Margl L, Eisenreich W, Adam P, Bacher A, Zenk M H
Biozentrum-Pharmazie, Universität Halle, Weinbergweg 22, D-06120, Halle/Saale, Germany.
Phytochemistry. 2001 Nov;58(6):875-81. doi: 10.1016/s0031-9422(01)00360-0.
The biosynthesis of 5-(3-buten-1-ynyl)-2,2'-bithiophene was studied in root cultures of Tagetes patula. Organ cultures were grown with [U-13C(6)]glucose or [1-13C]glucose. The bithiopene and amino acids from cell protein were isolated and analysed by quantitative NMR spectroscopy. Retrobiosynthetic analysis establish acetyl-CoA or a closely related compound (e.g. malonyl-CoA) as building blocks and their orientations in the bithiophene. The data confirm a previously suggested biosynthetic route via long-chain fatty acids and polyacetylenes. However, a polyketide-like biosynthesis via a carbocyclic intermediate cannot be excluded.
在孔雀草的根培养物中研究了5-(3-丁烯-1-炔基)-2,2'-联噻吩的生物合成。用[U-¹³C(6)]葡萄糖或[1-¹³C]葡萄糖培养器官培养物。从细胞蛋白中分离出联噻吩和氨基酸,并通过定量核磁共振光谱进行分析。逆生物合成分析确定乙酰辅酶A或密切相关的化合物(如丙二酰辅酶A)为构建模块及其在联噻吩中的取向。数据证实了先前提出的经由长链脂肪酸和聚乙炔的生物合成途径。然而,不能排除经由碳环中间体的类聚酮生物合成。