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胆酸核苷和核苷酸缀合物的合成，以及具有胆酸功能化的 DNA 的聚合酶构建。

Synthesis of nucleoside and nucleotide conjugates of bile acids, and polymerase construction of bile acid-functionalized DNA.

机构信息

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Gilead & IOCB Research Center, Flemingovo nam. 2, CZ-16610, Prague 6, Czech Republic.

出版信息

Org Biomol Chem. 2010 Mar 7;8(5):1194-201. doi: 10.1039/b924072a. Epub 2010 Jan 15.

DOI:10.1039/b924072a
PMID:20165813
Abstract

Aqueous Sonogashira cross-coupling reactions of 5-iodopyrimidine or 7-iodo-7-deazaadenine nucleosides with bile acid-derived terminal acetylenes linked via an ester or amide tether gave the corresponding bile acid-nucleoside conjugates. Analogous reactions of halogenated nucleoside triphosphates gave directly bile acid-modified dNTPs. Enzymatic incorporation of these modified nucleotides to DNA was successfully performed using Phusion polymerase for primer extension. One of the dNTPs (dCTP bearing cholic acid) was also efficient for PCR amplification.

摘要

通过酯或酰胺连接子将 5-碘嘧啶核苷或 7-碘-7-脱氮腺苷核苷与胆汁酸衍生的末端炔烃进行水相 Sonogashira 交叉偶联反应，得到相应的胆汁酸-核苷缀合物。类似的卤代核苷三磷酸反应直接得到胆汁酸修饰的 dNTP。使用 Phusion 聚合酶进行引物延伸，成功地将这些修饰的核苷酸掺入 DNA 中。其中一个 dNTP（带有胆酸的 dCTP）也可有效用于 PCR 扩增。

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