Metal-free multicomponent polymerization toward cationic polyamidines

Cationic polymers, also known as polycations, are considered to be the most potential non-viral gene carriers due to their unique advantages such as the ability to bind the negative charge of nucleic acid molecules. Multicomponent polymerization (MCP) is a one-step, tandem strategy to construct comp...

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Veröffentlicht in:Chinese chemical letters 2022-05, Vol.33 (5), p.2643-2647
Hauptverfasser: Du, Meng, Li, Ming, Song, Wangze, Zheng, Nan
Format: Artikel
Sprache:eng
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Zusammenfassung:Cationic polymers, also known as polycations, are considered to be the most potential non-viral gene carriers due to their unique advantages such as the ability to bind the negative charge of nucleic acid molecules. Multicomponent polymerization (MCP) is a one-step, tandem strategy to construct complex structures based on multicomponent reactions. Herein, we developed a metal-free MCP method based on three monomers of p-dinitrovinylbenzene (p-DNVB), 1,1-dimethylethyl N,N-dibromocarbamate (BocNBr2), and bis-secondary-amines with a ratio of 1:2:1, to access a library of Boc-substituted polyamidines with well-defined structures and suitable molecular weights (Mw ranging from 4400 Da to 11,000 Da) in high yields (up to 85%) under mild conditions. Upon the removal of Boc groups, a series of water-soluble polymers with cationic property were prepared and their gene binding capability was further evaluated. A metal-free multicomponent polymerization method was reported starting from p-dinitrovinylbenzene (p-DNVB), N,N-dibromocarbamate (BocNBr2), and bis-secondary amines to access a library of Boc-substituted polyamidines. Cationic polyamidines were further obtained by removing Boc groups and their gene condensation abilities were evaluated. [Display omitted]
ISSN:1001-8417
1878-5964
DOI:10.1016/j.cclet.2021.09.031