Abstract
We have prepared a panel of lipidic ammonium tetrafluoroborate salts that contain trifluoromethyl, trichloromethyl, and methyl groups attached to the headgroup. 19F-NMR analyses of the cationic lipid panel revealed that the differences in electron-withdrawal from the ammonium ion headgroup accounted for differences in ion-pairing. Exchange of the tetrafluoroborate counterion by complexation to DNA-phosphate of a reporter gene enabled us to probe the influence of inductive electron-withdrawal in cationic lipid-mediated DNA transfection. We tested the lipid panel for transfection activity in two cell lines. The results indicate that the inductive effects of electron-withdrawing functionality diminish transfection activity in modest (2-4-fold) increments. The present study suggests that the mechanism whereby poly(alcohol)- or poly(ether)-substituted headgroups improve DNA transfection is not based on electronic activation of the ammonium ion. Copyright (C) 1998.
Original language | English (US) |
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Pages (from-to) | 219-223 |
Number of pages | 5 |
Journal | Biochimica et Biophysica Acta - Lipids and Lipid Metabolism |
Volume | 1394 |
Issue number | 2-3 |
DOIs | |
State | Published - Nov 2 1998 |
Keywords
- Amine quaternization
- Cationic lipid
- Counterion
- DNA
- Gene transfer
- Lipoplex
- Nuclear magnetic resonance
- Transfection
ASJC Scopus subject areas
- Biochemistry
- Endocrinology
- Biophysics