Switchable Protecting Strategy for Solid Phase Synthesis of DNA and RNA Interacting Nucleopeptides

详细信息    查看全文

• 作者：Maria Emilia Mercurio ; Stefano Tomassi ; Maria Gaglione ; Rosita Russo ; Angela Chambery ; Stefania Lama ; Paola Stiuso ; Sandro Cosconati ; Ettore Novellino ; Salvatore Di Maro ; Anna Messere
• 刊名：Journal of Organic Chemistry
• 出版年：2016
• 出版时间：December 2, 2016
• 年：2016
• 卷：81
• 期：23
• 页码：11612-11625
• 全文大小：837K
• ISSN：1520-6904

文摘

Nucleopeptides are promising nucleic acid mimetics in which the peptide backbone bears nucleobases. They can recognize DNA and RNA targets modulating their biological functions. To date, the lack of an effective strategy for the synthesis of nucleopeptides prevents their evaluation for biological and biomedical applications. Herein, we describe an unprecedented approach that enables the synthesis of cationic both homo and heterosequence nucleopeptides wholly on solid support with high yield and purity. Spectroscopic studies indicate advantageous properties of the nucleopeptides in terms of binding, thermodynamic stability and sequence specific recognition. Biostability assay and laser scanning confocal microscopy analyses reveal that the nucleopeptides feature acceptable serum stability and ability to cross the cell membrane.