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Syntheses of [1-15N]-2′-Deoxyinosine, [4-15N]-2′-DeoxyAICAR, and [1-15N]-2′-Deoxyguanosine (1999)

Catalanotti, Bruno ; De Napoli, Lorenzo ; Galeone, Aldo ; [et al.]

Weinheim : Wiley-Blackwell

Liebigs Annalen 1999 (1999), S. 2235-2239

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ISSN: 1434-193X

Keywords: Labeled deoxyinosine ; labeled deoxyAICAR ; labeled deoxyguanosine ; purine rearrangement ; labeled nucleosides ; Chemistry ; General Chemistry

Source: Wiley InterScience Backfile Collection 1832-2000

Topics: Chemistry and Pharmacology

Notes: A high-yield synthesis of [1-15N]-2′-deoxyinosine (5), [4-15N]-2′-deoxyAICAR (7), and [1-15N]-2′-deoxyguanosine (10) from 2′-deoxyinosine (1) using relatively low expensive 15NH3 as 15N source is described. The method exploits 2-C reactivity of 2′-deoxyinosine (1) to obtain its 15N-labelled counterpart, through [1-15N]-2′-deoxyinosine (5), and successively, [4-15N]-2′-deoxyAICAR (7). [1-15N]-2′-Deoxyguanosine (10) can be prepared as well, through an improved cyclization procedure. No protection of sugar hydroxyl groups is required at any stage.

Type of Medium: Electronic Resource

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