Isoxazolidine analogues of pseudouridine: a new class of modified nucleosides
โ Scribed by Ugo Chiacchio; Antonino Corsaro; Juan Mates; Pedro Merino; Anna Piperno; Antonio Rescifina; Giovanni Romeo; Roberto Romeo; Tomas Tejero
- Publisher
- Elsevier Science
- Year
- 2003
- Tongue
- French
- Weight
- 128 KB
- Volume
- 59
- Category
- Article
- ISSN
- 0040-4020
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๐ SIMILAR VOLUMES
An alternative synthesis of the modified RNA nucleoside pseudouridine is reported. This procedure employs coupling of an iodinated pyrimidine and a suitably protected lactone. The resulting hemiacetal is reduced and deprotected to yield pseudouridine.
Anomeric ฮฑand ฮฒ-N,O-psiconucleosides were prepared by 1,3-dipolar cycloaddition of C-ethoxycarbonyl N-methyl nitrone with ethyl 2-acetyloxyacrylate, followed by Vorbrรผggen nucleosidation. The synthetic scheme has been applied to all purine and pyrimidine nucleobases. Nucleosidation can proceed under