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Nucleic Acids Symposium Series 2004 48(1):53-54; doi:10.1093/nass/48.1.53
© 2004 by Oxford University Press
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Efficient syntheses of [2-15N]guanosine and 2'-deoxy[2-15N]guanosine derivatives

Kazuo Kamaike, Yoshihiro Kayama, Mitsuhisa Isobe and Etsuko Kawashima

Laboratory of Pharmaceutical Chemistry, School of Pharmacy, Tokyo University of Pharmacy and Life Science, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan

Nucleophilic substitution of 9-(2,3,5-tri-O-acetyl-ß-D-ribofuranosyl)-6-chloro-2-fluoro-9H-purine, prepared from guanosine, with N-tert-butyldimethylsilyl[15N]-phthalimide in the presence of a catalytic amount of CsF at room temperature in DMF efficiently afforded the 6-chloro-2-|15N]phthalimidopurine derivative. Treatment of this with sodium 2-cyanoethoxide yielded the [2-15N]guanosine derivative. The 2'-deoxy[2-15N]guanosine derivative was also efficiently synthesized through a similar procedure.


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