Mass spectrometric studies on 17β-estradiol-17-fatty acid esters: Evidence for the formation of anion-dipole intermediates

1992 ◽  
Vol 27 (6) ◽  
pp. 709-719 ◽  
Author(s):  
Laurent Debrauwer ◽  
Alain Paris ◽  
Dinesh Rao ◽  
Françoise Fournier ◽  
Jean-Claude Tabet
2007 ◽  
Vol 92 (11) ◽  
pp. 4327-4331 ◽  
Author(s):  
Maija Badeau ◽  
Veera Vihma ◽  
Tomi S. Mikkola ◽  
Aila Tiitinen ◽  
Matti J. Tikkanen

Abstract Context: The 17β-estradiol fatty acid esters are hormone derivatives with long-lasting estrogenic effect. They are transported in serum lipoproteins and thought to be sequestered in adipose tissue. Objective: Our objective was to determine the 17β-estradiol fatty acid ester concentrations in serum and adipose tissue in women of various hormonal states. Design: After several chromatographic steps separating esterified from free estradiol, time-resolved fluoroimmunoassay was used as a quantifying tool. Participants: Samples were obtained from pregnant women undergoing cesarean section (n = 13), or premenopausal (n = 8) and postmenopausal women (n = 6) during gynecological surgery. Main Outcome Measures: 17β-Estradiol and 17β-estradiol fatty acid ester concentrations in serum, and visceral and sc adipose tissue were examined. Results: The ratio of esterified to free estradiol in plasma increased with decreasing estradiol level from 0.5% in pregnant, to 15% in premenopausal and 110% in postmenopausal women. Estradiol esters constituted about 10% of the free estradiol present in adipose tissue in pregnancy. In nonpregnant women, most of the adipose tissue estradiol was in esterified form, the median ester to free ratio being elevated to 150–490%. After menopause, the overwhelming majority of estradiol in both free and esterified form was present in adipose tissue. Conclusions: The overall higher ester to free estradiol ratio in adipose tissue than in serum indicates active esterification capacity in adipose tissue. The predominance of esterified and free estradiol in postmenopausal adipose tissue compared with serum suggests in situ production and storage. Whether the estradiol esters have an independent physiological role in adipose tissue remains to be clarified.


2007 ◽  
Vol 8 (1) ◽  
pp. 22
Author(s):  
M. Badeau ◽  
V. Vihma ◽  
T.S. Mikkola ◽  
H. Adlercreutz ◽  
A. Tiitinen ◽  
...  

2014 ◽  
Vol 31 (2) ◽  
pp. 95-101
Author(s):  
Xiaobo YAN ◽  
Shaoming WU ◽  
Nan LI ◽  
Huadong LV ◽  
Wusheng FU

1994 ◽  
Vol 59 (4) ◽  
pp. 833-840
Author(s):  
Slavomír Pirkl

The phase transitions and effective optical rotary power of saturated and monounsaturated aliphatic esters of cholesterol with 18 and 22 carbon atoms in the chain have been described. The effect of cis/trans isomerism on these properties is discussed.


1992 ◽  
Vol 70 (6) ◽  
pp. 448-454 ◽  
Author(s):  
Ewa Świeżewska ◽  
T. Chojnacki ◽  
W. J. Jankowski ◽  
K. Singh ◽  
J. Olsson

The long chain polyprenols composed of 30 and more isoprene units from leaves of plants belonging to the genera Potentilla and Rosa have been described. They occur in the form of fatty acid esters. The composition of polyprenol mixture was species dependent and its content reached ca. 0.5% wet weight. Large scale preparation of individual polyprenols from a natural polyprenol mixture was performed using time-extended liquid chromatography on the hydrophobic gel Lipidex-5000.Key words: long chain polyprenols, Rosaceae.


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