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Synthesis of Alkylated Poly(1-vinylimidazole) for a New pH-Sensitive DNA Carrier
Author(s) -
T. Hakamatani,
S. Asayama,
H. Kawakami
Publication year - 2008
Publication title -
nucleic acids symposium series
Language(s) - English
Resource type - Journals
eISSN - 1746-8272
pISSN - 0261-3166
DOI - 10.1093/nass/nrn342
Subject(s) - imidazole , protonation , alkylation , alkyl , deprotonation , dna , chemistry , organic chemistry , biochemistry , ion , catalysis
The poly(1-vinylimidazole) (PVIm) with sever al alkyl groups has been synthesized as a new pH-sensitive DNA carrier. The resulting alkylaed PVIm (PVIm-R) was water -soluble in spite of the hydrophobic alkyl groups and the deprotonation of the imidazole groups at physiological pH. Hemolysis assay showed the PVIm-R enhanced membrane disruptive ability at endosomal pH, owing to the protonation of the imidazole groups with a pK(a) value around 6.0. Agarose gel retardation assay proved that the quaternary alkylated imidazole groups worked as DNA binding groups. The resulting PVIm-R/DNA binary complex showed significant gene expression.

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