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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| Název: | 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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| Autoři: | Antipina, M. N., Schulze, I., Dobner, B., Langner, A., Brezesinski, G. |
| Zdroj: | Langmuir 23, 3926 (2007). doi:10.1021/la062840i |
| Informace o vydavateli: | American Chemical Society (ACS), 2007. |
| Rok vydání: | 2007 |
| Témata: | Lipids: chemical synthesis, Propanols, DNA, 02 engineering and technology, Transfection, Lipids, 01 natural sciences, Propanols: chemistry, Amines: chemical synthesis, Amines: chemistry, 0104 chemical sciences, DNA: chemistry, Lipids: chemistry, Liposomes, Amines, 0210 nano-technology, Propanols: chemical synthesis, 2-amino-3-hexadecyloxy-2-(hexadecyloxymethyl)propan-1-ol |
| Popis: | Cationic liposomes/DNA complexes can be used as nonviral vectors for direct delivery of DNA-based biopharmaceuticals to damaged cells and tissues. In order to obtain more effective and safer liposome-based gene transfection 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-chemical properties. 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 and thermotropic phase behavior of AHHP in aqueous dispersion were examined by small-angle and wide-angle X-ray scattering (SAXS/WAXS) and differential scanning calorimetry (DSC). The results show clear differences in structure and phase behavior of AHHP, both in the monolayer system and in aqueous dispersions, in dependence on the subphase pH due to protonation or deprotonation of the primary amine in the lipid head group. Thermodynamic data derived from pi-A isotherms provide information about the critical temperature (Tc), which is in rough agreement with the temperature of the lipid phase transition from gel to fluid state (Tm) found by X-ray and calorimetry studies of AHHP aqueous dispersions. The packing properties of the molecules in mono- and bilayer systems are very similar. DNA couples to the monolayer of the new lipid at low as well as at high pH but in different amounts. The DNA coupling leads to an alignment of adsorbed DNA strands indicated by the appearance of a Bragg peak. The distance between aligned DNA strands does not change much with increasing monolayer pressure. |
| Druh dokumentu: | Article |
| Jazyk: | English |
| ISSN: | 1520-5827 0743-7463 |
| DOI: | 10.1021/la062840i |
| Přístupová URL adresa: | https://pubmed.ncbi.nlm.nih.gov/17309283 https://core.ac.uk/display/20501263 https://www.ncbi.nlm.nih.gov/pubmed/17309283 http://pubman.mpdl.mpg.de/pubman/item/escidoc:1927769 https://pubs.acs.org/doi/10.1021/la062840i https://pure.mpg.de/pubman/faces/ViewItemOverviewPage.jsp?itemId=item_1927769 https://bib-pubdb1.desy.de/record/82201 |
| Přístupové číslo: | edsair.doi.dedup.....0bb4da5fb6a1c1e42af7d2199e6e5ea5 |
| Databáze: | OpenAIRE |
Nájsť tento článok vo Web of Science | Abstrakt: | Cationic liposomes/DNA complexes can be used as nonviral vectors for direct delivery of DNA-based biopharmaceuticals to damaged cells and tissues. In order to obtain more effective and safer liposome-based gene transfection 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-chemical properties. 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 and thermotropic phase behavior of AHHP in aqueous dispersion were examined by small-angle and wide-angle X-ray scattering (SAXS/WAXS) and differential scanning calorimetry (DSC). The results show clear differences in structure and phase behavior of AHHP, both in the monolayer system and in aqueous dispersions, in dependence on the subphase pH due to protonation or deprotonation of the primary amine in the lipid head group. Thermodynamic data derived from pi-A isotherms provide information about the critical temperature (Tc), which is in rough agreement with the temperature of the lipid phase transition from gel to fluid state (Tm) found by X-ray and calorimetry studies of AHHP aqueous dispersions. The packing properties of the molecules in mono- and bilayer systems are very similar. DNA couples to the monolayer of the new lipid at low as well as at high pH but in different amounts. The DNA coupling leads to an alignment of adsorbed DNA strands indicated by the appearance of a Bragg peak. The distance between aligned DNA strands does not change much with increasing monolayer pressure. |
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| ISSN: | 15205827 07437463 |
| DOI: | 10.1021/la062840i |