Y. Aly, M. Wamberg, E. Pedersen
Dec 1, 2005
Citations
0
Influential Citations
5
Citations
Journal
Helvetica Chimica Acta
Abstract
Isopropylidene-protected (S)-4-O-(methylsulfonyl)butane-1,2,4-triol was used for alkylation of 5-[(pyren-3-yl)methylidene]hydantoin to give the N3-monoalkylated product 4 in 29% yield together with a dialkylated product 5 in 12% yield. After deprotection, compound 4 was transformed into a dimethoxytrityl (DMT)-protected phosphoramidite building block 9 for standard DNA synthesis. When inserted as a bulge in the triplex-forming oligomer, compound 6 stabilizes a DNA triplex, whereas the corresponding DNA/DNA and DNA/RNA duplexes are slightly destabilized. For the triplex, fluorescence enhancement was observed at 500 nm.