Polymer support oligonucleotide synthesis 13: Rapid and efficient synthesis of oligodeoxynucleotides on porous glass support using triester approach

Site-directed cleavage of RNA

“…Chloro-S-cyanoethyl-N,N-diisopropylaminophoshine and chloromethoxy-N,N-diisopropylaminophosphine were purchased from American Bionuclear; the long chain alkylamine controlled pore glass support (CPG) from Pierce Chemical; 5'-O-dimethoxytrityl-Nprotected-deoxynucleoside-3'-O-(N,N-diisopropylamino)-methoxy/%cyanoethyl-phosphoramidites and CPGs containing protected deoxynucleosides from Applied Biosystems. 5'-O,N-protected-2'-Omethylribonucleosides and the CPGs to which they were bound were prepared according to standard published methods (17)(18)(19)(20)(21). Each oligomer was synthesized on an Applied Biosystems Synthesizer model 380A using the phosphoramidite method (14-16).…”

Attachment of Nucleosides and Other Linkers to Solid‐Phase Supports for Oligonucleotide Synthesis

“…Of these, an acid chloride (Ogilvie and Kroeker, ; Sharma et al, ) and a symmetrical anhydride (Gait et al, ) have been reported. Esters activated by coupling to acidic phenols, namely pentachlorophenyl (Miyoshi et al, ), p ‐nitrophenyl (Koster et al, ), or pentafluorophenyl derivatives (Efimov et al, ) have been widely used. These intermediates, however, require an additional coupling step to prepare, are hydrolytically labile, and the support derivatization reactions are slow.…”

Reactions at Oxygen Atoms

“…The solventswelling polymer supports previously employed have been replaced with controlled-pore glass supports (CPG) [35,38,229,230,231,232,233,234], and to the support, a chain with an appropriate spacer possessing a succinyl group at the outer end is attached; the succinyl group, in turn, is connected to the 3'-end of a nucleoside through the 2' or 3'-hydroxy group, the ester linkage being cleaved with conc. aqueous NH 3 at the end of the nucleotide synthesis.…”