The reactions of oxo-osmium ligand complexes with isopentenyl adenine and its nucleoside.
We report syntheses of oxo-osmium(VI)bis(ligand) esters of N6-(delta2-isopentenyl) adenine (6-ipAde) and its nucleoside (IPA) which result from the addition of OsO4 to the double bond of the isopentenyl group. A study of the kinetics of these reactions shows that under typical conditions the rates of reaction relative to thymidine are as follows: for OsO4-pyridine: thymidine = 1; 6-ipAde = 4600: for OsO4-2,2'-bipyridyl: thymidine = 380; 6-ipAde = 8600; IPA = 8600. We also report syntheses of osmate esters of IPA in which the osmium is bonded through the 2'-and 3'-hydroxyl groups of the ribose residue.
D000225:Adenine / Q000031:analogs & derivatives*; D000241:Adenosine / Q000031:analogs & derivatives*; D001665:Binding Sites; D007659:Ketones; D007700:Kinetics; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D009992:Osmium; D013053:Spectrophotometry; D013055:Spectrophotometry, Infrared; D013936:Thymidine
D007659:Ketones; D008024:Ligands; D009992:Osmium; D000225:Adenine; D000241:Adenosine; D013936:Thymidine