Loading...
Studies towards small-molecule-receptors selective for phospholipid anionic head groups in bacterial membranes
Meece, Frederick A.
Meece, Frederick A.
Files
Loading...
Dissertation
Adobe PDF, 9.59 MB
Authors
Other Names
Location
Time Period
Advisors
Original Date
Digitization Date
Issue Date
2009-05
Type
Dissertation
Genre
Keywords
Subjects (LCSH)
Electronic dissertations
Electronic dissertations
Electronic dissertations
Citation
Abstract
Receptors specific for inorganic anions have been described for several decades.
Several of these anions, i.e. chloride, phosphate, and acetate are essential in biology. A novel
neutral anion receptor specific for the phosphate containing head group of bacterial membrane
fatty acids was conceptualized as part of a possible broad spectrum antibiotic. The receptor
and several related derivatives were synthesized over fourteen steps. The most important step
which involved placing ureidomethylene groups to a bis‐phenolic scaffold was developed as a
novel method. The method was probed for scope and utility with a variety of aromatic
nucleophiles. The aforementioned anion receptors were tested for binding capabilities against
several inorganic anions, and against a synthetic tetrabutylammonium salt of a phospholipid.
Several of the derivatives were also tested for antibiotic activity against several species of gram
negative bacteria. Finally, the receptors were used to bind chloride anion in solvents containing
a variable amount of water to determine if the presence of water would result in stronger anion
binding.
Table of Contents
Description
Thesis (Ph.d.)--Wichita State University, College of Liberal Arts and Sciences, Dept. of Chemistry
Publisher
Wichita State University