The interaction with a model membrane, the formation of DNA nanoparticles, and the transfection ability of a homologous series of bispyridinium dihexadecyl cationic gemini surfactants, differing in the length of the alkyl spacer bridging the two pyridinium polar heads in the 1 and 1' positions (P16-n with n = 3, 4, 8, 12), have been studied by means of differential scanning calorimetry (DSC), atomic force microscopy, electrophoresis mobility shift assay, and transient transfection assay measurements. The results presented here show that their performance in gene delivery is strictly related to their structure in solution. For the first time the different transfection activities of the compounds can be explained by referring to their thermodynamic properties in solution, previously studied. The compound with a spacer formed by four carbon atoms, showing unexpected enthalpic properties vs concentration in solution, is the only one giving rise to a transfection activity comparable to that of the commercial reagent, when formulated with L-α-dioleoylphosphatidylethanolamine. We suggest that P16-4 behaves like molecular tongs able to grip basic groups near each other, allowing the formation of compact and nearly spherical DNA particles. The compound with the longest spacer gives rise to loosely condensed structures by forming a sort of bow, not able to give rise to transfection notwithstanding the double positive charge of the molecule. On the other hand, DSC measurements on synthetic membranes show that the compounds with the shortest spacers (three and four methylene groups) practically do not interact with the 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine membrane, while compounds P16-8 and, particularly, P16-12 induce the formation of surfactant-rich and surfactant-poor domains in the membrane, without showing any peculiarity for compound P16-4. This could suggest that the mechanisms involved in the interaction with the model membrane and in gene delivery are substantially different and could strike a blow for an endocytosis mechanism for the internalization in the cell of the DNA nanoparticles.
The aim of the study was to assay antibacterial and antifungal activity of newly synthesised N-alkoxycarbonylmethyl-N-alkyl-piperidinium chlorides. The compounds tested were found to inhibit the growth of some Gram-negative bacteria, Gram-positive strains and some representatives of yeast-type Candida. From microbiological experiments two of the compounds tested, N-dodecyloxycarbonylmethyl-N-methyl-piperidinium chloride (3) and N-dodecyl-Nethoxycarbonylmethyl-piperidinium chloride (6), emerged as more active than the other compounds. Since the resistance of biofilms to biocides should be noted during the design and testing of new antimicrobial agents therefore, we have analysed antibacterial properties of the most active compounds towards biofilms. Our study focused on strains of Pseudomonas aeruginosa and Staphylococcus aureus that served as main model organisms for the biofilm studies.
Interaction of polystyrene-block-poly(methacrylic acid) micelles (PS-PMAA) with cationic surfactant N-dodecylpyridinium chloride (DPCl) in alkaline aqueous solutions was studied by static and dynamic light scattering, SAXS, cryogenic transmission electron microscopy (cryo-TEM), isothermal titration calorimetry (ITC), and time-resolved fluorescence spectroscopy. ITC and fluorescence measurements show that there are two distinct regimes of surfactant binding in the micellar corona (depending on the DPCl content) caused by different interactions of DPCl with PMAA in the inner and outer parts of the corona. The compensation of the negative charge of the micellar corona by DPCl leads to the aggregation of PS-PMAA micelles, and the micelles form colloidal aggregates at a certain critical surfactant concentration. SAXS shows that the aggregates are formed by individual PS-PMAA micelles with intact cores and collapsed coronas interconnected with surfactant micelles by electrostatic interactions. Unlike polyelectrolyte-surfactant complexes formed by free polyelectrolyte chains, the PMAA/DPCl complex with collapsed corona does not contain surfactant micelles.
Polyglycerol was mixed with 2 equivalents of finely powdered maleic anhydride and heated at 80°C for 3 hours. After disappearance of the IR absorption band of anhydride and appearance of a characteristic band corresponding to ester formed the reaction was Holzforschung / Vol. 55 / 2001 / No. 1 Summary Polyglycerol (PG), an agricultural by-product of diester industry, was reacted with maleic anhydride (MA) to give heat curable compounds which are useful for impregnating wood to improve biological resistance, dimensional stability and strength. The relationships between reaction conditions of polyglycerol/maleic anhydride (PG/MA) adduct treatment and performance of treated solid wood were investigated. Conditions recommended for producing PG/MA treated wood durable for a long time are vacuum/pressure impregnation of aqueous solutions of PG/MA adduct (30 %) in the presence of 2-butanone peroxide (2 %) and cobalt naphthenate (2 %).
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