α-amino acid pendant polymers as endosomal pH-responsive gene carriers

Takuya Wada, Arihiro Kano, Naohiko Shimada, Atsushi Maruyama

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

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 endoso-mal 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 lysosomo-tropic 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.

Original languageEnglish
Pages (from-to)302-308
Number of pages7
JournalMacromolecular Research
Volume20
Issue number3
DOIs
Publication statusPublished - Mar 1 2012

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Amino acids
Polymers
Genes
Amino Acids
Lysine
Allylamine
Tropics
Acetylation
Titration
Toxicity
DNA
Acids

All Science Journal Classification (ASJC) codes

  • Chemical Engineering(all)
  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

Cite this

α-amino acid pendant polymers as endosomal pH-responsive gene carriers. / Wada, Takuya; Kano, Arihiro; Shimada, Naohiko; Maruyama, Atsushi.

In: Macromolecular Research, Vol. 20, No. 3, 01.03.2012, p. 302-308.

Research output: Contribution to journalArticle

Wada, Takuya ; Kano, Arihiro ; Shimada, Naohiko ; Maruyama, Atsushi. / α-amino acid pendant polymers as endosomal pH-responsive gene carriers. In: Macromolecular Research. 2012 ; Vol. 20, No. 3. pp. 302-308.
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