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Efficient Synthesis of [2-15N]guanosine and 2'-deoxy[2'-15N]guanosine Derivatives Using N-(tert-butyldimethylsilyl)[15N]phthalimide as a 15N-labeling Reagent

Efficient Synthesis of [2-15N]guanosine and 2'-deoxy[2'-15N]guanosine Derivatives Using N-(tert-butyldimethylsilyl)[15N]phthalimide as a 15N-labeling Reagent

Kazuo Kamaike, Yoshihiro Kayama, Isobe Mitsuhisa, Kawashima Etsuko

Nucleosides Nucleotides Nucleic Acids. 2006;25(1):29-35.

PMID: 16440983

Abstract:

Nucleophilic aromatic substitution of 9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-6-chloro-2-fluoro-9H-purine 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, which was subsequently converted to the [2-15N]guanosine derivative. The 2'-deoxy[2'-15N]guanosine derivative was also efficiently synthesized through a similar procedure.

Chemicals Related in the Paper:

Catalog Number	Product Name	CAS Number	Price
AP145143017	Boc-Gly-OH-2-13C,15N	145143-01-7	Price
AP285977868	L-Alanine-2-13C,15N	285977-86-8	Price
IAR42410617	Fmoc-Gly-OH-2-13C,15N		Price

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