The binding of selected bile acids and bile pigments by peptides and quaternary amines has been studied by adsorption and NMR experiments. Novel adsorbents with quaternized peptide-containing functional groups for bile acids have been prepared by solid phase peptide synthesis techniques. The adsorption studies, conducted in aqueous buffer solutions, show that these resins have an enhanced capacity, on a per active site basis, and improved specificity over cholestyramine and colestipol. The interaction between bile acid anions and the pendants is predominantly ionic linkage, although hydrophobic and other interactions are also important. An NMR study of the binding between bile acids and various ligands, including peptides, by the determination of carbon-13 spin-lattice relaxation times, confirms the ionic and hydrophobic interactions which occur cooperatively and simultaneously. / New adsorbents for bilirubin have been prepared by covalently coating a water-swellable polyamide resin with polypeptides. These resins have much higher capacities for bilirubin in aqueous buffer solution than cholestyramine and improved capacities over the resins with attached oligopeptide pendants. The binding behavior of the resin coated with poly- sc D-lysine is the same as that of poly- sc L-lysine. The amount of bilirubin adsorbed by these resins is directly proportional to the number of lysine residues on the resin, which is consistent with the formation of an ionic linkage. This is confirmed by a study of the interaction of bilirubin with an oligopeptide, sc L-lysyl- sc L-lysine, by measurements of proton and carbon-13 NMR spin-lattice relaxation times combined with nitrogen-15 NMR experiments. The $ sp{15}$N NMR spectra of bilirubin and some related bile pigments have also been assigned by two-dimensional $ sp{15}$N-$ sp1$H heteronuclear correlation experiments.
| Identifer | oai:union.ndltd.org:LACETR/oai:collectionscanada.gc.ca:QMM.75846 |
| Date | January 1988 |
| Creators | Zhu, Xiao Xia |
| Publisher | McGill University |
| Source Sets | Library and Archives Canada ETDs Repository / Centre d'archives des thèses électroniques de Bibliothèque et Archives Canada |
| Language | English |
| Detected Language | English |
| Type | Electronic Thesis or Dissertation |
| Format | application/pdf |
| Coverage | Doctor of Philosophy (Department of Chemistry.) |
| Rights | All items in eScholarship@McGill are protected by copyright with all rights reserved unless otherwise indicated. |
| Relation | alephsysno: 000894018, proquestno: AAINL48533, Theses scanned by UMI/ProQuest. |
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