Hetru C C, Kappler C, Hoffmann J A, Nearn R, Bang L, Horn D H
Mol Cell Endocrinol. 1982 Apr;26(1-2):51-80. doi: 10.1016/0303-7207(82)90006-5.
Ovaries of adult females of Locusta migratoria synthesize impressive amounts of the steroid hormone ecdysone (and related ecdysteroids) during the late phases of vitellogenesis. The present study, aimed at elucidating the sequence of the biosynthetic steps that lead from cholesterol to ecdysone, has taken benefit of this remarkable biological model by using a double approach: (1) isolation and physico-chemical identification of endogenous biogenetic intermediates; (2) metabolic study of labelled putative precursor molecules. The data presented in this paper lead us to propose the following sequence of events: conversion of cholesterol to 3 beta-hydroxy-5 beta-cholest-7-en-6-one (via several intermediates not identified in this study) followed by 14 beta-hydroxylation to 3 beta, 14 alpha-dihydroxy-5 beta-cholest-7-en-6-one; hydroxylation on the side-chain at C-25 and C-22 (in this order) to 2-deoxyecdysone; hydroxylation at C-2 to ecdysone.
在卵黄生成后期,成年雌性飞蝗的卵巢会合成大量的类固醇激素蜕皮激素(及相关蜕皮甾体)。本研究旨在阐明从胆固醇到蜕皮激素的生物合成步骤顺序,通过两种方法利用了这个显著的生物学模型:(1)内源性生物合成中间体的分离和物理化学鉴定;(2)标记的假定前体分子的代谢研究。本文所呈现的数据使我们提出以下事件顺序:胆固醇转化为3β-羟基-5β-胆甾-7-烯-6-酮(经由本研究中未鉴定的几种中间体),随后进行14β-羟基化生成3β,14α-二羟基-5β-胆甾-7-烯-6-酮;在C-25和C-22侧链上依次进行羟基化生成2-脱氧蜕皮激素;在C-2处进行羟基化生成蜕皮激素。