The design of phenylboronic acid azoprobe-polyamidoamine dendrimer complexes as supramolecular sensors for saccharide recognition in water

Yuji Tsuchido, Yuuki Sakai, Keisuke Aimu, Takeshi Hashimoto, Kazunari Akiyoshi, Takashi Hayashita*

*この研究の対応する著者

研究成果: Article査読

15 被引用数 (Scopus)

抄録

The selective molecular recognition event by physical or chemical signals is a key concept for the design of novel supramolecular sensors. In this study, we designed a novel saccharide recognition system based on the self-assembly of phenylboronic acid azoprobes (1-BAzo-NPs) on the surface of the polyamidoamine (PAMAM) dendrimer in water. The two sulfonic acid moieties in 1-BAzo-NP enhanced the binding affinity of the azoprobe for the PAMAM dendrimer surface. UV-Vis spectral measurements indicated that 1-BAzo-NP showed poor saccharide recognition at pH 7.0, whereas the 1-BAzo-NP-PAMAM complex well recognized the saccharides, particularly glucose. The complexation with glucose yielded aggregates having diameters of 100-200 nm as determined by dynamic light scattering (DLS) measurements and transmission electron microscopy (TEM). The sensitivity to and selectivity for the saccharides were controlled by the density of the assembled phenylboronic acid azoprobes and PAMAM generation. Together, the results revealed that the selective saccharide recognition at pH 7.0 was feasible by boronic acid assembly on the PAMAM dendrimer surface.

本文言語English
ページ(範囲)2620-2626
ページ数7
ジャーナルNew Journal of Chemistry
39
4
DOI
出版ステータスPublished - 2015 4月 1
外部発表はい

ASJC Scopus subject areas

  • 触媒
  • 化学 (全般)
  • 材料化学

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