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Cluster information : Aureothin


close this sectionCompound

Entry nameAureothin
PKS TypeTypeI iterative
Starter Unitp-nitrobenzoate
Chain Length6
Sugar Unitnone
Classification
ActivityAntitumor
Antifungal
Insecticidal
CompositionC22H23NO6
Aureothin

close this sectionOriginal source

Organism
StrainHKI-227
Contig
Click on the icon to see Genetic map.

close this sectionPKS/NRPS Module

Aureo_00040
aurA
0
1 methylmalonyl-CoA
Aureo_00070
aurB
2 malonyl-CoA
Aureo_00080
aurC
3 methylmalonyl-CoA
4
ACP19..96
KS116..490
AT648..966
DH1015..1177
KR1497..1676
ACP1783..1853
KS34..409
AT564..884
DH932..1096
ER1414..1719
KR1729..1910
ACP2012..2082
KS34..408
AT572..892
ACP964..1034
KS1056..1434
at1598..1694
ACP1843..1913
TE1987..2197

close this sectionReference

Iteration as programmed event during polyketide assembly; molecular analysis of the aureothin biosynthesis gene cluster.
He J, Hertweck C
[PMID: 14700630]Chem Biol. 10 (2003) 1225-32
Biosynthetic origin of the rare nitroaryl moiety of the polyketide antibiotic aureothin: involvement of an unprecedented N-oxygenase.
He J, Hertweck C
[PMID: 15038705]J Am Chem Soc. 126 (2004) 3694-5
Formation of the aureothin tetrahydrofuran ring by a bifunctional cytochrome p450 monooxygenase.
He J, Muller M, Hertweck C
[PMID: 15612710]J Am Chem Soc. 126 (2004) 16742-3
Functional analysis of the aureothin iterative type I polyketide synthase.
He J, Hertweck C
[PMID: 15812854]Chembiochem. 6 (2005) 908-12
Dissection of the late steps in aureothin biosynthesis.
Muller M, He J, Hertweck C
[PMID: 16292785]Chembiochem. 7 (2006) 37-9
In vitro reconstitution and crystal structure of p-aminobenzoate N-oxygenase (AurF) involved in aureothin biosynthesis.
Choi YS, Zhang H, Brunzelle JS, Nair SK, Zhao H
[PMID: 18458342]Proc Natl Acad Sci U S A. 105 (2008) 6858-63
Chemoenzymatic total synthesis of the antiproliferative polyketide (+)-(R)-aureothin.
Werneburg M, Hertweck C
[PMID: 18690656]Chembiochem. 9 (2008) 2064-6
Sequential asymmetric polyketide heterocyclization catalyzed by a single cytochrome P450 monooxygenase (AurH).
Richter ME, Traitcheva N, Knupfer U, Hertweck C
[PMID: 18855960]Angew Chem Int Ed Engl. 47 (2008) 8872-5
Four-electron oxidation of p-hydroxylaminobenzoate to p-nitrobenzoate by a peroxodiferric complex in AurF from Streptomyces thioluteus.
Li N, Korboukh VK, Krebs C, Bollinger JM Jr
[PMID: 20798054]Proc Natl Acad Sci U S A. 107 (2010) 15722-7
Structural fine-tuning of a multifunctional cytochrome P450 monooxygenase.
Zocher G, Richter ME, Mueller U, Hertweck C
[PMID: 21280577]J Am Chem Soc. 133 (2011) 2292-302
A ribonucleotide reductase-like electron transfer system in the nitroaryl-forming N-oxygenase AurF.
Fries A, Bretschneider T, Winkler R, Hertweck C
[PMID: 21678538]Chembiochem. 12 (2011) 1832-5
Interchenar retrotransfer of aureothin intermediates in an iterative polyketide synthase module.
Busch B, Ueberschaar N, Sugimoto Y, Hertweck C
[PMID: 22799266]J Am Chem Soc. 134 (2012) 12382-5
Multifactorial control of iteration events in a modular polyketide assembly line.
Busch B, Ueberschaar N, Behnken S, Sugimoto Y, Werneburg M, Traitcheva N, He J, Hertweck C
[PMID: 23606628]Angew Chem Int Ed Engl. 52 (2013) 5285-9
Characterization of the N-oxygenase AurF from Streptomyces thioletus.
Chanco E, Choi YS, Sun N, Vu M, Zhao H
[PMID: 24973817]Bioorg Med Chem. 22 (2014) 5569-77
Computational Examination on the Active Site Structure of a (Peroxo)diiron(III) Intermediate in the Amine Oxygenase AurF.
Jayapal P, Ansari A, Rajaraman G
[PMID: 26588098]Inorg Chem. 54 (2015) 11077-82

close this sectionData download

Compound nameGenomic
nucleotide
sequence
Nucleotide
sequences of the
coding regions
Translation of the
coding sequences
List of genes/ORFsGBK
Aureothin
Genomic nucleotide sequence
29 KB
Nucleotide sequences of the coding regions
27 KB
Translation of the coding sequences
9 KB
List of genes/ORFs
1 KB

 

 
GenBank format
57 KB

close this sectionHistory

  • 2016-12-27[Update]
  • 2016-01-27[Update]
  • 2014-06-25[Update]
  • 2013-09-04[Update]
  • 2012-08-03[Update]
  • 2012-04-26[Release]