title: Synthesis and characterization of pi-stacked phenothiazine-labeled oligodeoxynucleotides.
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.
authors.affiliation: Department of Chemistry, Paul M. Gross Chemical Laboratory, Duke University, Durham, North Carolina 27708, USA.
authors.forename: S A Nadeem
authors.initials: SA
authors.lastname: Hashmi
authors.forename: Xi
authors.initials: X
authors.lastname: Hu
authors.forename: Chad E
authors.initials: CE
authors.lastname: Immoos
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Lee
authors.forename: Mark W
authors.initials: MW
authors.lastname: Grinstaff
mesh_terms: D020650:Combinatorial Chemistry Techniques / Q000295:instrumentation; D004355:Drug Stability; D004583:Electrons; D009691:Nucleic Acid Denaturation; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D010640:Phenothiazines / Q000737:chemistry*; D013057:Spectrum Analysis; D013696:Temperature
chemical_list: D009838:Oligodeoxyribonucleotides; D010640:Phenothiazines; C045775:N-methylphenothiazine