Both enantiomers of TRISPHAT anion can be obtained on a multigram scale through a novel resolution procedure. The Λ enantiomer is isolated as the tri-n-butylammonium salt, n Bu3NHΛ-1, which is ...soluble in pure CHCl3 and CH2Cl2. The Δ enantiomer is prepared as the cinchonidinium derivative, which is only soluble in polar solvent mixtures (>7.5% DMSO in CHCl3).
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Atherosclerosis results in the narrowing of arterial blood vessels and this causes significant changes in the endogenous shear stress between healthy and constricted arteries. Nanocontainers that can ...release drugs locally with such rheological changes can be very useful. Here, we show that vesicles made from an artificial 1,3-diaminophospholipid are stable under static conditions but release their contents at elevated shear stress. These vesicles have a lenticular morphology, which potentially leads to instabilities along their equator. Using a model cardiovascular system based on polymer tubes and an external pump to represent shear stress in healthy and constricted vessels of the heart, we show that drugs preferentially release from the vesicles in constricted vessels that have high shear stress.
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IJS, IZUM, KILJ, NUK, PILJ, PNG, SAZU, UL, UM, UPUK
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 factor for the stabilization of facets and effectively monitored by small-angle X-ray scattering measurements.
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The synthesis of 1,3-diamidophospholipids Fedotenko, Illya A.; Zaffalon, Pierre-Leonard; Favarger, France ...
Tetrahedron letters,
10/2010, Volume:
51, Issue:
41
Journal Article
Peer reviewed
The synthesis of 1,3-diamidophospholipids with varying chain lengths is described.
A straightforward synthesis of a small library of 1,3-diamidophospholipids is presented using readily available, ...cheap reagents and introducing a simple phosphoramidate protecting group strategy.
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UL, UM, UPCLJ, UPUK, ZRSKP
Two complementary artificial diether phospholipids were synthesized that can undergo a Cu(I)-catalyzed Huisgen-Sharpless click reaction. The resulting lipid can bridge the membranes of large ...unilamellar vesicles and cause their aggregation and ultimately their fusion.
Two complementary artificial diether phospholipids were synthesized that can undergo a Cu(
i
)-catalyzed HuisgenSharpless click reaction. The resulting lipid can bridge the membranes of large ...unilamellar vesicles and cause their aggregation and ultimately their fusion.
Vesicles containing complementary artificial phospholipids were aggregated and fused with the help of a Cu(
i
)-catalyzed 1,3-dipolar cycloaddition.
Exchange of the natural glycerol phospholipid backbone with an artificial 1,3-diaminopropanol backbone led to the first synthetic 1,3-diaminophospholipid. The amines in the polar head group region ...were reacted to acrylamides giving a UV polymerizable phospholipid. Preliminary experiments demonstrate that formulated vesicles can be polymerized into large aggregates of vesicles.
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UL, UM, UPCLJ, UPUK, ZRSKP
Ammonium cations of cinchonidine- and NOT cinchonine-based alkaloids exert high selectivity towards chiral hexacoordinated TRISPHAT anion.
Ammonium cations of cinchonidine- and NOT cinchonine-based ...alkaloids exert high selectivity towards chiral hexacoordinated TRISPHAT anion.
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GEOZS, IJS, IMTLJ, KILJ, KISLJ, NUK, OILJ, PNG, SAZU, SBCE, SBJE, UL, UM, UPCLJ, UPUK, ZRSKP
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