A simple supramolecular complex of boronic acid-appended β-cyclodextrin and a fluorescent boronic acid-based probe with excellent selectivity for d-glucose in water. Issue 31 (14th July 2022)

• Record Type: Journal Article
• Authors: Sugita, Ko; Suzuki, Yota; Tsuchido, Yuji; Fujiwara, Shoji; Hashimoto, Takeshi; Hayashita, Takashi
• Is Part Of: RSC advances. Volume 12:Issue 31(2022)
• Page Start: 20259
• Page End: 20263
• Publication Date: 2022-07-14
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra03567g
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A simple supramolecular complex of modified cyclodextrin with a boronic acid probe enabled the highly selective detection of d -glucose in water. Abstract : Various diboronic acid-based chemosensors for d -glucose have been developed for use in diabetes diagnostic systems. However, most of these chemosensors have limitations, such as poor water solubility, difficulties in synthesis, and inability to selectively detect d -glucose from among other saccharides. We report a simple chemosensor based on a supramolecular complex of fluorophenylboronic acid-appended β-cyclodextrin (FPB-βCyD ) and an anthracene-based probe having a boronic acid moiety (1 ). Hydrophobic 1 is encapsulated in the cyclodextrin cavity of FPB-βCyD, making the supramolecular complex (1/FPB-βCyD ) applicable in a water-rich solvent mixture (98% water). Interestingly, 1/FPB-βCyD showed a strong turn-on response to d -glucose with a 9.6-fold enhancement in fluorescence intensity, and no response to other saccharides. This study uncovers an innovative approach based on the supramolecular assembly of simple components for the development of a water-soluble d -glucose chemosensor with excellent selectivity.