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note
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We used the Sybyl program (Tripos Associates, St. Louis, MO.) for docking structures 7c manually into the active sites of ER-α and ER-β crystal structures (pdb codes 1L2I,1QKM, respectively). The compounds were manually overlapped with the co-crystallized ligands and then allowed to relax in the active site of the protein using the Sybyl force field, Gasteiger-Huckel charges on the ligands, and Kollman All Atom charges on the protein. The phenolic substituents of each structure were held in place to mimic the phenolic substituents of the co-crystallized ligands. The resulting conformations were then used to analyze contact points between the protein and the ligand for the purpose of explaining potential selectivity differences in the active sites of ER-α and ER-β based on our predicated binding modes.
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Whole cell assays. Estrogenic activity in human breast cancer MCF7 cells and primary rat granulosa cells was assessed by transient transfection of an estrogen responsive ERE3-TK-lux luciferase reporter vector essentially as we have described previously in other cell backgrounds (Petersen et al.). The MCF7 cell activity was considered to be mediated through ER-α and the granulosa activity was considered to be mediated through ER-β. MCF7 cells were obtained from ATTC (Manassas, VA) and transfected with Lipofectamine Plus (Gibco/BRL, Rockville, MD), as described by the manufacturers. Luciferase activity was measured 24 h after the addition of compounds. D.N. Petersen, G.T. Tkalcevic, P.H. Koza-Taylor, T.G. Turi, and T.A. Brown Endocrinology 139 1998 1082
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