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Synthesis of a quaternary polyprenyl ammonium salt

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Sizova O. V., Utkina N. S., Kalinchuk N. A., Danilov L. L., Maltsev S. D.

2007

vol. 54

issue 4

869-872

Reaction of primary C55-allylic alcohol moraprenol (WT3C7-9-OH, a polyprenol from mulberry leaves) with triethylamine in the presence of phosphorus oxychloride leads to a quaternary ammonium chloride with a good yield (72%) and high cis-stereoselectivity of the terminal isoprene unit. Cationic polyprenyl derivatives may be useful for transfection and immunological studies.

In vivo gene transfer using cetylated polyethylenimine.

100%

Sochanik A., Cichoń T., Makselon M., Stróżyk M., Smolarczyk R., Jazowiecka-Rakus J., Szala S.

vol. 51

issue 3

693-702

This report describes gene transfer in vitro as well as in vivo using cetylated low-molecular mass (600 Da) polyethylenimine (28% of amine groups substituted with cetyl moieties), termed CT-PEI. This compound is hydrophobic and has to be incorporated into liposomes in order to be suitable for gene transfer studies. Serum-induced plasmid DNA degradation assay demonstrated that CT-PEI-containing liposomal carriers could protect complexed DNA (probably via condensation). In vitro luciferase gene expression achieved using medium supplemented with 10% serum was comparable to that achieved in serum-reduced medium and was highest for CT-PEI/cholesterol liposomes, followed by CT-PEI/dioleoylphosphatidylcholine liposomes and PEI 600 Da (uncetylated) carrier. In vivo systemic transfer into mice was most efficient when liposome formulations contained CT-PEI and cholesterol. Higher luciferase expression was then observed in lungs than in liver. In conclusion: liposomes containing cetylated polyethylenimine and cholesterol are a suitable vehicle for investigating systemic plasmid DNA transfer into lungs.

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2 Acta Biochimica Polonica

1 2007

1 2004

1 Cichoń T.

1 Danilov L. L.

1 Jazowiecka-Rakus J.

1 Kalinchuk N. A.

1 Makselon M.

1 Maltsev S. D.

1 Sizova O. V.

1 Smolarczyk R.

1 Sochanik A.

1 Stróżyk M.

1 Szala S.

1 Utkina N. S.

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Synthesis of a quaternary polyprenyl ammonium salt

In vivo gene transfer using cetylated polyethylenimine.