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Binary boronic acid-functionalized attapulgite with high adsorption capacity for selective capture of nucleosides at acidic pH values

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Abstract

Boronate affinity materials have been widely used for selective capture of cis-diols such as nucleosides. Adsorbents with features of low binding pH and high adsorption capacity are highly desired. However, most reported materials only possess one of the two features. We have synthesized a 1,3,5-triazine-containing binary boronic acid by reacting cyanuric chloride with 3-aminophenylboronic acid, and the product was then grafted onto attapulgite (a fibrous aluminum-magnesium silicate). The resulting functionalized attapulgite exhibit low binding pH (5.0) and display high adsorption capacity (19.5 ± 1.1 mg⋅g−1 for adenosine). The material exhibits high selectivity for cis-diols even in the presence of a 1000-fold excess of interferences. It was applied to the selective extraction of nucleosides from human urine. Typical features of the method include (a) limits of detection in the range from 4 to 17 ng⋅mL−1, (b) limits of quantification between 13 and 57 ng⋅mL−1, (c) relative standard deviations of ≤9.1 %, and (d) recoveries of nucleosides from spiked human urine between 85.0 and 112.9 %. In our perception, the material and method offer a promising strategy for selective capture of cis-diols in the areas of proteomics, metabolomics and glycomics.

We have prepared 1,3,5-triazine-containing binary boronic acid-functionalized attapulgite. The material exhibited low binding pH (5.0) and high adsorption capacity (19.5 ± 1.1 mg⋅g‾1 for adenosine).

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Acknowledgments

This work was financially supported by the National Natural Science Foundation of China (No. 21375052, 21575055 and J1103307).

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Authors and Affiliations

  1. State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, China

    Huihui Li, Shuqiang Zhu, Ting Cheng, Shuxia Wang, Bin Zhu, Xiaoyan Liu & Haixia Zhang

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  1. Huihui Li
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  2. Shuqiang Zhu
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  3. Ting Cheng
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  4. Shuxia Wang
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Correspondence to Haixia Zhang.

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Li, H., Zhu, S., Cheng, T. et al. Binary boronic acid-functionalized attapulgite with high adsorption capacity for selective capture of nucleosides at acidic pH values. Microchim Acta 183, 1779–1786 (2016). https://doi.org/10.1007/s00604-016-1808-5

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  • DOI: https://doi.org/10.1007/s00604-016-1808-5

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