Organic Letters 2002-12-26

Synthesis and characterization of pi-stacked phenothiazine-labeled oligodeoxynucleotides.

S A Nadeem Hashmi, Xi Hu, Chad E Immoos, Stephen J Lee, Mark W Grinstaff

Index: Org. Lett. 4(26) , 4571-4, (2002)

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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.