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含 2'-脱氧-5-(4-硝基-1H-咪唑-1-基)-β-D-尿嘧啶和 2'-脱氧-5-(1,3-二氧代-1H-苯并[de]异喹啉-2(3H)-基)-β-D-尿嘧啶单体的寡脱氧核苷酸的合成及生物物理性质。

Synthesis and biophysical properties of oligodeoxynucleotides containing 2'-deoxy-5-(4-nitro-1H-imidazol-1-yl)-beta-D-uridine and 2'-deoxy-5-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-beta-D-uridine monomers.

机构信息

Department of Organic Chemistry, Biochemistry and Biotechnology, Selisian University of Technology, Krzywoustego 4, PL-44-100 Gliwice.

出版信息

Chem Biodivers. 2010 Feb;7(2):350-62. doi: 10.1002/cbdv.200900195.

Abstract

Detection of single-nucleotide polymorphisms (SNPs) of biologically relevant DNA and RNA samples remain a scientific and practical challenge. We have synthesized phosphoramidite building blocks and oligodeoxynucleotide probes containing novel 2'-deoxyuridine monomers modified by 5-(4-nitro-1H-imidazol-1-yl; (monomer X) or 2'-deoxy-5-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl; monomer Y) substituents. The effects of monomers X and Y on duplex thermal stability, and their capability towards discrimination of single-base mismatches were furthermore studied. Encouraging results were obtained with respect to thermal mismatch discrimination using oligodeoxynucleotides containing monomer X and fluorescence-based discrimination using oligodeoxynucleotides containing monomer Y.

摘要

检测具有生物学意义的 DNA 和 RNA 样本中的单核苷酸多态性(SNPs)仍然是一个科学和实践上的挑战。我们已经合成了含有新型 2'-脱氧尿苷单体的亚磷酰胺构建块和寡脱氧核苷酸探针,这些单体通过 5-(4-硝基-1H-咪唑-1-基;(单体 X)或 2'-脱氧-5-(1,3-二氧代-1H-苯并[de]异喹啉-2(3H)-基;单体 Y)取代基修饰。此外,还研究了单体 X 和 Y 对双链体热稳定性的影响及其识别单碱基错配的能力。使用含有单体 X 的寡脱氧核苷酸进行热错配区分和使用含有单体 Y 的寡脱氧核苷酸进行荧光区分,均获得了令人鼓舞的结果。

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