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寡核苷酸-碳水化合物共轭物的合成与应用

Synthesis and applications of oligonucleotide-carbohydrate conjugates.

作者信息

Zatsepin Timofei S, Oretskaya Tatiana S

机构信息

Department of Chemistry, M. V. Lomonosov Moscow State University, Leninskie Gory, Moscow, Russia, 119992.

出版信息

Chem Biodivers. 2004 Oct;1(10):1401-17. doi: 10.1002/cbdv.200490104.

Abstract

Nowadays, oligonucleotide-carbohydrate conjugates are used in antisense biotechnology and in the study of glycosylated DNA functioning in vitro. The application of mono- and disaccharide phosphoramidites, solid-phase supports with immobilized carbohydrates, glycosylated nucleoside phosphoramidites, and postsynthetic conjugation of reactive sugar derivatives with oligonucleotides for preparation of oligonucleotide-carbohydrate conjugates have been systematically studied. The advantages and disadvantages of these approaches are considered. Possible strategies for synthesis of glycoclusters with different topologies conjugated to DNA are discussed. Applications of oligonucleotide-carbohydrate conjugates are highlighted. Studies of interactions of glycosylated oligonucleotides with proteins and effective cell-specific delivery of oligonucleotide-carbohydrate conjugates are discussed.

摘要

如今,寡核苷酸-碳水化合物共轭物被用于反义生物技术以及体外糖基化DNA功能的研究。单糖和二糖亚磷酰胺、固定化碳水化合物的固相载体、糖基化核苷亚磷酰胺以及用于制备寡核苷酸-碳水化合物共轭物的反应性糖衍生物与寡核苷酸的合成后共轭等方法已得到系统研究。文中考虑了这些方法的优缺点。讨论了合成与DNA共轭的具有不同拓扑结构的糖簇的可能策略。突出了寡核苷酸-碳水化合物共轭物的应用。还讨论了糖基化寡核苷酸与蛋白质相互作用的研究以及寡核苷酸-碳水化合物共轭物有效的细胞特异性递送。

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