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α-Amino Acid Pendant Polymers as Endosomal pH-Responsive Gene Carriers
Takuya Wada,Atsushi Maruyama,Arihiro Kano,Naohiko Shimada 한국고분자학회 2012 Macromolecular Research Vol.20 No.3
In order to prepare gene carriers responsive to an endosomal pH, amino groups of linear poly(allylamine)(PAA) or poly(L-lysine) (PLL) were coupled with a-carboxyl groups of α-amino acids (Gly, His, Lys, Arg, and Orn). Acid-base titration indicated that Lys-, Arg-, and Orn-pendant polymers had both strongly basic groups and endosomal pH-responsive α-amino groups. These polymers, like PAA and PLL, formed stable complexes with DNA. Lys-,Arg-, and Orn-pendant polymers were effective transfection reagents independent of the backbone polymers. The pH-responsive α-amino groups enhanced transfection activity as shown by the observation that acetylation of the α-amino group resulted in a considerable loss in transfection activity. These results strongly suggested a lysosomotropic activity of the α-amino groups. Among the α-amino acid-pendant polymers tested, the Orn-pendant polymer exhibited the highest transfection activity/toxicity index. Since PLL with α-amino acid-pendants is composed of naturally occurring amino acids, it is expected to be biodegradable, and these reagents have promise as gene carriers.