Synthesis and Postsynthetic Modification of Oligodeoxynucleotides Containing 4-Thio-2'-deoxyuridine (ds4U)

RS Coleman, EA Kesicki

Index: Coleman, Robert S.; Kesicki, Edward A. Journal of the American Chemical Society, 1994 , vol. 116, # 26 p. 11636 - 11642

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Citation Number: 72

Abstract

Abstract: Protected phosphoramidite 2 was used to incorporate synthetically the non-natural nucleoside 4-thio-2'-deoxyuridine (d W) at a specified position within oligonucleotide 3. Following DNA synthesis, the thiocarbonyl group of the 4-thio-2'-deoxyuridine of 3 was modified chemoselectively and quantitatively with thiol-specific reagents to afford oligonucleotides 14, 15, and 16 by S-alkylation or mixed disulfide formation. This protocol ...