Large-Scale Synthesis of “Cpep” RNA Monomers and Their Application in Automated RNA Synthesis.

Autor: Pon, R. T., Yu, S., Prabhavalkar, T., Mishra, T., Kulkarni, B., Sanghvi, Y. S.
Předmět:
Zdroj: Nucleosides, Nucleotides & Nucleic Acids; May2005, Vol. 24 Issue 5-7, p777-781, 5p, 3 Diagrams
Abstrakt: Small interfering RNAs (siRNA) are the latest candidates for oligonucleotide-based therapeutics. Should siRNA be successful in clinical trials, a huge demand for synthetic RNA is anticipated. We believe that 1-(4-chlorophenyl)-4-ethoxypiperidin-4-yl (Cpep) is an ideal 2′-protecting group for large-scale syntheses. Unlike 2′-silyl groups, mild acid hydrolysis instead of fluoride ion is used for the 2′-deprotection. The syntheses of 2′-Cpep protected nucleosides (A, C, G, and U) has been accomplished on a 0.5 Kg scale. The 2′-Cpep monomers were transformed into 3′- O -phosphoramidites for conventional automated solid-phase synthesis. Cost-effective processes for large-scale synthesis of Cpep monomers and initial automated solid-phase synthesis are demonstrated. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index