Synthesis of an ethidium nucleoside and its acyclic analog |
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Authors: | Nicole AmannHans-Achim Wagenknecht |
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Institution: | Institute for Organic Chemistry and Biochemistry, Technical University of Munich, Lichtenbergstr. 4, D-85747 Garching, Germany |
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Abstract: | The protected ethidium nucleosides 8-(3′,5′-di-O-benzoyl-2′-deoxy-d-ribofuranosyl)-3-acetamido-5-ethyl-6-phenyl-phenanthridinium (5), 8-(3′,5′-di-O-acetyl-2′-deoxy-d-ribofuranosyl)-3-acetamido-5-ethyl-6-phenyl-phenanthridinium (6), and the acyclic analog 8-(3R)-1,3-dihydroxy-4-yl]-acetamido-3-amino-5-ethyl-6-phenyl-phenanthridinium (3) were prepared. Based on to their different stability, only the acyclic derivative 3 seems to be suitable for oligonucleotide synthesis. Furthermore, the acyclic ethidium nucleoside analog 3 exhibits comparable absorption and emission properties of the underivatized ethidium (1). |
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Keywords: | ethidium nucleoside stacking intercalation |
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