✦ LIBER ✦
Cyclization by free radical addition of stannyl or thiyl radical to 3′-β-ethynyl uridine. Is the 3′-β-ethynyl group a spin trap in ribonucleotide reductase?
✍ Scribed by Pierre M.J Jung; Jérôme Dauvergne; Alain Burger; Jean-François Biellmann
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 235 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Reaction of a stannyl or a thiyl radical, generated ~n situ with AIBN, on (2',5'-di-O-tertbmyldimethylsilyl-3'-C-ethynyl-{~-D-ribofuranosyl)uracil (2) gave in 60% and 17% yield respectively cyclized adducts 3 and 4 where the vinylic radical, formed by addition of stannyl or thiyl radical to the triple bond, reacted with the base. The 3'-~-ethynyl uridine di-and triphosphates could he a spin trap of the transient thiyl radical of ribonucleotide reductases.