Dissertation/Thesis Abstract

Ortho substituted phenyl amide triserine lactone receptors for anion recognition
by Kemp, Ryan M., M.S., California State University, Long Beach, 2014, 138; 1527561
Abstract (Summary)

Enterobactin is a siderophore with the ability to bind ferric iron remarkably well (Kf = 1049) and is produced by enteric bacteria to acquire iron from its environment. The backbone of enterobactin is a cyclic triester of L-serine and has been used previously to prepare carbamate triserine lactone receptors for anion recognition. As an extension of that work the triserine lactone was utilized to append ortho substituted aromatic rings via an amide bond using the three available amines of the triserine lactone. The preparation and characterization of the ortho substituted phenyl amide triserine lactone receptors and their ability to bind anions is described herein. The receptors were found to achieve association constants ranging from approximately 100-6000 L mol-1 depending on the receptor used and anion tested where affinity for Cl- > Br- > I-.

Indexing (document details)
Advisor: Marinez, Eric
School: California State University, Long Beach
School Location: United States -- California
Source: MAI 52/05M(E), Masters Abstracts International
Subjects: Organic chemistry
Publication Number: 1527561
ISBN: 978-1-303-79600-5
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