Importance of the methyl group at C10 of squalene for hopene biosynthesis and novel carbocyclic skeletons with 6/5 + 5/5 + (6) ring system(s).
Importance of the methyl group at C10 of squalene for hopene biosynthesis and novel carbocyclic skeletons with 6/5 + 5/5 + (6) ring system(s).
复制标题
角鲨烯 C10 上的甲基对于希望烯生物合成和具有 6/5 5/5 (6) 环系统的新型碳环骨架的重要性。
DOI：
10.1021/ol026180u
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发表时间：
2002
期刊：
影响因子：
5.2
通讯作者：
S. Ohashi
中科院分区：
文献类型：
--
作者：
T. Hoshino;S. Ohashi
[反应：将（6 E，10 E，14 E，18 E）-2，6，10，19，23-五甲基-二十四碳-2，6，10，14，18，22-六烯与酸热脂环芽孢杆菌霍彭环化酶一起温育得到具有两种类型碳环骨架的四种产物，即，两种藿烷产物和两种具有前所未有的6/5 + 5/5 + 6五环和6/5 + 5/5四环环系的碳环骨架的产物。前两种藿烷骨架由C15-去甲基角鲨烯生物转化形成，后两种骨架由C10-去甲基角鲨烯生物转化形成。
[reaction: see text] Incubation of (6E,10E,14E,18E)-2,6,10,19,23-pentamethyl-tetracosa-2,6,10,14,18,22-hexaene with Alicyclobacillus acidocaldarius hopene cyclase afforded four products having two types of carbocyclic skeletons, i.e., two hopane products and two products having an unprecedented carbocyclic skeleton of 6/5 + 5/5 +6 pentacyclic and 6/5 + 5/5 tetracyclic ring systems. The former two hopane skeletons were formed from the bioconversion of C15-desmethylsqualene and the latter two skeletons from that of C10-desmethylsqualene.