Physicochemical Investigation of a Lipid with a New Core Structure for Gene Transfection: 2-Amino-3-hexadecyloxy-2-(hexadecyloxymethyl)propan-1-ol
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- 作者：Maria N. Antipina ; Ingo Schulze ; Bodo Dobner ; Andreas Langner ; Gerald Brezesinski
- 刊名：Langmuir
- 出版年：2007
- 出版时间：March 27, 2007
- 年：2007
- 卷：23
- 期：7
- 页码：3919 - 3926
- 全文大小：227K
- 年卷期：v.23,no.7(March 27, 2007)
- ISSN：1520-5827
文摘
Cationic liposomes/DNA complexes can be used as nonviral vectors for direct delivery of DNA-basedbiopharmaceuticals to damaged cells and tissues. In order to obtain more effective and safer liposome-based genetransfection systems, the new cationic lipid 2-amino-3-hexadecyloxy-2-(hexadecyloxymethyl)propan-1-ol (AHHP)was synthesized. In this paper we report on the synthesis of AHHP and investigations of its physical-chemicalproperties. Langmuir monolayers of AHHP were studied at the air/buffer interface by film balance measurements,grazing incidence X-ray diffraction (GIXD), and infrared reflection absorption spectroscopy (IRRAS). Structure andthermotropic phase behavior of AHHP in aqueous dispersion were examined by small-angle and wide-angle X-rayscattering (SAXS/WAXS) and differential scanning calorimetry (DSC). The results show clear differences in structureand phase behavior of AHHP, both in the monolayer system and in aqueous dispersions, in dependence on the subphasepH due to protonation or deprotonation of the primary amine in the lipid head group. Thermodynamic data derivedfrom 
-A isotherms provide information about the critical temperature (Tc), which is in rough agreement with thetemperature of the lipid phase transition from gel to fluid state (Tm) found by X-ray and calorimetry studies of AHHPaqueous dispersions. The packing properties of the molecules in mono- and bilayer systems are very similar. DNAcouples to the monolayer of the new lipid at low as well as at high pH but in different amounts. The DNA couplingleads to an alignment of adsorbed DNA strands indicated by the appearance of a Bragg peak. The distance betweenaligned DNA strands does not change much with increasing monolayer pressure.
-A isotherms provide information about the critical temperature (Tc), which is in rough agreement with thetemperature of the lipid phase transition from gel to fluid state (Tm) found by X-ray and calorimetry studies of AHHPaqueous dispersions. The packing properties of the molecules in mono- and bilayer systems are very similar. DNAcouples to the monolayer of the new lipid at low as well as at high pH but in different amounts. The DNA couplingleads to an alignment of adsorbed DNA strands indicated by the appearance of a Bragg peak. The distance betweenaligned DNA strands does not change much with increasing monolayer pressure.