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Synthesis of neutral and charged porphyrins that selectively bind phosphatidylglycerol, a phospholid found in bacterial membranes
Alliband, Amanda M.
Alliband, Amanda M.
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dissertation
Adobe PDF, 2.22 MB
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2014-07
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Electronic dissertations
Electronic dissertations
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Abstract
Picket fence porphyrins that bind specifically to phosphatidylglycerol, a bacterial
membrane lipid, have been postulated as a receptor component to a synthetic antibiotic. This
study reports the synthesis of neutral and charged porphyrins designed with structurally rigid
binding pockets that recognize the anionic portion and the bis-hydroxyl portion of the
phosphatidylglycerol (PG) anion. Structural characterizations, binding studies, and associated
thermodynamics were determined using 1H NMR and ITC (isothermal titration calorimetry)
experiments. Fluorescence correlation spectroscopy (FCS) experiments were performed to
determine the selectivity and binding constants of receptor 13 in solution and synthetic vesicles
containing various compositions of PG and phosphatidylserine (PS) with
phosphatidylethanolamine (PE).
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Thesis (Ph.D.)-- Wichita State University, Fairmount College of Liberal Arts and Sciences, Dept. of Chemistry
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Wichita State University
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Copyright 2014 Amanda M. Alliband