黄粉虫中海绵甾醇脱烷基化的机制
Mechanism of dealkylation of clionasterol in the insect Tenebrio molitor.
作者信息
Pettler P J, Lockley W J, Rees H H, Goodwin T W
出版信息
Biochem J. 1978 Aug 15;174(2):397-404. doi: 10.1042/bj1740397.
Abstract
- 25-3H- and 26-14C-labelled (24S)-24-ethylcholest-5-en-3beta-ol (clionasterol) were synthesized from (24S)-24-ethylcholesta-5,25-dien-3beta-ol. 2. These labelled substrates were mixed and administered, together with the hypocholesterolemic agent, triparanol citrate, to Tenebrio molitor larvae. 3. The 3H label from the clionasterol substrate was retained in both the desmosterol and the cholesterol isolated from the larvae. 4. Location of this 3H label in the desmosterol showed that dealkylation of the clionasterol involved 3H migration from C-25 to C-24. A possible mechanism for dealkylation is presented.
摘要
- 由（24S）-24-乙基胆甾-5,25-二烯-3β-醇合成了25-³H-和26-¹⁴C-标记的（24S）-24-乙基胆甾-5-烯-3β-醇（麦角甾醇）。2. 将这些标记的底物与降胆固醇剂柠檬酸三苯乙醇胺混合后，给予黄粉虫幼虫。3. 麦角甾醇底物中的³H标记保留在从幼虫中分离出的脱氢胆固醇和胆固醇中。4. 该³H标记在脱氢胆固醇中的定位表明，麦角甾醇的脱烷基化涉及³H从C-25迁移至C-24。文中提出了一种可能的脱烷基化机制。
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本文引用的文献
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Desmosterol, an intermediate in dealkylation of beta-sitosterol in the tobacco hornworm.麦角甾醇，烟草天蛾中β-谷甾醇脱烷基化的中间体。
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Reaction of 24,28-epoxides of sterol side chain with boron trifluoride etherate.甾醇侧链的24,28-环氧化物与三氟化硼乙醚的反应。
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