstract

An StcA-AfoE hybrid polyketide synthase (PKS), generated by swapping the AfoE (asperfuranone biosynthesis) SAT domain with the StcA (sterigmatocystin biosynthesis) SAT domian, produced a major new metabolite with the same chain length as the native AfoE product. Structure elucidation allowed us to propose a likely pathway, and feeding studies supported the hypothesis that the chain length of PKS metabolites may be under precise control of KS and PT domains.

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Year:  2011        PMID： 21815681      PMCID： PMC3350771          DOI： 10.1021/ja205780g

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


  10 in total

1.  A method for prediction of the locations of linker regions within large multifunctional proteins, and application to a type I polyketide synthase.

Authors:  Daniel W Udwary; Matthew Merski; Craig A Townsend
Journal:  J Mol Biol       Date:  2002-10-25       Impact factor: 5.469

2.  Acyl palladium species in synthesis: single-step synthesis of alpha,beta-unsaturated ketones from acid chlorides.

Authors:  Russell J Cox; Andrew S Evitt
Journal:  Org Biomol Chem       Date:  2006-12-05       Impact factor: 3.876

3.  Enzymatic synthesis of aromatic polyketides using PKS4 from Gibberella fujikuroi.

Authors:  Suzanne M Ma; Jixun Zhan; Kenji Watanabe; Xinkai Xie; Wenjun Zhang; Clay C Wang; Yi Tang
Journal:  J Am Chem Soc       Date:  2007-08-14       Impact factor: 15.419

4.  Structural basis for biosynthetic programming of fungal aromatic polyketide cyclization.

Authors:  Jason M Crawford; Tyler P Korman; Jason W Labonte; Anna L Vagstad; Eric A Hill; Oliver Kamari-Bidkorpeh; Shiou-Chuan Tsai; Craig A Townsend
Journal:  Nature       Date:  2009-10-22       Impact factor: 49.962

5.  Synthesis studies toward chloroazaphilone and vinylogous gamma-pyridones: two common natural product core structures.

Authors:  Wan-Guo Wei; Zhu-Jun Yao
Journal:  J Org Chem       Date:  2005-06-10       Impact factor: 4.354

6.  Identification of a starter unit acyl-carrier protein transacylase domain in an iterative type I polyketide synthase.

Authors:  Jason M Crawford; Blair C R Dancy; Eric A Hill; Daniel W Udwary; Craig A Townsend
Journal:  Proc Natl Acad Sci U S A       Date:  2006-10-27       Impact factor: 11.205

7.  Sterigmatocystin biosynthesis in Aspergillus nidulans requires a novel type I polyketide synthase.

Authors:  J H Yu; T J Leonard
Journal:  J Bacteriol       Date:  1995-08       Impact factor: 3.490

8.  Twenty-five coregulated transcripts define a sterigmatocystin gene cluster in Aspergillus nidulans.

Authors:  D W Brown; J H Yu; H S Kelkar; M Fernandes; T C Nesbitt; N P Keller; T H Adams; T J Leonard
Journal:  Proc Natl Acad Sci U S A       Date:  1996-02-20       Impact factor: 11.205

9.  Deconstruction of iterative multidomain polyketide synthase function.

Authors:  Jason M Crawford; Paul M Thomas; Jonathan R Scheerer; Anna L Vagstad; Neil L Kelleher; Craig A Townsend
Journal:  Science       Date:  2008-04-11       Impact factor: 47.728

10.  A gene cluster containing two fungal polyketide synthases encodes the biosynthetic pathway for a polyketide, asperfuranone, in Aspergillus nidulans.

Authors:  Yi-Ming Chiang; Edyta Szewczyk; Ashley D Davidson; Nancy Keller; Berl R Oakley; Clay C C Wang
Journal:  J Am Chem Soc       Date:  2009-03-04       Impact factor: 15.419
  10 in total
  26 in total

Review 1.  Engineering synthetic recursive pathways to generate non-natural small molecules.

Authors:  Elizabeth A Felnagle; Asha Chaubey; Elizabeth L Noey; Kendall N Houk; James C Liao
Journal:  Nat Chem Biol       Date:  2012-05-17       Impact factor: 15.040

Review 2.  Strategies for mining fungal natural products.

Authors:  Philipp Wiemann; Nancy P Keller
Journal:  J Ind Microbiol Biotechnol       Date:  2013-10-22       Impact factor: 3.346

3.  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

4.  Use of a biosynthetic intermediate to explore the chemical diversity of pseudo-natural fungal polyketides.

Authors:  Teigo Asai; Kento Tsukada; Satomi Ise; Naoki Shirata; Makoto Hashimoto; Isao Fujii; Katsuya Gomi; Kosuke Nakagawara; Eiichi N Kodama; Yoshiteru Oshima
Journal:  Nat Chem       Date:  2015-08-03       Impact factor: 24.427

5.  Diversity-oriented combinatorial biosynthesis of benzenediol lactone scaffolds by subunit shuffling of fungal polyketide synthases.

Authors:  Yuquan Xu; Tong Zhou; Shuwei Zhang; Patricia Espinosa-Artiles; Luoyi Wang; Wei Zhang; Min Lin; A A Leslie Gunatilaka; Jixun Zhan; István Molnár
Journal:  Proc Natl Acad Sci U S A       Date:  2014-07-21       Impact factor: 11.205

6.  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

7.  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

8.  Accurate prediction of secondary metabolite gene clusters in filamentous fungi.

Authors:  Mikael R Andersen; Jakob B Nielsen; Andreas Klitgaard; Lene M Petersen; Mia Zachariasen; Tilde J Hansen; Lene H Blicher; Charlotte H Gotfredsen; Thomas O Larsen; Kristian F Nielsen; Uffe H Mortensen
Journal:  Proc Natl Acad Sci U S A       Date:  2012-12-17       Impact factor: 11.205

9.  Combinatorial domain swaps provide insights into the rules of fungal polyketide synthase programming and the rational synthesis of non-native aromatic products.

Authors:  Anna L Vagstad; Adam G Newman; Philip A Storm; Katherine Belecki; Jason M Crawford; Craig A Townsend
Journal:  Angew Chem Int Ed Engl       Date:  2013-01-02       Impact factor: 15.336

10.  Breaking the silence: protein stabilization uncovers silenced biosynthetic gene clusters in the fungus Aspergillus nidulans.

Authors:  Jennifer Gerke; Ozgür Bayram; Kirstin Feussner; Manuel Landesfeind; Ekaterina Shelest; Ivo Feussner; Gerhard H Braus
Journal:  Appl Environ Microbiol       Date:  2012-09-21       Impact factor: 4.792
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