雌二醇脂肪酸酯。牛子宫中合成的雌二醇类脂衍生物的分离与鉴定。

Estradiol fatty acid esters. The isolation and identification of the lipoidal derivative of estradiol synthesized in the bovine uterus.

作者信息

Mellon-Nussbaum S H, Ponticorvo L, Schatz F, Hochberg R B

出版信息

J Biol Chem. 1982 May 25;257(10):5678-84.

Abstract

The bovine uterus, like other estrogen-responsive organs of man and rat, synthesizes an unusual nonpolar metabolite of estradiol (Schatz, F., and Hochberg, R. B. (1981) Endocrinology 109, 697-703). This compound, the lipoidal derivative of estradiol (LE2), was synthesized from estradiol by bovine endometrial tissue in vitro, and it was purified by extensive chromatography on two adsorption columns, a reversed phase partition celite column and three different high pressure liquid chromatography columns. LE2 was separated into nine fractions which were analyzed by direct probe mass spectroscopy and by gas chromatography mass spectroscopy after cleavage of the lipoidal moieties. In this manner, 10 fatty acid esters of estradiol, exclusively esterified at C-17 of the steroid nucleus, were identified. The unsaturated fatty acid esters of estradiol comprise more than 85% of the total LE2 and estradiol 17 beta-arachidonate is the most abundant component. The cholesterol esters and phospholipids of the bovine endometrium were also purified and it was found that the distribution of fatty acids in these lipids is far different from that of LE2.

摘要

牛的子宫与人类和大鼠的其他雌激素反应器官一样，能合成一种不寻常的雌二醇非极性代谢产物（沙茨，F.，和霍奇伯格，R. B.（1981年）《内分泌学》109，697 - 703）。这种化合物，即雌二醇的脂类衍生物（LE2），是由牛子宫内膜组织在体外从雌二醇合成的，并通过在两个吸附柱上进行广泛的色谱分离进行纯化，一个是反相分配硅藻土柱，还有三个不同的高压液相色谱柱。LE2被分离成九个组分，这些组分在裂解脂类部分后通过直接探针质谱和气相色谱 - 质谱进行分析。通过这种方式，鉴定出了10种雌二醇脂肪酸酯，它们仅在甾体核的C - 17位酯化。雌二醇的不饱和脂肪酸酯占总LE2的85%以上，且雌二醇17β - 花生四烯酸酯是最丰富的组分。牛子宫内膜的胆固醇酯和磷脂也被纯化，并且发现这些脂质中脂肪酸的分布与LE2的脂肪酸分布有很大不同。