The biosynthetic pathway of ecdysone: Studies with vitellogenic ovaries of Locusta migratoria (orthoptera)

The biosynthetic pathway of ecdysone: Studies with vitellogenic ovaries of Locusta migratoria (orthoptera)
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蜕皮激素的生物合成途径:飞蝗(直翅目)卵黄发生卵巢的研究

DOI:
10.1016/0303-7207(82)90006-5
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发表时间:
1982
影响因子:
4.1
通讯作者:
D. H. Horn
D. H. Horn
中科院分区:
医学2区
文献类型:
--
作者:
C. Hétru;C. Kappler;J. Hoffmann;R. Nearn;L. Bang;D. H. Horn

文献摘要

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在卵黄发生的后期,飞蝗雌成虫的卵巢中含有大量的类固醇激素蜕皮激素(及相关的蜕皮激素)。本研究的目的是阐明从胆固醇到蜕皮激素的生物合成步骤的顺序,通过使用双重方法,利用了这个显着的生物模型:(1)内源性生物中间体的分离和理化鉴定;(2)标记的推定前体分子的代谢研究。本文提供的数据使我们提出以下事件顺序:胆固醇转化为3β-羟基-5 β-胆甾-7-烯-6-酮(通过本研究中未鉴定的几种中间体),然后14β-羟基化为3β,14 α-二羟基-5 β-胆甾-7-烯-6-酮;在C-25和C-22的侧链上羟基化(按此顺序)转化为2-脱氧蜕皮激素;在C-2处羟基化为蜕皮激素。
Ovaries of adult females ofLocusta migratoriasynthesize 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 3β-hydroxy-5β-cholest-7-en-6-one (via several intermediates not identified in this study) followed by 14β-hydroxylation to 3β,14α-dihydroxy-5β-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.