Catanionic systems from conversion of nucleotides into nucleo-lipids
This article focuses on reactions performed in nanostructured environments where the pair of complementary nucleotides, 5'-AMP and 5'-UMP, are converted into their amphiphilic derivatives. The synthesis is carried out by using the hydrophobic reactant dodecyl epoxide (DE) dispersed in a mi...
| Veröffentlicht in: | Langmuir : the ACS journal of surfaces and colloids. - 1999. - 24(2008), 6 vom: 18. März, Seite 2348-55 |
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| 1. Verfasser: | |
| Weitere Verfasser: | , , , , |
| Format: | Online-Aufsatz |
| Sprache: | English |
| Veröffentlicht: |
2008
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| Zugriff auf das übergeordnete Werk: | Langmuir : the ACS journal of surfaces and colloids |
| Schlagworte: | Journal Article Research Support, Non-U.S. Gov't Cations Cetrimonium Compounds Colloids Epoxy Compounds Lipids Macromolecular Substances Micelles Nucleotides mehr... |
| Zusammenfassung: | This article focuses on reactions performed in nanostructured environments where the pair of complementary nucleotides, 5'-AMP and 5'-UMP, are converted into their amphiphilic derivatives. The synthesis is carried out by using the hydrophobic reactant dodecyl epoxide (DE) dispersed in a micellar solution based on the cationic surfactant cetyltrimethylammoniumbromide (CTAB). Novel nucleo-lipids monomers and CTAB molecules give rise to the spontaneous self-assembly of catanionic supramolecular structures in water, showing typical Maltese crosses in optical microscopy. In the final colloidal suspensions, mono- and dichained derivatives have been identified in the system incubated with 5'-UMP through LC-QqTOF-MS analysis, whereas only mono-alkylated adducts are found in the analogue reaction with 5'-AMP. A new di-alkylated 5'-UMP adduct is obtained from the 1:1 mixture of both complementary nucleotides, in addition to the nucleo-lipids found in separate systems. Time-resolved DLS measurements reveal very different kinetic processes for aggregates' formation when 5'-UMP, 5'-AMP, or their equimolar combination are used in the reaction mixture. This system as a whole represents a potential experimental model where the effect of both intermolecular interactions and self-association processes can be investigated by tuning the type of nucleobases in the reaction mixtures |
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| Beschreibung: | Date Completed 14.05.2008 Date Revised 01.12.2018 published: Print-Electronic Citation Status MEDLINE |
| ISSN: | 1520-5827 |
| DOI: | 10.1021/la702580j |