Oxygenated cholesterols as ligands for cytosolic-nuclear tumor promoter binding protein: yakkasteroids.
Several oxygenated cholesterols and their derivatives (yakkasteroids) were prepared as candidate ligands for cytosolic-nuclear tumor promoter binding protein (CN-TPBP). Among the compounds, a possible natural substance, 3 beta,5 alpha-dihydroxycholestan-6-one (yakkasterone), showed the highest binding affinity to CN-TPBP. It also showed high specificity for binding to CN-TPBP: it does not bind to protein kinase C. Investigation of the structure-activity relationships of yakkasteroids revealed that the structure of the side chain at the 20-position is important for the binding activity to CN-TPBP.
Endo
Y
Y
Faculty of Pharmaceutical Sciences, University of Tokyo, Japan.
Hashimoto
Y
Y
Fukasawa
H
H
Shudo
K
K
D001667:Binding, Competitive; D002352:Carrier Proteins / Q000378:metabolism*; D002776:Cholestanes / Q000378:metabolism*; D002778:Cholestanones / Q000378:metabolism*; D002784:Cholesterol / Q000031:analogs & derivatives*; D006367:HeLa Cells; D006801:Humans; D010084:Oxidation-Reduction; D011493:Protein Kinase C / Q000378:metabolism; D013329:Structure-Activity Relationship; D013755:Tetradecanoylphorbol Acetate / Q000378:metabolism*
D002352:Carrier Proteins; D002776:Cholestanes; D002778:Cholestanones; C082634:cytosolic-nuclear tumor promoter binding protein; C082633:yakkasterone; D002784:Cholesterol; D011493:Protein Kinase C; D013755:Tetradecanoylphorbol Acetate