Literature DB >> 10618248

Requirement of monooxygenase-mediated steps for sterigmatocystin biosynthesis by Aspergillus nidulans.

N P Keller1, C M Watanabe, H S Kelkar, T H Adams, C A Townsend.   

Abstract

Sterigmatocystin (ST) and aflatoxin B(1) (AFB(1)) are two polyketide-derived Aspergillus mycotoxins synthesized by functionally identical sets of enzymes. ST, the compound produced by Aspergillus nidulans, is a late intermediate in the AFB(1) pathway of A. parasiticus and A. flavus. Previous biochemical studies predicted that five oxygenase steps are required for the formation of ST. A 60-kb ST gene cluster in A. nidulans contains five genes, stcB, stcF, stcL, stcS, and stcW, encoding putative monooxygenase activities. Prior research showed that stcL and stcS mutants accumulated versicolorins B and A, respectively. We now show that strains disrupted at stcF, encoding a P-450 monooxygenase similar to A. parasiticus avnA, accumulate averantin. Disruption of either StcB (a putative P-450 monooxygenase) or StcW (a putative flavin-requiring monooxygenase) led to the accumulation of averufin as determined by radiolabeled feeding and extraction studies.

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Year:  2000        PMID： 10618248      PMCID： PMC91830          DOI： 10.1128/AEM.66.1.359-362.2000

Source DB:  PubMed          Journal:  Appl Environ Microbiol        ISSN： 0099-2240            Impact factor:   4.792


  31 in total

1.  INCORPORATION OF LABELLED COMPOUNDS INTO AFLATOXINS.

Authors:  J ADYE; R I MATELES
Journal:  Biochim Biophys Acta       Date:  1964-05-11

2.  Aspergillus has distinct fatty acid synthases for primary and secondary metabolism.

Authors:  D W Brown; T H Adams; N P Keller
Journal:  Proc Natl Acad Sci U S A       Date:  1996-12-10       Impact factor: 11.205

3.  Operator derepressed mutations in the proline utilisation gene cluster of Aspergillus nidulans.

Authors:  V Sophianopoulou; T Suárez; G Diallinas; C Scazzocchio
Journal:  Mol Gen Genet       Date:  1993-01

4.  Isolation and characterization of the versicolorin B synthase gene from Aspergillus parasiticus. Expansion of the aflatoxin b1 biosynthetic gene cluster.

Authors:  J C Silva; R E Minto; C E Barry; K A Holland; C A Townsend
Journal:  J Biol Chem       Date:  1996-06-07       Impact factor: 5.157

5.  Aspergillus nidulans mutants defective in stc gene cluster regulation.

Authors:  R A Butchko; T H Adams; N P Keller
Journal:  Genetics       Date:  1999-10       Impact factor: 4.562

6.  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

7.  Cloning of the Aspergillus parasiticus apa-2 gene associated with the regulation of aflatoxin biosynthesis.

Authors:  P K Chang; J W Cary; D Bhatnagar; T E Cleveland; J W Bennett; J E Linz; C P Woloshuk; G A Payne
Journal:  Appl Environ Microbiol       Date:  1993-10       Impact factor: 4.792

8.  The Tri4 gene of Fusarium sporotrichioides encodes a cytochrome P450 monooxygenase involved in trichothecene biosynthesis.

Authors:  T M Hohn; A E Desjardins; S P McCormick
Journal:  Mol Gen Genet       Date:  1995-07-22

9.  Comparative mapping of aflatoxin pathway gene clusters in Aspergillus parasiticus and Aspergillus flavus.

Authors:  J Yu; P K Chang; J W Cary; M Wright; D Bhatnagar; T E Cleveland; G A Payne; J E Linz
Journal:  Appl Environ Microbiol       Date:  1995-06       Impact factor: 4.792

10.  Gibberellin biosynthetic pathway in Gibberella fujikuroi: evidence for a gene cluster.

Authors:  B Tudzynski; K Hölter
Journal:  Fungal Genet Biol       Date:  1998-12       Impact factor: 3.495
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  13 in total

Review 1.  Clustered pathway genes in aflatoxin biosynthesis.

Authors:  Jiujiang Yu; Perng-Kuang Chang; Kenneth C Ehrlich; Jeffrey W Cary; Deepak Bhatnagar; Thomas E Cleveland; Gary A Payne; John E Linz; Charles P Woloshuk; Joan W Bennett
Journal:  Appl Environ Microbiol       Date:  2004-03       Impact factor: 4.792

Review 2.  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

3.  In the fungus where it happens: History and future propelling Aspergillus nidulans as the archetype of natural products research.

Authors:  Lindsay K Caesar; Neil L Kelleher; Nancy P Keller
Journal:  Fungal Genet Biol       Date:  2020-10-06       Impact factor: 3.495

4.  Function of the cypX and moxY genes in aflatoxin biosynthesis in Aspergillus parasiticus.

Authors:  Ying Wen; Hidemi Hatabayashi; Hatsue Arai; Hiroko K Kitamoto; Kimiko Yabe
Journal:  Appl Environ Microbiol       Date:  2005-06       Impact factor: 4.792

5.  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

6.  Substrate specificity and enantioselectivity of 4-hydroxyacetophenone monooxygenase.

Authors:  Nanne M Kamerbeek; Arjen J J Olsthoorn; Marco W Fraaije; Dick B Janssen
Journal:  Appl Environ Microbiol       Date:  2003-01       Impact factor: 4.792

7.  Enzymatic conversion of averufin to hydroxyversicolorone and elucidation of a novel metabolic grid involved in aflatoxin biosynthesis.

Authors:  Kimiko Yabe; Naomi Chihaya; Shioka Hamamatsu; Emi Sakuno; Takashi Hamasaki; Hiromitsu Nakajima; J W Bennett
Journal:  Appl Environ Microbiol       Date:  2003-01       Impact factor: 4.792

8.  Involvement of two cytosolic enzymes and a novel intermediate, 5'-oxoaverantin, in the pathway from 5'-hydroxyaverantin to averufin in aflatoxin biosynthesis.

Authors:  Emi Sakuno; Kimiko Yabe; Hiromitsu Nakajima
Journal:  Appl Environ Microbiol       Date:  2003-11       Impact factor: 4.792

9.  The Aspergillus parasiticus estA-encoded esterase converts versiconal hemiacetal acetate to versiconal and versiconol acetate to versiconol in aflatoxin biosynthesis.

Authors:  Perng-Kuang Chang; Kimiko Yabe; Jiujiang Yu
Journal:  Appl Environ Microbiol       Date:  2004-06       Impact factor: 4.792

Review 10.  Current understanding on aflatoxin biosynthesis and future perspective in reducing aflatoxin contamination.

Authors:  Jiujiang Yu
Journal:  Toxins (Basel)       Date:  2012-10-25       Impact factor: 4.546
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