Naslov
Synthesis of di-, tri-, and tetrameric building blocks with novel carbamate internucleoside linkages and their incorporation into oligonucleotides

Autori
Habuš, Ivan ; Temsamani, Jamal ; Agrawal, Sudhir

Izvornik
Bioorganic & Medicinal Chemistry Letters (0960-894X) 4 (1994); 1065-1070

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Oligonucleotides; carbamate internucleoside linkage

Sažetak
Synthesis of di-, T*T, tri-, T*T*T, and tetrameric, T*T*T*T, building blocks with carbamate internucleoside linkage, *=3'-NH-CO-O-5' was achieved by the reaction of mono-, di-, or trimeric nucleoside 5'-O-p-nitrophenyl carbonate intermediates with 3' -deoxythymidine. These building blocks were suitably protected at 5' -position and converted into phosphoramidites, or attached onto CPG, and then used for the " chimeric oligonucleotide" synthesis. The novel oligonucleotides derived therefrom have been studied for their binding properties to complementary nucleic acids and for their nuclease sensitivity. Oligonucleotides containing one, two, or three carbamate linkages at 3'-end, were found to have increased nuclease resistance and did not effect the duplex stability significantly.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA