Pamela J. Tamura

Synthesis and adduction of fully deprotected oligodeoxynucleotides containing 6-chloropurine

Abstract Fully deprotected oligodeoxynucleotides containing 6-chloropurine have been synthesized and used in solution phase reactions with amine nucleophiles to prepare oligonucleotides containing substituted adenine residues. This strategy was used for the preparation of a double-stranded oligonucleotide crosslinked by a 4-carbon tether between N 6 positions of deoxyadenosines in the two strands.

Synthesis of oligonucleotides containing bulky adducts at guanine N2 via the phosphoramidite of O2-triflate-O6-NPE 2′-deoxyxanthosine

Oligodeoxynucleotides bearing bulky adducts at guanine N2 have been prepared by a postoligomerization strategy in which oligonucleotides containing a highly reactive O2-trifluoromethanesulfonyl-O6-(p-nitrophenethyl) 2′-deoxyxanthosine residue were reacted with (±)-10β-amino-7,8,9,10-tetrahydro-benzo[a]pyrene-7β,8α,9α-triol and related compounds.