Molecularly Imprinted Polymeric Receptors with Interfacial Hydrogen Bonds for Peptide Recognition in Water,ACS Applied Polymer Materials

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Molecularly Imprinted Polymeric Receptors with Interfacial Hydrogen Bonds for Peptide Recognition in Water
ACS Applied Polymer Materials ( IF 4.4 ) Pub Date : 2020-06-16 , DOI: 10.1021/acsapm.0c00354
Milad Zangiabadi ₁ , Yan Zhao ₁

Affiliation

Protein receptors bind their peptide ligands by a combination of hydrophobic and hydrogen-bonding interactions to achieve high affinity and selectivity. Construction of synthetic receptors for peptides by the same principle, however, is challenging because of the complexity of the guest molecules and subtle structural differences among closely related sequences. Molecular imprinting of peptides in surface–core doubly-cross-linked micelles yielded hydrophobic pockets complementary to the hydrophobic side chains of peptides. Amide-functionalized bis(acrylamide) cross-linkers such as N,N′-methylenebis(acrylamide) (MBAm) used in the core cross-linking installed a layer of hydrogen bonds at the surfactant/water interface and was found to enhance the molecular recognition of peptides in water, particularly hydrophilic ones rich in polar residues. An extremely strong imprinting effect was obtained, with the imprinted/nonimprinted ratio ranging from 3000 to 10000 for model tripeptides. These hydrogen bonds allowed distinction of closely related peptide sequences and enabled a general, simple, one-pot preparation of highly selective receptors for binding complex hydrophilic peptides with <200 nM affinity in aqueous buffer.

中文翻译：

具有界面氢键的分子印迹聚合物受体在水中的肽识别

蛋白受体通过疏水和氢键相互作用的结合结合其肽配体，以实现高亲和力和选择性。然而，由于客体分子的复杂性和紧密相关序列之间的细微结构差异，以相同原理构建肽的合成受体是具有挑战性的。在表面核心双交联的胶束中分子的分子印迹产生了与肽的疏水侧链互补的疏水口袋。酰胺官能化的双丙烯酰胺交联剂，例如N，N在核心交联中使用的'-亚甲基双（丙烯酰胺）（MBAm）在表面活性剂/水界面处安装了一个氢键层，并发现它可以增强水中肽的分子识别能力，特别是亲水性肽（富含极性残基）。获得了极强的压印效果，模型三肽的压印/非压印比率在3000到10000之间。这些氢键可区分紧密相关的肽序列，并能以通用，简单的一锅法制备高选择性受体，以结合水性缓冲液中<200 nM亲和力的复杂亲水性肽。

更新日期：2020-08-14

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