Synthesis and Characterization of π-Stacked Phenothiazine-Labeled Oligodeoxynucleotides

Stephen Hashmi, Xi Hu, Chad E. Immoos, Stephen J. Lee, Mark W. Grinstaff

Organic Letters · 2002 · 21 citations · 32 references

Abstract

[reaction: see text] A facile procedure for the incorporation of N-methyl phenothiazine as the terminal nucleoside in oligodeoxynucleotides is reported. The phenothiazine nucleoside analogue is synthesized and then incorporated into DNA using an automated DNA solid-phase synthesizer. Phenothiazine-labeled oligodeoxynucleotides form stable B-form duplexes with higher melting temperatures compared to unlabeled DNA duplexes.

References

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