Enzymatic formation of an unnatural C6-C5 aromatic polyketide by plant type III polyketide synthases
Enzymatic formation of an unnatural C6-C5 aromatic polyketide by plant type III polyketide synthases
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DOI：
10.1021/ol0201409
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发表时间：
2002-10-17
期刊：
影响因子：
5.2
通讯作者：
Noguchi, H
中科院分区：
文献类型：
--
作者：
Abe, I;Takahashi, Y;Noguchi, H
[图解]利用聚酮链延伸反应的延伸单元丙二酰辅酶A的类似物，研究了植物聚酮合成酶(PKSS)的底物特异性。在甲基丙二酰辅酶A和4-香豆酰辅酶A的作用下，植物PKSS(黄芩查尔酮合成酶、花生二苯乙烯合成酶和大黄苯丙酮合成酶)由两种底物一步脱羧基缩合生成非天然的C-6-C-5芳香族聚酮。相反，琥珀酰辅酶A不被酶接受为底物。
[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.