Binding studies of 2-Acetylnaphthalene with native and methylated cyclodextrins using fluorescence spectroscopy : the use of gas chromatography/mass spectrophotometry to analyze organic contaminants in local waters
Date of Award
Bachelor of Science
The main goal of this work: was to explore complexes formed between 2-acetylnaphthalene (2-AN) and unsubstituted α, β, and y-cyclodextrins as well as 2-An and methylated α, β and y-cyclodextrins. The substituted cyclodextrins used were trimethyl-α-cyclodextrin (TM-α-CD), trimethyl-β-cyclodextrin (TM-β-CD), trimethyl-y-cyclodextrin (TM-y-CD), and dimethyl-β-cyclodextrin (DM-β-CD). For the trimethylated cyclodextrins, all three of the -OH groups on the cyclodextrin ring are replaced by -OCH3 groups. The dimethylated cycloextrin on the other hand only has 18 of the 21 -OH groups replaces by -OCH3 groups. Binding constants were determined for complexes using fluorescence quenching experiments at varying temperatures. Thermodynamic parameters of complex formation (∆H° and ∆S°) were determined for 2-AN with DM-β-CD. Most of the CD's form a 1:1 complex with 2-AN but 1:2 (2-AN:(TM-α-CD)2) and 2:2 complexes are also observed, and no complex is observed for 2-AN with TM-y-CD.
Payeur, Amy L., "Binding studies of 2-Acetylnaphthalene with native and methylated cyclodextrins using fluorescence spectroscopy : the use of gas chromatography/mass spectrophotometry to analyze organic contaminants in local waters" (2004). Honors Theses. 2090.