title: Caged progesterone: a new tool for studying rapid nongenomic actions of progesterone.
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 Ca(2+) influx in the sperm flagellum.
authors.affiliation: Leibniz-Institut für Molekulare Pharmakologie, Berlin, Germany.
authors.forename: Funda
authors.initials: F
authors.lastname: Kilic
authors.forename: Nachiket D
authors.initials: ND
authors.lastname: Kashikar
authors.forename: Reinhard
authors.initials: R
authors.lastname: Schmidt
authors.forename: Luis
authors.initials: L
authors.lastname: Alvarez
authors.forename: Luru
authors.initials: L
authors.lastname: Dai
authors.forename: Ingo
authors.initials: I
authors.lastname: Weyand
authors.forename: Burkhard
authors.initials: B
authors.lastname: Wiesner
authors.forename: Normann
authors.initials: N
authors.lastname: Goodwin
authors.forename: Volker
authors.initials: V
authors.lastname: Hagen
authors.forename: U Benjamin
authors.initials: UB
authors.lastname: Kaupp
mesh_terms: D000438:Alcohols; D002118:Calcium / Q000378:metabolism; D005407:Flagella / Q000187:drug effects; D006801:Humans; D008027:Light; D008297:Male; D055668:Photochemical Processes; D011374:Progesterone / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology* / Q000528:radiation effects; D012107:Research Design; D013094:Spermatozoa / Q000187:drug effects
chemical_list: D000438:Alcohols; D011374:Progesterone; D002118:Calcium