Introduction of a nitroxide group on position 2 of 9-phenoxyacridine: easy access to spin labelled DNA-binding conjugates.
In the search for spin labelled intercalators of general use to construct DNA-binding conjugates, 6-chloro-2-[(1-oxyl-2,2,5,5-tetramethyl- pyrrolin-3-yl)methyloxy]-9-phenoxy-acridine 5, has been prepared. This key-intermediate reacts with amines to give the corresponding labelled 9-amino substituted acridines. Comparative EPR and fluorescence measurements show that the label causes only little modification of the binding properties of acridine.
Belmont
P
P
LEDSS, CNRS/Université Joseph Fourier, Grenoble, France.
Chapelle
C
C
Demeunynck
M
M
Michon
J
J
Michon
P
P
Lhomme
J
J
D000166:Acridines / Q000378:metabolism*; D000975:Antioxidants / Q000378:metabolism*; D004247:DNA / Q000378:metabolism*; D004268:DNA-Binding Proteins / Q000378:metabolism*; D004578:Electron Spin Resonance Spectroscopy; D005609:Free Radicals; D008956:Models, Chemical; D009589:Nitrogen Oxides / Q000378:metabolism*; D013050:Spectrometry, Fluorescence; D013113:Spin Labels
D000166:Acridines; D000975:Antioxidants; D004268:DNA-Binding Proteins; D005609:Free Radicals; D009589:Nitrogen Oxides; D013113:Spin Labels; D004247:DNA; C039900:nitroxyl