Synthesis and bioassay of a boron-dipyrromethene derivative of estradiol for fluorescence imaging in vivo

Mayumi Okamoto*, Shun Kobayashi, Hiroshi Ikeuchi, Shunji Yamada, Korehito Yamanouchi, Kazumichi Nagasawa, Shun Maekawa, Takashi Kato, Isao Shimizu

*この研究の対応する著者

研究成果: Article査読

16 被引用数 (Scopus)

抄録

C7α-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 C7α, synthesized by olefin metathesis reaction of 7α-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.

本文言語English
ページ(範囲)845-849
ページ数5
ジャーナルSteroids
77
8-9
DOI
出版ステータスPublished - 2012 7月

ASJC Scopus subject areas

  • 生化学
  • 分子生物学
  • 内分泌学
  • 薬理学
  • 臨床生化学
  • 有機化学

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