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使用通用核苷7-辛二炔基-7-脱氮-2'-脱氧肌苷对寡核苷酸进行叠氮化物-炔烃“点击”反应。

Azide-alkyne "click" reaction performed on oligonucleotides with the universal nucleoside 7-octadiynyl-7-deaza-2'-deoxyinosine.

作者信息

Ming Xin, Leonard Peter, Heindl Dieter, Seela Frank

机构信息

Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstr. 11, 48149 Münster, Germany.

出版信息

Nucleic Acids Symp Ser (Oxf). 2008(52):471-2. doi: 10.1093/nass/nrn239.

DOI:10.1093/nass/nrn239
PMID:18776458
Abstract

Oligonucleotides containing 7-substituted 7-deaza-2'- deoxyinosine derivatives bearing alkynyl groups were prepared. The octa-1,7-diynyl derivative was functionalized with the non-fluorescent 3- azidocoumarin by the Huisgen-Sharpless-Meldal cycloaddition to afford a highly fluorescent oligonucleotide conjugate. The ambiguous base pairing character and the clickable side chain allows the incorporation of almost any reporter molecule to DNA.

摘要

制备了含有带有炔基的7-取代7-脱氮-2'-脱氧肌苷衍生物的寡核苷酸。通过Huisgen-Sharpless-Meldal环加成反应,用非荧光的3-叠氮香豆素对八-1,7-二炔基衍生物进行功能化,得到一种高荧光寡核苷酸缀合物。这种模糊的碱基配对特性和可点击的侧链使得几乎任何报告分子都能掺入到DNA中。

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