Molecular imprinting of cyclodextrin to physiologically active oligopeptides in water

作者：Song Shi Hui; Shirasaka Kazumi; Hirokawa Yasuhito; Asanuma Hiroyuki; Wada Takehiko; Sumaoka Jun; Komiyama Makoto^*

来源：Supramolecular Chemistry, 2010, 22(3): 149-155.

DOI：10.1080/10610270902980622

• cyclodextrins
• molecular imprinting
• oligopeptides
• column

beta-Cyclodextrin (beta-CyD)-based polymeric receptors for gamma-endorphin (gamma-endor, an opioid heptadecapeptide) were prepared using the molecular imprinting method. When mono-3-(N-acrylamido)-3-deoxy-beta-CyD bearing a vinyl group in the secondary hydroxyl side of the cavity of beta-CyD was polymerised in water in the presence of gamma-endor, the binding activity of the beta-CyD polymer to this peptide in water was enormously promoted by the imprinting. By contrast, the bindings towards methionine-enkephalin (N-terminal pentapeptide of gamma-endor) and its homologue leucine-enkephalin were suppressed. Thus, the binding of gamma-endor by the imprinted polymer was highly selective. The imprinting towards gamma-endor was also successful with the use of the beta-CyD monomer bearing a vinyl group in the primary hydroxyl side of the cavity, although the recognition was less strict. Various factors affecting the imprinting efficiency (kinds of beta-CyD vinyl monomer and template, as well as the pH of imprinting mixture) are discussed.

• 出版日期2010