Dual-Oriented Solid-Phase Molecular Imprinting: Toward Selective Artificial Receptors for Recognition of Nucleotides in Water,Macromolecules

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Dual-Oriented Solid-Phase Molecular Imprinting: Toward Selective Artificial Receptors for Recognition of Nucleotides in Water
Macromolecules ( IF 5.1 ) Pub Date : 2017-09-18 00:00:00 , DOI: 10.1021/acs.macromol.7b01782
Cecília A. Mourão _{1,

2} , Frank Bokeloh ₁ , Jingjing Xu ₁ , Elise Prost ₁ , Luminita Duma ₁ , Franck Merlier ₁ , Sônia M. A. Bueno ₂ , Karsten Haupt ₁ , Bernadette Tse Sum Bui ₁

Affiliation

We describe the synthesis of water-soluble molecularly imprinted polymer nanoparticles (MIP-NPs) as a new artificial host receptor for the recognition of adenosine monophosphate (AMP), used herein, as a model nucleotide. MIP-NPs were prepared by solid-phase synthesis on glass beads (GB) using, for the first time, immobilized Fe(III)-chelate as an affinity ligand to orientate the AMP via its phosphate group. A polymerizable thymine monomer which can induce complementary base-pairing with the adenine moiety of the nucleotide was synthesized and incorporated in the polymerization mixture to constrain the AMP in a dual-orientated configuration. The MIP-NPs were remarkably selective toward AMP as they did not bind other nucleotides, GMP, UMP, and CMP. This strategy of using the phosphate group of AMP as a hinge enables unhindered pairing of the nucleobase with its corresponding complementary base monomer and can be extended to the preparation of specific MIP receptors for other key nucleotides in aqueous conditions.

中文翻译：

双向固相分子印迹：识别水中核苷酸的选择性人工受体。

我们描述了水溶性分子印迹聚合物纳米颗粒（MIP-NPs）的合成，作为一种新的人工宿主受体，用于识别单磷酸腺苷（AMP），在此用作模型核苷酸。通过在玻璃珠（GB）上进行固相合成，首次使用固定化的Fe（III）-螯合物作为亲和配体来使AMP通过其磷酸基团取向来制备MIP-NP。合成了可诱导与核苷酸的腺嘌呤部分互补碱基配对的可聚合胸腺嘧啶单体，并将其掺入聚合混合物中，以双向取向限制AMP。MIP-NP对AMP具有显着选择性，因为它们不结合其他核苷酸，GMP，UMP和CMP。

更新日期：2017-09-18

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