5′‐[32P]‐labelled alkylating decathymidylate [4‐(N‐2‐chloroethyl)N‐methylaminobenzyl]‐5′‐phosphamide derivatives containing cholesterol or phenazinium residues at their 3′‐termini were synthesized and used for alkylation of DNA within mammalian cells. The uptake of the cholesterol derivative by the cells and the extent of DNA alkylation are about two orders of magnitude higher than those of a similar alkylating derivative lacking the groups at the 3′‐termini. The presence of the phenazinium residue at the 3′‐terminus of the oligonucleotide reagent does not improve the reagent uptake by the cells but drastically increases the DNA modification efficiency.
An octathymidylate derivative carrying an EDTA residue at its S-terminus was synthesized. In the presence of Fe'+, 02 and dithiotreitol, this derivative cleaves poly(dA) and poly(A) more efficiently than the non-complementary polynucleotide poly(dT).
Affinity modification Nucleic acid Directed cleavage
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