Tetrahedron

Assessment of heat-sensitive thiophosphate protecting groups in the development of thermolytic DNA oligonucleotide prodrugs

…, JS Kauffman, RJ Duff, S Shivaprasad, SL Beaucage

Index: Ausin, Cristina; Kauffman, Jon S.; Duff, Robert J.; Shivaprasad, Shankaramma; Beaucage, Serge L. Tetrahedron, 2010 , vol. 66, # 1 p. 68 - 79

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Citation Number: 21

Abstract

Heat-sensitive thiophosphate protecting groups derived from the alcohol 4 or 10 have provided insights in the design of DNA oligonucleotide prodrugs. Indeed, functional groups stemming from the alcohol 9, 15, 16 or 22 may be applicable to thiophosphate protection of immunostimulatory CpG DNA motifs, whereas those originating from the alcohol 3, 5, 12, 13, 18, 20 or 22 offer adequate protection of terminal phosphodiester functions against ...