[Synthesis of oligodeoxyribonucleotide derivatives, containing perfluoroarylazide group at C8-atom of deoxyadenosine and their use in photomodification of DNA fragments].
Heptadeoxynucleotides were obtained that contained an aliphatic amino group in position 8 of the deoxyadenosine residue: ALNH2 CTTTCT, CTCALNH2 CTT, and ACACTCALNH2 where L = NH(CH2)n, n = 3, 5, or 7. A 4-azidotetrafluorobenzoyl residue was attached to the amino group in the oligonucleotides, and photomodification of a DNA target by the resulting reagents was carried out. It was shown that the length of the spacer influences the photomodification extent of the target; a spacer with n = 5 is optimum. The maximum modification extent (65%) was reached when a reagent containing a photoreactive group at the 5'-terminal deoxyadenosine residue was used.
Levina
A S
AS
Novosibirsk Institute of Bioorganic Chemistry, Siberian Division, Russian Academy of Sciences, Russia. Levina@niboch.nsc.ru
Vasil'eva
T V
TV
Zarytova
V F
VF
D004247:DNA / Q000187:drug effects* / Q000528:radiation effects; D003839:Deoxyadenosines / Q000737:chemistry*; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D010777:Photochemistry
D003839:Deoxyadenosines; D009838:Oligodeoxyribonucleotides; D004247:DNA