植物甾醇以及α-和β-香树脂醇的立体特异性生物合成。
The stereospecific biosynthesis of plant sterols and alpha- and beta-amyrin.
作者信息
Rees H H, Mercer E I, Goodwin T W
出版信息
Biochem J. 1966 Jun;99(3):726-34. doi: 10.1042/bj0990726.
Abstract
- A preparation of pea seedlings has been obtained that will incorporate [2-(14)C]mevalonate into squalene, alpha- and beta-amyrin and the phytosterols. 2. The (14)C/(3)H ratio in alpha- and beta-amyrin biosynthesized in the presence of [2-(14)C,4R-(3)H]-mevalonate is the same as in the starting material and in squalene; this gives experimental support to the mechanism for the cyclization of squalene proposed by Ruzicka for the formation of these pentacyclic triterpenoids. 3. The (14)C/(3)H ratio for beta-sitosterol was 5:3, the same as that in cholesterol in liver. 4. As the absence of (3)H from C-3 in beta-sitosterol was demonstrated (3)H must be present in the side chain and thus the H at C-24 is not lost during alkylation of the side chain; it probably migrates to C-25.
摘要
- 已获得一种豌豆幼苗制剂，它能将[2-(14)C]甲羟戊酸掺入角鲨烯、α-和β-香树脂醇以及植物甾醇中。2. 在[2-(14)C,4R-(3)H]-甲羟戊酸存在下生物合成的α-和β-香树脂醇中的(14)C/(3)H比值与起始原料和角鲨烯中的相同；这为鲁齐卡提出的角鲨烯环化形成这些五环三萜类化合物的机制提供了实验支持。3. β-谷甾醇的(14)C/(3)H比值为5:3，与肝脏中胆固醇的相同。4. 由于已证明β-谷甾醇的C-3位没有(3)H，(3)H必定存在于侧链中，因此在侧链烷基化过程中C-2位的H不会丢失；它可能迁移至C-25位。
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