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Caged progesterone: a new tool for studying rapid nongenomic actions of progesterone

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Kashikar,  N.
Department of Molecular Sensory Systems, Center of Advanced European Studies and Research (caesar), Max Planck Society;

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Alvarez,  L.
Department of Molecular Sensory Systems, Center of Advanced European Studies and Research (caesar), Max Planck Society;

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Goodwin,  N.
Department of Molecular Sensory Systems, Center of Advanced European Studies and Research (caesar), Max Planck Society;

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Kaupp,  U. B.
Department of Molecular Sensory Systems, Center of Advanced European Studies and Research (caesar), Max Planck Society;

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Citation

Kilic, F., Kashikar, N., Schmidt, R., Alvarez, L., Dai, L., Weyand, I., et al. (2009). Caged progesterone: a new tool for studying rapid nongenomic actions of progesterone. Journal of the American Chemical Society, 131(11), 4027-4030.


Cite as: http://hdl.handle.net/11858/00-001M-0000-0028-6213-5
Abstract
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