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Bifunctional Triterpene/Sesquarterpene Cyclase: Tetraprenyl-β-curcumene Cyclase Is Also Squalene Cyclase in Bacillus megaterium
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2011-11-09 , DOI: 10.1021/ja2060319
Tsutomu Sato 1 , Hiroko Hoshino 1 , Satoru Yoshida 1 , Mami Nakajima 2 , Tsutomu Hoshino 1
Affiliation  

This study demonstrates that a tetraprenyl-β-curcumene cyclase, which was originally identified as a sesquarterpene cyclase that converts a head-to-tail type of monocycle to a pentacycle, also cyclizes a tail-to-tail type of linear squalene into a bicyclic triterpenol, 8α-hydroxypolypoda-13,17,21-triene. The 8α-hydroxypolypoda-13,17,21-triene was found to be a natural triterpene from B. megaterium. It was also demonstrated that cyclizations of both tetraprenyl-β-curcumene and squalene occurred with a purified B. megaterium TC homologue in the same reaction mixture. These results suggest that the tetraprenyl-β-curcumene cyclase is bifunctional, cyclizing both tetraprenyl-β-curcumene and squalene in vivo. This is the first report describing a bifunctional terpene cyclase, which biosynthesizes two classes of cyclic terpenes with different numbers of carbons as natural products in the organism.

中文翻译:

双功能三萜/半萜环化酶:四异戊二烯-β-姜黄烯环化酶也是巨大芽孢杆菌中的角鲨烯环化酶

这项研究表明,四异戊二烯-β-姜黄烯环化酶最初被鉴定为一种将头对尾类型的单环转化为五环的倍半萜环化酶,也将尾对尾类型的线性角鲨烯环化为双环三萜醇,8α-羟基多足类-13,17,21-三烯。8α-hydroxypolypoda-13,17,21-triene 被发现是来自巨大芽孢杆菌的天然三萜。还证明了四异戊二烯-β-姜黄烯和角鲨烯在同一反应混合物中与纯化的巨大芽孢杆菌 TC 同系物发生环化。这些结果表明四异戊二烯-β-姜黄烯环化酶是双功能的,在体内环化四异戊二烯-β-姜黄烯和角鲨烯。这是第一份描述双功能萜烯环化酶的报告,
更新日期:2011-11-09
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