Caged Progesterone: A New Tool for Studying Rapid Nongenomic Actions of Progesterone

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• 作者：Funda Kilic^† ; ; Nachiket D. Kashikar^# ; Reinhard Schmidt^§ ; ; Luis Alvarez^‡ ; ; Luru Dai^# ; Ingo Weyand^# ; Burkhard Wiesner
• 刊名：Journal of the American Chemical Society
• 出版年：2009
• 出版时间：March 25, 2009
• 年：2009
• 卷：131
• 期：11
• 页码：4027-4030
• 全文大小：206K
• 年卷期：v.131,no.11(March 25, 2009)
• ISSN：1520-5126

文摘

Ketalization of the biomolecule progesterone with (6-bromo-7-hydroxycoumarin-4-yl)ethane-1,2-diol gives the photolabile progesterone derivatives 3 and 4. These compounds display dramatically reduced bioactivity and release progesterone upon irradiation with UV/vis or IR light. In particular, 4 can be used to perform concentration-jump experiments with high temporal and spatial resolution that allows one to study elegantly the mechanisms of rapid nongenomic cellular events evoked by progesterone. The usefulness of 4 was demonstrated by measurement of changes in swimming behavior of single human sperm caused by progesterone-induced Ca²⁺ influx in the sperm flagellum.