title: DHEA-Bodipy--a functional fluorescent DHEA analog for live cell imaging.
abstract: The androgen dehydroepiandrosterone (DHEA) has been reported to protect neuronal cells against dysfunction and apoptosis. Several signaling pathways involved in these effects have been described but little is known about the intracellular trafficking of DHEA. We describe design, synthesis and characterization of DHEA-Bodipy, a novel fluorescent DHEA analog. DHEA-Bodipy proved to be a functional DHEA derivative: DHEA-Bodipy (i) induced estrogen receptor alpha-mediated gene activation, (ii) protected PC12 rat pheochromocytoma cells against serum-deprivation-induced apoptosis, and (iii) induced stress fibers and focal adhesion contacts in SH-SY5Y human neuroblastoma cells. DHEA-Bodipy bound rapidly and specifically to plasma membranes of living PC12 cells. We analyzed metabolism and trafficking of DHEA-Bodipy in human neuroblastoma cells. DHEA-Bodipy is the first functional fluorescent DHEA derivative suitable for live cell imaging of intracellular DHEA transport and localization.
authors.affiliation: Institute of Biochemistry, University of Mainz, Becherweg 30, 55099 Mainz, Germany.
authors.forename: Susanne
authors.initials: S
authors.lastname: Lemcke
authors.forename: Christoph
authors.initials: C
authors.lastname: Hönnscheidt
authors.forename: Gustav
authors.initials: G
authors.lastname: Waschatko
authors.forename: Anita
authors.initials: A
authors.lastname: Bopp
authors.forename: Dieter
authors.initials: D
authors.lastname: Lütjohann
authors.forename: Norbert
authors.initials: N
authors.lastname: Bertram
authors.forename: Katja
authors.initials: K
authors.lastname: Gehrig-Burger
mesh_terms: D000818:Animals; D017209:Apoptosis / Q000502:physiology; D001692:Biological Transport; D001896:Boron Compounds / Q000737:chemistry* / Q000378:metabolism; D002462:Cell Membrane / Q000378:metabolism; D003687:Dehydroepiandrosterone / Q000031:analogs & derivatives* / Q000378:metabolism; D047628:Estrogen Receptor alpha / Q000378:metabolism; D005456:Fluorescent Dyes / Q000737:chemistry* / Q000378:metabolism; D017930:Genes, Reporter; D006801:Humans; D008856:Microscopy, Fluorescence / Q000379:methods*; D015394:Molecular Structure; D009447:Neuroblastoma; D016716:PC12 Cells; D051381:Rats
chemical_list: C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D047628:Estrogen Receptor alpha; D005456:Fluorescent Dyes; D003687:Dehydroepiandrosterone