Microsomal N-oxygenation of adenine to adenine 1-N-oxide.
During investigations on the N-oxygenation of adenine (1) the enzymatic formation of adenine 1-N-oxide 3 was demonstrated for the first time. The identity of this metabolite was confirmed by its chromatographic behaviour and UV-spectrum recorded after HPLC separation. Adenine 1-N-oxide (3) and similar oxygenated derivatives of adenine were synthesized as reference substances. The enzymatic formation of 3 exhibits the typical characteristics of a reaction catalysed by microsomal mono-oxygenases. In induction experiments, an increase in the rate of formation of 3 after pretreatment with phenobarbital was observed. A participation of those isoenzymes of the cytochrome P-450 enzyme system which can be induced by phenobarbital is assumed.
Clement
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Pharmazeutisches Institut, Christian Albrechts Universität Kiel, F.R.G.
Kunze
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D000225:Adenine / Q000031:analogs & derivatives* / Q000378:metabolism* / Q000493:pharmacokinetics; D000818:Animals; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D008862:Microsomes, Liver / Q000378:metabolism*; D051381:Rats; D013056:Spectrophotometry, Ultraviolet
C030755:adenine-N-oxide; D000225:Adenine