Improved targeting of the flanks of a DNA stem using α- oligodeoxynucleotides.-The enhanced effect of an intercalator

Article abstract of DOI:10.1080/07328319808004323

2'-Deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-N⁴-(1-pyrenylmethyl)-α- cytidine (5) was prepared by reaction of 1-pyrenylmethylamine with an appropriate protected 4-(1,2,4-triazolyl)-α-thymidine derivative 3 which was synthesized from 5-O-DMT protected α-thymidine 1. Aminolysis of 3 afforded 3'-O-acetyl-2'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5-methyl-α-cytidine (8). Benzoylation of 8 and removal of acetyl afforded N⁴-benzoyl-2-deoxy-5-O- (4,4'-dimethoxytrityl)-5-methyl-α-cytidine (10). The amidites of compounds 5 and 10 were prepared and used in α-oligonucleotide synthesis. DNA three-way junction (TWJ) is stabilized when an α-ODN is used for targeting the dangling flanks of the stem in a DNA hairpin. Further stabilization of the TWJ is observed when 5 is inserted into the α-ODN at the junction region.

Full text of DOI:10.1080/07328319808004323

Nucleosides and Nucleotides
ISSN: 0732-8311 (Print) (Online) Journal homepage: http://www.tandfonline.com/loi/lncn19
Improved Targeting of the Flanks of a DNA Stem
Using α-Oligodeoxynucleotides.-The Enhanced
Effect of an Intercalator
Ahmed F. Khattab & Erik B. Pedersen
To cite this article: Ahmed F. Khattab & Erik B. Pedersen (1998) Improved Targeting of the
Flanks of a DNA Stem Using α-Oligodeoxynucleotides.-The Enhanced Effect of an Intercalator,
Nucleosides and Nucleotides, 17:12, 2351-2365, DOI: 10.1080/07328319808004323
To link to this article: http://dx.doi.org/10.1080/07328319808004323
Published online: 16 Aug 2006.
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Date: 08 June 2016, At: 16:27