Aspergillus oryzae type III polyketide synthase CsyB uses a fatty acyl starter for the biosynthesis of csypyrone B compounds

2013 ◽  
Vol 23 (20) ◽  
pp. 5637-5640 ◽  
Author(s):  
Makoto Hashimoto ◽  
Satomi Ishida ◽  
Yasuyo Seshime ◽  
Katsuhiko Kitamoto ◽  
Isao Fujii
Keyword(s):  
Aspergillus Oryzae ◽  
Polyketide Synthase ◽  
Fatty Acyl ◽  
Type Iii Polyketide Synthase ◽  
Type Iii

Fatty Acyl-AMP Ligase Involvement in the Production of Alkylresorcylic Acid by a Myxococcus xanthus Type III Polyketide Synthase

ChemBioChem ◽  
2011 ◽  
Vol 12 (14) ◽  
pp. 2166-2176 ◽  
Author(s):  
Takayuki Hayashi ◽  
Yuta Kitamura ◽  
Nobutaka Funa ◽  
Yasuo Ohnishi ◽  
Sueharu Horinouchi
Keyword(s):  
Polyketide Synthase ◽  
Myxococcus Xanthus ◽  
Fatty Acyl ◽  
Type Iii Polyketide Synthase ◽  
Type Iii

scholarly journals Biosynthesis of Aliphatic Polyketides by Type III Polyketide Synthase and Methyltransferase in Bacillus subtilis

2009 ◽  
Vol 191 (15) ◽  
pp. 4916-4923 ◽  
Author(s):  
Chiaki Nakano ◽  
Hiroki Ozawa ◽  
Genki Akanuma ◽  
Nobutaka Funa ◽  
Sueharu Horinouchi
Keyword(s):  
Bacillus Subtilis ◽  
Polyketide Synthase ◽  
Bacterial Genome ◽  
Fatty Acyl ◽  
Gram Positive ◽  
Type Iii Polyketide Synthase ◽  
Type Iii ◽  
Vitro Analysis

ABSTRACT Type III polyketide synthases (PKSs) synthesize a variety of aromatic polyketides in plants, fungi, and bacteria. The bacterial genome projects predicted that probable type III PKS genes are distributed in a wide variety of gram-positive and -negative bacteria. The gram-positive model microorganism Bacillus subtilis contained the bcsA-ypbQ operon, which appeared to encode a type III PKS and a methyltransferase, respectively. Here, we report the characterization of bcsA (renamed bpsA, for Bacillus pyrone synthase, on the basis of its function) and ypbQ, which are involved in the biosynthesis of aliphatic polyketides. In vivo analysis demonstrated that BpsA was a type III PKS catalyzing the synthesis of triketide pyrones from long-chain fatty acyl-coenzyme A (CoA) thioesters as starter substrates and malonyl-CoA as an extender substrate, and YpbQ was a methyltransferase acting on the triketide pyrones to yield alkylpyrone methyl ethers. YpbQ thus was named BpsB because of its functional relatedness to BpsA. In vitro analysis with histidine-tagged BpsA revealed that it used broad starter substrates and produced not only triketide pyrones but also tetraketide pyrones and alkylresorcinols. Although the aliphatic polyketides were expected to localize in the membrane and play some role in modulating the rigidity and properties of the membrane, no detectable phenotypic changes were observed for a B. subtilis mutant containing a whole deletion of the bpsA-bpsB operon.

Identification of csypyrone B1 as the novel product of Aspergillus oryzae type III polyketide synthase CsyB

2010 ◽  
Vol 18 (12) ◽  
pp. 4542-4546 ◽  
Author(s):  
Yasuyo Seshime ◽  
Praveen Rao Juvvadi ◽  
Katsuhiko Kitamoto ◽  
Yutaka Ebizuka ◽  
Isao Fujii
Keyword(s):  
Aspergillus Oryzae ◽  
Polyketide Synthase ◽  
The Novel ◽  
Type Iii Polyketide Synthase ◽  
Type Iii

Identification of csypyrone B2 and B3 as the minor products of Aspergillus oryzae type III polyketide synthase CsyB

2013 ◽  
Vol 23 (3) ◽  
pp. 650-653 ◽  
Author(s):  
Makoto Hashimoto ◽  
Yasuyo Seshime ◽  
Katsuhiko Kitamoto ◽  
Nahoko Uchiyama ◽  
Yukihiro Goda ◽  
...  
Keyword(s):  
Aspergillus Oryzae ◽  
Polyketide Synthase ◽  
Type Iii Polyketide Synthase ◽  
Type Iii

Aspergillus oryzae type III polyketide synthase CsyA is involved in the biosynthesis of 3,5-dihydroxybenzoic acid

2010 ◽  
Vol 20 (16) ◽  
pp. 4785-4788 ◽  
Author(s):  
Yasuyo Seshime ◽  
Praveen Rao Juvvadi ◽  
Katsuhiko Kitamoto ◽  
Yutaka Ebizuka ◽  
Takamasa Nonaka ◽  
...  
Keyword(s):  
Aspergillus Oryzae ◽  
Polyketide Synthase ◽  
Dihydroxybenzoic Acid ◽  
Type Iii Polyketide Synthase ◽  
Type Iii

scholarly journals Expression, purification and crystallization of a fungal type III polyketide synthase that produces the csypyrones

2014 ◽  
Vol 70 (6) ◽  
pp. 730-733 ◽  
Author(s):  
Dengfeng Yang ◽  
Takahiro Mori ◽  
Takashi Matsui ◽  
Makoto Hashimoto ◽  
Hiroyuki Morita ◽  
...  
Keyword(s):  
Escherichia Coli ◽  
Polyketide Synthase ◽  
Fatty Acyl ◽  
Diffusion Method ◽  
Unit Cell Parameters ◽  
Type Iii Polyketide Synthase ◽  
Cell Parameters ◽  
Type Iii ◽  
Malonyl Coa ◽  
Vapour Diffusion

CsyB fromAspergillus oryzaeis a novel type III polyketide synthase that catalyzes the formation of csypyrone B1 [4-(3-acetyl-4-hydroxy-2-oxo-2H-pyran-6-yl)butyric acid] from fatty acyl-CoA, malonyl-CoA and acetoacetyl-CoA. Recombinant CsyB expressed inEscherichia coliwas crystallized by the sitting-drop vapour-diffusion method. The crystals belonged to spaceP21, with unit-cell parametersa= 70.0,b= 104.8,c= 73.5 Å, β = 114.4°.

scholarly journals Biosynthesis of Dictyostelium discoideum differentiation-inducing factor by a hybrid type I fatty acid–type III polyketide synthase

2006 ◽  
Vol 2 (9) ◽  
pp. 494-502 ◽  
Author(s):  
Michael B Austin ◽  
Tamao Saito ◽  
Marianne E Bowman ◽  
Stephen Haydock ◽  
Atsushi Kato ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Dictyostelium Discoideum ◽  
Polyketide Synthase ◽  
Type I ◽  
Type Iii Polyketide Synthase ◽  
Type Iii ◽  
Hybrid Type ◽  
Acid Type ◽  
Fatty Acid Type
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