A high-yield synthesis of [1-N-15]-2'-deoxyinosine (5), [4-N-15]-2'-deoxy AICAR (7), and [1-N-15]-2'-deoxyguanosine (10) from 2'-deoxyinosine (1) using relatively low expensive (NH3)-N-15 as N-15 source is described. The method exploits 2-C reactivity of 2'-deoxyinosine (1) to obtain its N-15-labelled counterpart, through [1-N-15]-2'-deoxyinosine (5), and successively, [4-N-15]-2'-deoxyAICAR (7). [1-N-15]-2'-Deoxyguanosine (10) can be prepared as well, through an improved cyclization procedure. No protection of sugar hydroxyl groups is required at any stage.
Syntheses of [1-15N]-2'-deoxyinosine, [4-15N]-2'-deoxyAICAR, and [1-15N]-2'-deoxyguanosine / Catalanotti, Bruno; DE NAPOLI, Lorenzo; Galeone, Aldo; Mayol, L; Oliviero, Giorgia; Piccialli, G; Varra, M.. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - STAMPA. - 9:(1999), pp. 2235-2239. [10.1002/(SICI)1099-0690(199909)1999:9<2235::AID-EJOC2235>3.0.CO;2-X]
Syntheses of [1-15N]-2'-deoxyinosine, [4-15N]-2'-deoxyAICAR, and [1-15N]-2'-deoxyguanosine.
CATALANOTTI, BRUNO;DE NAPOLI, LORENZO;GALEONE, ALDO;OLIVIERO, GIORGIA;PICCIALLI G;VARRA M.
1999
Abstract
A high-yield synthesis of [1-N-15]-2'-deoxyinosine (5), [4-N-15]-2'-deoxy AICAR (7), and [1-N-15]-2'-deoxyguanosine (10) from 2'-deoxyinosine (1) using relatively low expensive (NH3)-N-15 as N-15 source is described. The method exploits 2-C reactivity of 2'-deoxyinosine (1) to obtain its N-15-labelled counterpart, through [1-N-15]-2'-deoxyinosine (5), and successively, [4-N-15]-2'-deoxyAICAR (7). [1-N-15]-2'-Deoxyguanosine (10) can be prepared as well, through an improved cyclization procedure. No protection of sugar hydroxyl groups is required at any stage.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
