Solvent effects in the preparation of molecularly imprinted polymers for melatonin using N-propionyl-5-methoxytryptamine as the pseudo template

Analytical and Bioanalytical Chemistry
Makoto NomachiKunimitsu Kaya

Abstract

To clarify the role of diluents in the preparation of molecularly imprinted polymers utilizing only hydrogen bonding, we investigated the effects of diluents by using different solvents. Melatonin (N-acetyl-5-methoxytryptamine), an amide bond and indole ring-containing hormone was chosen as the target molecule. N-Propionyl-5-methoxytryptamine was used as the pseudo template, methacrylic acid as the functional monomer, and solvents were used as diluents. Interactions between the template, the functional monomer, melatonin, and the solvents, were observed by 1H NMR spectroscopy. The polymers were evaluated by high-performance liquid chromatography. The results suggest the hydrogen bonding-acceptor capacity of the solvent is the most important factor in the preparation of molecularly imprinted polymers for hydrogen bonding-donating molecules. Hydrogen bonding between the template, the functional monomer, and solvent can be estimated from the chemical shifts in 1H NMR spectra of those molecules in the solvent.

References

Aug 1, 1988·The Biochemical Journal·B KozulićF Meussdoerffer
Feb 3, 1995·Journal of Chromatography. a·M Kempe, K Mosbach
Mar 1, 1993·Journal of Molecular Recognition : JMR·M KempeK Mosbach
May 9, 2001·Biochimica Et Biophysica Acta·A Rachkov, N Minoura
Jun 3, 2004·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·Takuya KuboKunimitsu Kaya
May 14, 2005·Angewandte Chemie·Panagiotis ManesiotisBörje Sellergren

❮ Previous
Next ❯

Citations

Apr 5, 2014·Journal of Molecular Recognition : JMR·Michael J WhitcombeIan A Nicholls

❮ Previous
Next ❯

Related Concepts

Related Feeds

Autoimmune Diseases

Autoimmune diseases occur as a result of an attack by the immune system on the body’s own tissues resulting in damage and dysfunction. There are different types of autoimmune diseases, in which there is a complex and unknown interaction between genetics and the environment. Discover the latest research on autoimmune diseases here.