Sugar-sensitive supramolecular structures based on phenylboronic acid-modified cyclodextrins

Kiminobu Nakamura; Tomohiro Seki; Yuya Egawa; Ryotaro Miki; Yoshiki Oda; Takashi Yamanoi; Toshinobu Seki

doi:10.1248/cpb.c13-00542

This article has now been updated. Please use the final version.

Sugar-sensitive supramolecular structures based on phenylboronic acid-modified cyclodextrins

Kiminobu Nakamura, Tomohiro Seki, Yuya Egawa, Ryotaro Miki, Yoshiki Oda, Takashi Yamanoi, Toshinobu Seki

Author information

Keywords: Cyclodextrin, Phenylboronic acid, Supramolecular chemistry, Sugar recognition

JOURNAL FREE ACCESS Advance online publication

Article ID: c13-00542

DOI https://doi.org/10.1248/cpb.c13-00542

The final version of this article is now available: Vol. 61 (2013), No. 11 pp. 1188-1191

Details

Abstract

Supramolecular structures were developed from phenylboronic acid-modified cyclodextrins (PBA-CyDs). The intermolecular interaction between the PBA moiety and the CyD cavity was proved using 2D NMR and powder X-ray diffraction techniques. PBA-α-CyD formed a head-to-tail supramolecular polymer, whereas PBA-β-CyD formed a head-to-head dimer. The supramolecular structures were disintegrated in the presence of sugars owing to the resulting boronate sugar interactions.

Corresponding author

Register with J-STAGE for free!