Journal
STEROIDS
Volume 77, Issue 8-9, Pages 845-849Publisher
ELSEVIER SCIENCE INC
DOI: 10.1016/j.steroids.2012.04.011
Keywords
BODIPY; Estrogen receptor; Uterus
Funding
- Global Center of Excellence (COE) program Center for Practical Chemical Wisdom by the Ministry of Education, Culture, Sports, Science, and Technology (MEXT)
- Grants-in-Aid for Scientific Research [24102531] Funding Source: KAKEN
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C7 alpha-substituted estradiols bind to estrogen receptors in cell nuclei, yet these derivatives remain little used in bioimaging. Here, we describe a fluorescent derivative of estradiol (E2) with a boron-dipyrromethene (BODIPY) moiety attached to C7 alpha, synthesized by olefin metathesis reaction of 7 alpha-allylestradiol and 9-decenyl-BODIPY. In ovariectomized rats and non-ovariectomized mice, E2-BODIPY promoted the growth of uterine tissue similar to the effect of estradiol. Twenty-four hours after subcutaneous injection of E2-BODIPY in non-ovariectomized mice, we observed fluorescence of E2-BODIPY in the nuclei of uterine epithelial cells. Our findings suggest that fluorescence microscopy can localize this derivative in E2-responsive cells during normal development and tumorigenesis in vivo. (c) 2012 Elsevier Inc. All rights reserved.
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