Inductive electron-withdrawal from ammonium ion headgroups of cationic lipids and the influence on DNA transfection.
Biochim Biophys Acta
; 1394(2-3): 219-23, 1998 Nov 02.
Article
en En
| MEDLINE
| ID: mdl-9795226
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.
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Colección:
01-internacional
Base de datos:
MEDLINE
Asunto principal:
ADN
/
Transfección
/
Cationes
/
Compuestos de Amonio Cuaternario
/
Lípidos
Límite:
Humans
Idioma:
En
Revista:
Biochim Biophys Acta
Año:
1998
Tipo del documento:
Article
País de afiliación:
Estados Unidos
Pais de publicación:
Países Bajos