Fast and Reliable Automated Synthesis of RNA and Partially 2′-O- Protected Precursors (`Caged RNA') Based on Two Novel, Orthogonal 2′-O-Protecting Groups, Preliminary Communication
作者:Stefan Pitsch、Patrick A. Weiss、Xiaolin Wu、Damian Ackermann、Thomas Honegger
DOI:10.1002/(sici)1522-2675(19991006)82:10<1753::aid-hlca1753>3.0.co;2-y
日期:1999.10.6
Two sets of RNA phosphoramidites. carrying the (fluoride-labile) 2'-O-[(triisopropylsilyl)oxy]methyl (=tom) group and the (photolabile) [(R)-1-(2-nitrophenyl)ethoxy]methyl (=(R)-npeom) group, were prepared (see 1-4 and 5-8, resp.). The two protecting groups were completely orthogonal to each other. Three ribozyme-substrate constructs, protected each by a (R)-npeom group, were synthesized; on photolysis, efficient cleavage of this remaining protecting group occurred (Scheme 3). It could be demonstrated that the presence of one (R)-npeom group within a RNA strand has only a minor influence on the pairing properties of corresponding duplexes.