Pyrrolo-dC and pyrrolo-C:: fluorescent analogs of cytidine and 2′-deoxycytidine for the study of oligonucleotides

被引：132

作者：

Berry, DA

Jung, KY

Wise, DS

Sercel, AD

Pearson, WH

Mackie, H

Randolph, JB

Somers, RL

机构：

[1] Berry & Associates Inc, Dexter, MI 48130 USA

[2] Glen Res Corp, Sterling, VA 20164 USA

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 11期

关键词：

D O I：

10.1016/j.tetlet.2004.01.108

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyrrolo-dC (1a, 6-methyl-3-(2-deoxy-beta-D-ribofuranosyl)-3H-pyrrolo[2,3-d]pyrimidin-2-one) and its cyanoethyl phosphoramidite 2a were synthesized. The latter was incorporated into oligodeoxyribonucleotides by standard automated synthesis techniques, where pyrrolo-dC was found to serve as a fluorescent analog of deoxycytidine. The cyanoethylphosphoramidite (2b) of pyrrolo-C (2a, 6-methyl-3-(P-D-ribofuranosyl)-3H-pyrrolo[2,3-d]pyrimidin-2-one) was also synthesized and may find use for the site-specific incorporation of a fluorescent cytidine analog into oligoribonucleotides. (C) 2004 Elsevier Ltd. All rights reserved.

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页码：2457 / 2461

页数：5

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