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1.
Int J Pharm ; 460(1-2): 53-62, 2014 Jan 02.
Article in English | MEDLINE | ID: mdl-24239578

ABSTRACT

The interactions between cucurbit[7]uril (CB7) macrocycles and pilocarpine (PIL) were investigated in aqueous solution by using (1)H NMR and circular dichroism (CD) spectroscopic techniques. The characterizations of the freeze-drying solid complex were conducted by electrospray ionization mass spectroscopy (ESI-MS), Fourier transform-infrared spectroscopy (FT-IR), thermogravimetry, and differential scanning calorimetry (DSC) techniques. The DSC and thermogravimetry confirmed the production of a thermally stable solid complex. The NMR, CD and ESI-MS measurements confirmed asymmetric induction during the complexation reaction, in which the γ-lactone ring of PIL (not the imidazole nucleus) has been fully encapsulated within the cavity of CB7. The stability of the drug has significantly enhanced as evidenced by the high-performance liquid chromatographic (HPLC) method. The results are discussed in the context of utilizing non-conventional supramolecular host-guest approaches to enhance the chemical stability in aqueous media of hydrophilic PIL drugs as model compounds. The non-classical stereospecific interactions between CB7 and PIL drugs are also highlighted.


Subject(s)
Bridged-Ring Compounds/chemistry , Imidazoles/chemistry , Pilocarpine/chemistry , Chromatography, High Pressure Liquid , Circular Dichroism , Magnetic Resonance Spectroscopy , Spectrometry, Mass, Electrospray Ionization , Spectroscopy, Fourier Transform Infrared , Thermogravimetry
2.
Biochem Mol Biol Educ ; 41(5): 341-7, 2013.
Article in English | MEDLINE | ID: mdl-24078356

ABSTRACT

Our environment is under constant pressure and threat from various sources of pollution. Science students, in particular chemistry students, must not only be made aware of these issues, but also be taught that chemistry (and science) can provide solutions to such real-life issues. To this end, a newly developed biochemistry laboratory experiment is described that guides students to learn about the applicability of peroxidase enzymes to degrade organic dyes (as model pollutants) in simulated waste water. In addition to showing how enzymes can potentially be used for waste water remediation, various factors than can affect enzyme-based reactions such as pH, temperature, concentration of substrates/enzymes, and denaturants can also be tested. This "applied biotechnology" experiment was successfully implemented in an undergraduate biochemistry laboratory course to enhance students' learning of environmental issues as well important biochemistry concepts. Student survey confirmed that this laboratory experiment was successful in achieving the objectives of raising environmental awareness in students and illustrating the usefulness of chemistry in solving real-life problems. This experiment can be easily adopted in an introductory biochemistry laboratory course and taught as an inquiry-guided exercise.


Subject(s)
Biochemistry/education , Environment , Laboratories , Water Pollutants, Chemical/analysis , Fluorescent Dyes/analysis , Fluorescent Dyes/chemistry , Fluorescent Dyes/metabolism , Hydrogen-Ion Concentration , Peroxidases/metabolism , Students , Temperature , Water Pollutants, Chemical/chemistry , Water Pollutants, Chemical/metabolism
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