Since, the bio-availability of iron is low in nature, many enteric bacteria use the siderphore enterobactin to sequester ferric iron. Enterobactin is the strongest known binder of ferric iron with a binding constant of K a=1049. The triserine lactone backbone of enterobactin has been credited with being an important factor in the high binding constant. The backbone has been previously used in anion binding studies and as an continuation of that work, phenyl amide enterobactin analogs have been synthesized, characterized and used in 1H NMR titration studies with various halides to determine their binding constants. The phenyl amide enterobactin analogs were found to have binding constants that ranged from approximately 150-7000 L mol-1. The binding constant depended on the analog and halide used. The general trend of Cl- > Br- > I - was seen with all receptors.
|Advisor:||Marinez, Eric R.|
|Commitee:||Nakayama, Kensaku, Schramm, Michael P.|
|School:||California State University, Long Beach|
|Department:||Chemistry and Biochemistry|
|School Location:||United States -- California|
|Source:||MAI 53/01M(E), Masters Abstracts International|
|Keywords:||Anion binding, Anion recognition, Enterobactin, Triserine lactone receptors|
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