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Cyclodextrines hydrophiles : caractérisation et étude de leurs propriétés énantiosélective et complexante. Utilisation de la chromatographie en phase liquide et de la spectrométrie de masse.

Abstract : Thank to their complexing and enantioselective properties, cyclodextrins (CDs) are widely used in pharmaceutical, cosmetic and food industries as well as in analytical chemistry. The present works concern different fields of CDs study : their characterisation, their use as chiral selectors and the analysis of their complexes.
In the first part, a new methylated CD, slightly substituted, has been characterised by different analytical techniques, allowing the acquisition of complementary information leading to a better knowledge of the commercial mixture composition. In addition, the separation by liquid chromatography (LC) of the three isomers of the monosubstituted sulfobutylether-beta-CD was optimised on porous graphitic carbon (PGC) by increasing the column temperature.
The second part concerned the evaluation of the chromatographic system PGC / methylated CDs for chiral separation in LC. In addition to its high physical and chemical resistance, the PGC appeared more selective than the grafted silica columns usually used for this type of separation and required smaller quantities of CDs in the mobile phase.
At last, in the third part, complexes of different methylated CDs with test solutes were studied by liquid-liquid partition experiments and by electrospray ionisation mass spectrometry (ESI-MS). The comparison of the results obtained by these two methods showed that signals acquired in ESI-SM do not reflect the solution equilibria.
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  • HAL Id : tel-00185542, version 1

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Romain Jacquet. Cyclodextrines hydrophiles : caractérisation et étude de leurs propriétés énantiosélective et complexante. Utilisation de la chromatographie en phase liquide et de la spectrométrie de masse.. Autre. Université d'Orléans, 2006. Français. ⟨tel-00185542⟩

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