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从欧洲赤松中鉴定出一种由III型聚酮合酶产生的五酮芪,并对游离辅酶A中间体进行表征。

Identification of a pentaketide stilbene produced by a type III polyketide synthase from Pinus sylvestris and characterisation of free coenzyme A intermediates.

作者信息

Li Tsung-Lin, Spiteller Dieter, Spencer Jonathan B

机构信息

Genomics Research Center, Academica Sinica, 128 Academica Road, Section 2, Nangkang, Taipei, 115, Taiwan.

出版信息

Chembiochem. 2009 Mar 23;10(5):896-901. doi: 10.1002/cbic.200800840.

DOI:10.1002/cbic.200800840
PMID:19266535
Abstract

The stilbene synthase (STS) from Scots pine (Pinus sylvestris), which is a type III polyketide synthase, produces the well known tetraketide resveratrol from coumaroyl-CoA and three molecules of malonyl-CoA. The same stilbene synthase, however, also generates the previously unknown pentaketide 2-malonylresveratrol from coumaroyl-CoA and four molecules of malonyl-CoA; this indicates that the enzyme does not precisely control the number of condensations leading to diverse products. Tetraketide- and pentaketide-CoA intermediates of the STS were identified by LC-MS/MS; this suggests that CoA-bound polyketide intermediates are involved in the product formation of type III polyketide synthases.

摘要

来自欧洲赤松(Pinus sylvestris)的芪合酶(STS)是一种III型聚酮合酶,它以香豆酰辅酶A和三分子丙二酰辅酶A为原料生成著名的四酮化合物白藜芦醇。然而,同样的芪合酶也能以香豆酰辅酶A和四分子丙二酰辅酶A为原料生成此前未知的五酮化合物2-丙二酰白藜芦醇;这表明该酶不能精确控制导致生成多种产物的缩合反应次数。通过液相色谱-串联质谱法(LC-MS/MS)鉴定出了STS的四酮和五酮辅酶A中间体;这表明与辅酶A结合的聚酮中间体参与了III型聚酮合酶的产物形成过程。

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