KETONE ELECTROPHORES AND AN OLEFIN-RELEASE GROUP ELECTROPHORE-LABELEDDNA OLIGOMER - DETECTION VIA ELECTRON-CAPTURE

Sixteen ketone electrophores were synthesized (4'-pentafluorobenzyloxy acetophenone, 1, and fifteen analogs thereof). As intended, each gave a high response by gas chromatography with electron capture detection (GC-ECD) as well as GC with detection by electron capture mass spectro metry (GC-EC-MS). Each spectrum by the latter technique consisted of a single major ion. As a representative compound, 1 was converted to a corresponding olefin, N-hydroxysuccinimide ester, which, in turn, was attached covalently to a DNA oligomer. Detection of the latter species spotted onto a nylon membrane was achieved by the sequence permangana te oxidation (which reformed and thereby released 1), hexane extractio n, silica solid phase extraction and GC-EC-MS (giving a peak for 1). T hese results demonstrate potential for olefin-release group electropho res to function as multiplicity labels in assays involving DNA probes.