Enzymatic formation of an unnatural C6-C5 aromatic polyketide by plant type III polyketide synthases

被引:42
作者
Abe, I [1 ]
Takahashi, Y [1 ]
Noguchi, H [1 ]
机构
[1] Univ Shizuoka, Sch Pharmaceut Sci, Shizuoka 4228526, Japan
关键词
D O I
10.1021/ol0201409
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Substrate specificities of plant polyketide synthases (PKSs) were investigated using analogues of malonyl-CoA, the extension unit of the polyketide chain elongation reactions. When incubated with methylmalonyl-CoA and 4-coumaroyl-CoA, plant PKSs (chalcone synthase from Scutellaria baicalensis, stilbene synthase from Arachis hypogaea, and benzalacetone synthase from Rheum palmatum) afforded an unnatural C-6-C-5 aromatic polyketide, 1-(4-hydroxyphenyl)pent-1-en-3-one, formed by one-step decarboxylative condensation of the two substrates. In contrast, succinyl-CoA was not accepted as a substrate by the enzymes.
引用
收藏
页码:3623 / 3626
页数:4
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