Molecular imprinting of cyclodextrin to physiologically active oligopeptides in water
Molecular imprinting of cyclodextrin to physiologically active oligopeptides in water
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DOI：
10.1080/10610270902980622
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发表时间：
2010-03
影响因子：
3.3
通讯作者：
Shi-Hui Song;K. Shirasaka;Yasuhito Hirokawa;H. Asanuma;T. Wada;J. Sumaoka;M. Komiyama
中科院分区：
文献类型：
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作者：
Shi-Hui Song;K. Shirasaka;Yasuhito Hirokawa;H. Asanuma;T. Wada;J. Sumaoka;M. Komiyama
用分子印迹法制备了基于β-环糊精(β-CyD)的γ-内啡肽(γ-Endor，阿片类七肽)聚合物受体。当3-(N-丙烯酰胺)-3-脱氧-β-Cyd在β-Cyd腔的次级羟基侧含有乙烯基的单-3-(N-丙烯酰胺)-3-脱氧-γ-Cyd在水中在γ-Endor存在下聚合时，印迹极大地促进了β-Cyd聚合物与该肽的结合活性。相反，甲硫氨酸-脑啡肽(γ-Endor的N端五肽)及其同系物亮氨酸-脑啡肽的结合被抑制。因此，印迹聚合物与γ-Endor的结合具有很高的选择性。对γ-Endor的印迹也成功地使用了在腔的伯羟基一侧含有乙烯基的β-CyD单体，尽管识别不那么严格。讨论了影响印迹效率的各种因素(β-CyD乙烯基单体和模板的种类，以及印迹混合物的pH值)。
β-Cyclodextrin (β-CyD)-based polymeric receptors for γ-endorphin (γ-endor, an opioid heptadecapeptide) were prepared using the molecular imprinting method. When mono-3-(N-acrylamido)-3-deoxy-β-CyD bearing a vinyl group in the secondary hydroxyl side of the cavity of β-CyD was polymerised in water in the presence of γ-endor, the binding activity of the β-CyD polymer to this peptide in water was enormously promoted by the imprinting. By contrast, the bindings towards methionine–enkephalin (N-terminal pentapeptide of γ-endor) and its homologue leucine–enkephalin were suppressed. Thus, the binding of γ-endor by the imprinted polymer was highly selective. The imprinting towards γ-endor was also successful with the use of the β-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 β-CyD vinyl monomer and template, as well as the pH of imprinting mixture) are discussed.