Nitrogen-15-labeled deoxynucleosides. 3. Synthesis of [3-15N]-2'-deoxyadenosine

摘要: The synthesis of (3-{sup 15}N)-labeled adenine has been reported by several groups. Each these syntheses followed essentially the same route, in which {sup 15}N is introduced nitration 4-bromoimidazole under forcing conditions using ({sup 15}N)-HNO{sub 3}. authors have devised an alternate route uses azo coupling reaction for introduction and proceeds through intermediacy (5-{sup 5-aminoimidazole-4-carboxamide (AICA). An unrelated to 5-amino-imidazole ribonucleoside (AIRs) was recently reported. AICA a versatile precursor, most commonly used entry into guanine or isoguanine families, although it usually as AICA-riboside rather than heterocycle itself. found that also can be family cyclization hypoxanthine diethoxymethyl acetate DMF at reflux. Although are more vigorous those required 4,5-diaminopyrimidines this reagent, works well. In addition, they report high-yield enzymatic conversion 15}N)-adenine 15}N)-2{prime}-deoxyadenosine.