Preparation of stilbene-tethered nonnatural nucleosides for use with blue-fluorescent antibodies

…, RC Stevens, P Wirsching, RA Lerner…

Index: Chen; Beuscher IV; Stevens; Wirsching; Lerner; Janda Journal of Organic Chemistry, 2001 , vol. 66, # 5 p. 1725 - 1732

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Citation Number: 34

Abstract

The synthesis of the first examples of stilbene-tethered hydrophobic C-nucleosides is described. Compounds of this type are targeted for use with our recently reported “blue- fluorescent antibodies” with the aim of probing native and nonnatural DNA. The nucleophilic addition of aryl Grignard reagents to either a protected 2'-deoxy-1'-chloro-ribofuranose or a protected 2'-deoxy-ribonolactone was the key synthetic step and afforded C-nucleosides ...