Solvent effects in the preparation of molecularly imprinted polymers for melatonin using N-propionyl-5-methoxytryptamine as the pseudo template.
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.
Nomachi
Makoto
M
Graduate School of Environmental Studies, Tohoku University, 6-6-20 Aoba, Aramaki, Aoba-ku, Sendai, 980-8579, Japan.
Kubo
Takuya
T
Hosoya
Ken
K
Kaya
Kunimitsu
K
D008735:5-Methoxytryptamine / Q000737:chemistry*; D001665:Binding Sites; D002851:Chromatography, High Pressure Liquid; D006860:Hydrogen Bonding; D008550:Melatonin / Q000737:chemistry*; D008689:Methacrylates / Q000737:chemistry*; D018716:Molecular Mimicry; D011108:Polymers / Q000138:chemical synthesis / Q000737:chemistry*; D012997:Solvents; D013237:Stereoisomerism
D008689:Methacrylates; D011108:Polymers; D012997:Solvents; C008384:methacrylic acid; D008735:5-Methoxytryptamine; D008550:Melatonin