In: Langmuir, 2018, vol. 34, no. 10, p. 3215–3220
Nanomedicine suffers from low drug delivery efficiencies. Mechanoresponsive vesicles could provide an alternative way to release active compounds triggered by the basic physics of the human body. 1,3-Diamidophospholipids with C16 tails proved to be an effective building block for mechanoresponsive vesicles, but their low main phase transition temperature prevents an effective application in...
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In: Soft Matter, 2018, vol. 14, no. 19, p. 3978–3986
Envisioning the next generation of drug delivery nanocontainers requires more in- depth information on the fundamental physical forces at play in bilayer membranes. In order to achieve this, we combine chemical synthesis with physical–chemical analytical methods and probe the relationship between a molecular structure and its biophysical properties. With the aim of increasing the number of...
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In: Beilstein Journal of Organic Chemistry, 2017, vol. 13, no. 1, p. 1099–1105
It is currently not possible to directly measure the lateral pressure of a biomembrane. Mechanoresponsive fluorescent probes are an elegant solution to this problem but it requires first the establishment of a direct correlation between the membrane surface pressure and the induced color change of the probe. Here, we analyze planarizable dithienothiophene push–pull probes in a monolayer at...
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In: Angewandte Chemie International Edition, 2017, vol. 56, no. 23, p. 6515–6518
Phospholipid liposomes are archetypical self-assembled structures. To minimize the surface tension, the vesicles typically are spherical. Deciphering the bilayer code, the basic physical interactions between phospholipids would allow these molecules to be utilized as building blocks for novel, non-spherical structures. A 1,2- diamidophospholipid is presented that self-assembles into a cuboid...
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In: Current Opinion in Colloid & Interface Science, 2014, vol. 19, no. 1, p. 17–24
The flexibility of biomembranes is based on the physical-chemical properties of their main components - glycerophospholipids. The structure of these modular amphiphilic molecules can be modified through organic synthesis making it possible to study specific physical-chemical effects in detail. In particular, the roles of the hydrophobic tails of the phospholipids and their...
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In: Langmuir, 2015, vol. 31, no. 4, p. 1296–1302
A series of long-tail alkyl ethanolamine analogs containing amide-, urea-, and thiourea moieties was synthesized and the behavior of the corresponding monolayers was assessed on the Langmuir–Pockels trough combined with grazing incidence X-ray diffraction experiments and complemented by computer simulations. All compounds form stable monolayers at the soft air/water interface. The phase...
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In: Langmuir, 2015, vol. 31, no. 6, p. 1879–1884
A series of 1,3-diamido phosphocholines was synthesized, and their potential to form stable bilayers was investigated. Large and giant unilamellar vesicles produced from these new lipids form a wide variety of faceted liposomes. Factors such as cooling rates and the careful choice of the liposome preparation method influence the formation of facets. Interdigitation was hypothesized as a main...
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In: Langmuir, 2013, vol. 29, no. 30, p. 9428–9435
While nature provides an endless variety of phospholipids presenting hydrolyzable ester linkages for the 1,2-positioned hydrocarbon tails, we designed and synthesized 1,3-diamidophospholipids which contain stable fatty acid amides. These new phospholipids form faceted unilamellar vesicles with mechanosensitive properties. Aiming to understand the mechanism responsible for this behavior at a...
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