Synthesis of 2'-modified oligonucleotides containing aldehyde or ethylenediamine groups.
Oligonucleotides carrying 2'-aldehyde groups were synthesized and coupled to peptides containing an N-terminal cysteine, aminooxy or hydrazide group to give peptide-oligonucleotide conjugates in good yield. The synthesis of a novel phosphoramidite reagent for the incorporation of 2'-O-(2,3-diaminopropyl)uridine into oligonucleotides was also described. Resultant 2'-diaminooligonucleotides may be useful intermediates in further peptide conjugation studies.
Zatsepin
T S
TS
Chemistry Department and A.N. Belozersky Institute of Physico-Chemical Biology, M.V. Lomonosov Moscow State University, Moscow, Russia.
Romanova
E A
EA
Stetsenko
D A
DA
Gait
M J
MJ
Oretskaya
T S
TS
D000447:Aldehydes; D003545:Cysteine; D005029:Ethylenediamines; D007202:Indicators and Reagents; D009841:Oligonucleotides / Q000138:chemical synthesis*; D020135:Peptide Nucleic Acids / Q000138:chemical synthesis
D000447:Aldehydes; D005029:Ethylenediamines; D007202:Indicators and Reagents; D009841:Oligonucleotides; D020135:Peptide Nucleic Acids; D003545:Cysteine