7-deaza-2 `-deoxyguanosines functionalized with 7-(omega-aminoalk-1-ynyl) residues

Abstract

The Pd(0)-catalyzed cross coupling reaction of 7-iodo-7-deaza-2'-deoxyguanosine (1, I(7)c(7)G(d)) With the phthalimido-protected omega-aminoalkines 2a-c gave the compounds 3a-c. They were converted into the phosphoramidite building block 4a-c as well as the phosphonates 5a-c. Compounds 4a and 4c were incorporated into oligodeoxynucleotides of different sequence and their duplex stabilities were measured and compared with those of the unmodified counterparts.