Synthesis and conversion study of a radiolabeled putative ecdysone precursor, 5 beta-cholest-7-ene-3 beta,6 alpha,14 alpha-triol in Locusta migratoria prothoracic glands.
Synthesis and conversion study of a radiolabeled putative ecdysone precursor, 5 beta-cholest-7-ene-3 beta,6 alpha,14 alpha-triol in Locusta migratoria prothoracic glands.
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飞蝗前胸腺中放射性标记的假定蜕皮激素前体 5 beta-cholest-7-ene-3 beta,6 alpha,14 alpha-triol 的合成和转化研究。
作者：
C. Schwab;C. Hétru
在之前的研究中，我们已经描述了昆虫蜕皮激素（蜕皮激素）生物合成途径的最后三个步骤。它们由 C-25、C-22 和 C-2 位上的一系列羟基化组成。为了探索早期步骤，我们合成了氚化形式的 5 beta-cholest-7-ene-3 beta,6 alpha,14 alpha-三醇。将这种三醇与昆虫前胸腺（众所周知的蜕皮激素生物合成位点）一起孵育，结果表明该分子可以在 C-25、C-22 和 C-2 位点羟基化，但三醇和所得化合物都不能在 C-6 位点氧化生成蜕皮激素。
In previous studies, we have characterized the last three steps of the biosynthetic pathway of the insect molting hormone, ecdysone. They consist of a series of hydroxylations at the C-25, C-22, and C-2 positions. To explore an early step, we synthesized 5 beta-cholest-7-ene-3 beta,6 alpha,14 alpha-triol in tritiated form. Incubation of this triol with insect prothoracic glands, a well-known site of ecdysone biosynthesis, showed that this molecule can be hydroxylated at the C-25, C-22, and C-2 positions, but neither the triol nor the resulting compounds could be oxidized at the C-6 position to give ecdysone.