DHEA-Bodipy-A functional fluorescent DHEA analog for live cell imaging

Molecular and Cellular Endocrinology

Volumn 314, Issue 1, 2010, Pages 31-40

  Lemcke, Susanne ^a   Hönnscheidt, Christoph ^a   Waschatko, Gustav ^a   Bopp, Anita ^a   Lütjohann, Dieter ^b   Bertram, Norbert ^c   Gehrig Burger, Katja ^a  

^a JOHANNES GUTENBERG UNIVERSITY   (Germany)

^b UNIVERSITY OF BONN   (Germany)

^c Labor fur Toxikologie und Analytik   (Germany)

Author keywords

DHEA Bodipy; Fluorescence microscopy; Genomic; Live cell imaging; Non genomic; Trafficking

Indexed keywords

ANDROSTERONE DERIVATIVE; ESTROGEN RECEPTOR ALPHA; PRASTERONE; PRASTERONE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; APOPTOSIS; ARTICLE; CELL ADHESION; CELL MEMBRANE; CONTROLLED STUDY; CYTOLOGY; FLUORESCENCE ANALYSIS; GENE ACTIVATION; HORMONE METABOLISM; HORMONE SYNTHESIS; HORMONE TRANSPORT; HUMAN; HUMAN TISSUE; MEMBRANE BINDING; MOLECULAR IMAGING; NEUROBLASTOMA CELL; NONHUMAN; PHEOCHROMOCYTOMA CELL; PRIORITY JOURNAL; PROTEIN LOCALIZATION; RAT; SEX HORMONE DETERMINATION; STRESS FIBER;

ANIMALS; APOPTOSIS; BIOLOGICAL TRANSPORT; BORON COMPOUNDS; CELL MEMBRANE; DEHYDROEPIANDROSTERONE; ESTROGEN RECEPTOR ALPHA; FLUORESCENT DYES; GENES, REPORTER; HUMANS; MICROSCOPY, FLUORESCENCE; MOLECULAR STRUCTURE; NEUROBLASTOMA; PC12 CELLS; RATS;

EID: 70350203950     PISSN: 03037207     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.mce.2009.09.006     Document Type: Article

References (30)

1. Adams J., Garcia M., and Rochefort H. Estrogenic effects of physiological concentrations of 5-androstene-3 beta, 17 beta-diol and its metabolism in MCF7 human breast cancer cells. Cancer Res. 41 11 Pt 1 (1981) 4720-4726
2. Bligh E.D., and Dyer W.J. A rapid method of total lipid extraction and purification. Can. J. Biochem. Physiol. 37 (1959) 911-917
3. Charalampopoulos I., Alexaki V.I., Lazaridis I., Dermitzaki E., Avlonitis N., Tsatsanis C., Calogeropoulou T., Margioris A.N., Castanas E., and Gravanis A. G protein-associated, specific membrane binding sites mediate the neuroprotective effect of dehydroepiandrosterone. FASEB J. 20 3 (2006) 577-579
4. Charalampopoulos I., Dermitzaki E., Vardouli L., Tsatsanis C., Stournaras C., Margioris A.N., and Gravanis A. Dehydroepiandrosterone sulfate and allopregnanolone directly stimulate catecholamine production via induction of tyrosine hydroxylase and secretion by affecting actin polymerization. Endocrinology 146 8 (2005) 3309-3318
5. Charalampopoulos I., Margioris A.N., and Gravanis A. Neurosteroid dehydroepiandrosterone exerts anti-apoptotic effects by membrane-mediated, integrated genomic and non-genomic pro-survival signaling pathways. J. Neurochem. 107 5 (2008) 1457-1469
6. Charalampopoulos I., Tsatsanis C., Dermitzaki E., Alexaki V.I., Castanas E., Margioris A.N., and Gravanis A. Dehydroepiandrosterone and allopregnanolone protect sympathoadrenal medulla cells against apoptosis via antiapoptotic Bcl-2 proteins. Proc. Natl. Acad. Sci. U.S.A. 101 21 (2004) 8209-8214
7. Compagnone N.A., and Mellon S.H. Dehydroepiandrosterone: a potential signalling molecule for neocortical organization during development. Proc. Natl. Acad. Sci. U.S.A. 95 8 (1998) 4678-4683
8. Godin C., Provost P.R., Poirier D., Blomquist C.H., and Tremblay Y. Separation by thin-layer chromatography of the most common androgen-derived C19 steroids formed by mammalian cells. Steroids 64 11 (1999) 767-769
9. Goodwin B., Redinbo M.R., and Kliewer S.A. Regulation of cyp3a gene transcription by the pregnane × receptor. Annu. Rev. Pharmacol. Toxicol. 42 (2002) 1-23
10. Guarneri P., Cascio C., Piccoli T., Piccoli F., and Guarneri R. Human neuroblastoma SH-SY5Y cell line: neurosteroid-producing cell line relying on cytoskeletal organization. J. Neurosci. Res. 60 5 (2000) 656-665
11. Kisfaludy L., Löw M., Nyéki O., Szirtes T., and Schön I. Die Verwendung von Pentafluorphenylestern bei Peptidsynthesen. Justus Liebigs Annalen der Chemie 9 (1973) 1421-1429
12. Koh C.G. Rho GTPases and their regulators in neuronal functions and development. Neurosignals 15 5 (2006) 228-237
13. Kovacs J., Kisfaludy L., and Ceprini M.Q. On the optical purity of peptide active esters prepared by N,N′-dicyclohexylcarbodiimide and "complexes" of N,N′-dicyclohexylcarbodiimide-pentachlorophenol and N,N′-dicyclohexylcarbodiimide-pentafluorophenol. J. Am. Chem. Soc. 89 1 (1967) 183-184
14. Leblhuber F., Neubauer C., Peichl M., Reisecker F., Steinparz F.X., Windhager E., and Dienstl E. Age and sex differences of dehydroepiandrosterone sulfate (DHEAS) and cortisol (CRT) plasma levels in normal controls and Alzheimer's disease (AD). Psychopharmacology (Berl.) 111 1 (1993) 23-26
15. Maggiolini M., Donze O., Jeannin E., Ando S., and Picard D. Adrenal androgens stimulate the proliferation of breast cancer cells as direct activators of estrogen receptor alpha. Cancer Res. 59 19 (1999) 4864-4869
16. Maurice T., Gregoire C., and Espallergues J. Neuro(active)steroids actions at the neuromodulatory sigma1 (sigma1) receptor: biochemical and physiological evidences, consequences in neuroprotection. Pharmacol. Biochem. Behav. 84 4 (2006) 581-597
17. McCann D.J., and Su T.P. Haloperidol-sensitive (+)[3H]SKF-10,047 binding sites (sigma sites) exhibit a unique distribution in rat brain subcellular fractions. Eur. J. Pharmacol. 188 4-5 (1990) 211-218
18. Miller W.L. Androgen synthesis in adrenarche. Rev. Endocr. Metab. Disord. 10 1 (2009) 3-17
19. Mukai H., Takata N., Ishii H.T., Tanabe N., Hojo Y., Furukawa A., Kimoto T., and Kawato S. Hippocampal synthesis of estrogens and androgens which are paracrine modulators of synaptic plasticity: synaptocrinology. Neuroscience 138 3 (2006) 757-764
20. Nawata H., Yanase T., Goto K., Okabe T., Nomura M., Ashida K., and Watanabe T. Adrenopause. Horm. Res. 62 Suppl. 3 (2004) 110-114
21. Pagano R.E., and Chen C.S. Use of BODIPY-labeled sphingolipids to study membrane traffic along the endocytic pathway. Ann. N. Y. Acad. Sci. 845 (1998) 152-160
22. Pedram A., Razandi M., Wallace D.C., and Levin E.R. Functional estrogen receptors in the mitochondria of breast cancer cells. Mol. Biol. Cell 17 5 (2006) 2125-2137
23. Psarra A.M., and Sekeris C.E. Steroid and thyroid hormone receptors in mitochondria. IUBMB Life 60 4 (2008) 210-223
24. Razmara A., Duckles S.P., Krause D.N., and Procaccio V. Estrogen suppresses brain mitochondrial oxidative stress in female and male rats. Brain Res. 1176 (2007) 71-81
25. Revankar C.M., Cimino D.F., Sklar L.A., Arterburn J.B., and Prossnitz E.R. A transmembrane intracellular estrogen receptor mediates rapid cell signaling. Science 307 5715 (2005) 1625-1630
26. Rodriguez O.C., Schaefer A.W., Mandato C.A., Forscher P., Bement W.M., and Waterman-Storer C.M. Conserved microtubule-actin interactions in cell movement and morphogenesis. Nat. Cell Biol. 5 7 (2003) 599-609
27. Steckelbroeck S., Watzka M., Lutjohann D., Makiola P., Nassen A., Hans V.H., Clusmann H., Reissinger A., Ludwig M., Siekmann L., and Klingmuller D. Characterization of the dehydroepiandrosterone (DHEA) metabolism via oxysterol 7alpha-hydroxylase and 17-ketosteroid reductase activity in the human brain. J. Neurochem. 83 3 (2002) 713-726
28. Webb S.J., Geoghegan T.E., Prough R.A., and Michael Miller K.K. The biological actions of dehydroepiandrosterone involves multiple receptors. Drug Metab. Rev. 38 1-2 (2006) 89-116
29. Yang S.H., Liu R., Perez E.J., Wen Y., Stevens Jr. S.M., Valencia T., Brun-Zinkernagel A.M., Prokai L., Will Y., Dykens J., Koulen P., and Simpkins J.W. Mitochondrial localization of estrogen receptor beta. Proc. Natl. Acad. Sci. U.S.A. 101 12 (2004) 4130-4135
30. Zwain I.H., and Yen S.S. Neurosteroidogenesis in astrocytes, oligodendrocytes, and neurons of cerebral cortex of rat brain. Endocrinology 140 8 (1999) 3843-3852