Synthesis of an ethidium nucleoside and its acyclic analog

✍ Scribed by Nicole Amann; Hans-Achim Wagenknecht

• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 182 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)00025-x

✦ Synopsis

The protected ethidium nucleosides 8-(3%,5%-di-O-benzoyl-2%-deoxy-D-ribofuranosyl)-3-acetamido-5-ethyl-6-phenylphenanthridinium (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).