Centre of New Technologies University of Warsaw, Banacha 2c, 02-097 Warsaw, Poland.
Division of Biophysics, Institute of Experimental Physics, Faculty of Physics, University of Warsaw, Pasteura 5, 02-093 Warsaw, Poland.
Org Lett. 2022 Jul 15;24(27):4977-4981. doi: 10.1021/acs.orglett.2c02034. Epub 2022 Jun 30.
The reaction between ribonucleosides and ex situ generated sulfonyl fluoride has been developed. The reaction takes place at the -NH groups of nucleobases, and the resulting nucleosides are equipped with a sulfamoyl fluoride moiety, dubbed SuFNucs. These species undergo a selective sulfur fluoride exchange (SuFEx) reaction with various amines, leading to sulfamide-functionalized derivatives of adenosine, guanosine, and cytidine (SulfamNucs). The scope and examples of further SuFNucs fuctionalization leading to nucleotides, oligonucleotides, and peptide-nucleoside conjugates are presented.
已开发出核碱基与原位生成的磺酰氟之间的反应。该反应发生在碱基的 -NH 基团上，生成的核苷带有磺酰胺氟基团，称为 SuFNucs。这些物质与各种胺发生选择性硫氟交换（SuFEx）反应，得到腺苷、鸟苷和胞苷的磺酰胺基化衍生物（SulfamNucs）。进一步展示了 SuFNucs 功能化生成核苷酸、寡核苷酸和肽核苷缀合物的范围和实例。
Zotero 插件
