Spectroscopic sugar sensing by a stilbene derivative with push (Me2N-)-pull ((HO)2B-)-type substituents

Hideyuki Shinmori; Masayuki Takeuchi; Seiji Shinkai

doi:10.1016/0040-4020(94)01055-5

Spectroscopic sugar sensing by a stilbene derivative with push (Me₂N-)-pull ((HO)₂B-)-type substituents

Hideyuki Shinmori, Masayuki Takeuchi, Seiji Shinkai

IMRAM - Materials-Measurement Hybrid Research Center

Kyushu University

Research output: Contribution to journal › Article › peer-review

42 Citations (Scopus)

Abstract

A stilbene derivative (2) with a push (Me₂N-) and a pull ((HO)₂B-) substituent at 4,4′-positions was synthesized. 2 aggregated in aqueous solution (water:DMSO = 30:1 v/v) but was dispersed nearly homogeneously in water:DMSO = 1:1 v/v. Spectroscopic studies established that 2 is useful to detect saccharides by both absorption and fluorescence spectroscopic methods. Particularly, in aqueous solution at pH 8.0 a large increase in the fluorescence intensity was observed upon complexation with D-fructose. This is a novel sugar sensing system using boronic acid as an interface.

Original language	English
Pages (from-to)	1893-1902
Number of pages	10
Journal	Tetrahedron
Volume	51
Issue number	7
DOIs	https://doi.org/10.1016/0040-4020(94)01055-5
Publication status	Published - 1995 Feb 13

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title = "Spectroscopic sugar sensing by a stilbene derivative with push (Me2N-)-pull ((HO)2B-)-type substituents",

abstract = "A stilbene derivative (2) with a push (Me2N-) and a pull ((HO)2B-) substituent at 4,4′-positions was synthesized. 2 aggregated in aqueous solution (water:DMSO = 30:1 v/v) but was dispersed nearly homogeneously in water:DMSO = 1:1 v/v. Spectroscopic studies established that 2 is useful to detect saccharides by both absorption and fluorescence spectroscopic methods. Particularly, in aqueous solution at pH 8.0 a large increase in the fluorescence intensity was observed upon complexation with D-fructose. This is a novel sugar sensing system using boronic acid as an interface.",

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AU - Takeuchi, Masayuki

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PY - 1995/2/13

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N2 - A stilbene derivative (2) with a push (Me2N-) and a pull ((HO)2B-) substituent at 4,4′-positions was synthesized. 2 aggregated in aqueous solution (water:DMSO = 30:1 v/v) but was dispersed nearly homogeneously in water:DMSO = 1:1 v/v. Spectroscopic studies established that 2 is useful to detect saccharides by both absorption and fluorescence spectroscopic methods. Particularly, in aqueous solution at pH 8.0 a large increase in the fluorescence intensity was observed upon complexation with D-fructose. This is a novel sugar sensing system using boronic acid as an interface.

AB - A stilbene derivative (2) with a push (Me2N-) and a pull ((HO)2B-) substituent at 4,4′-positions was synthesized. 2 aggregated in aqueous solution (water:DMSO = 30:1 v/v) but was dispersed nearly homogeneously in water:DMSO = 1:1 v/v. Spectroscopic studies established that 2 is useful to detect saccharides by both absorption and fluorescence spectroscopic methods. Particularly, in aqueous solution at pH 8.0 a large increase in the fluorescence intensity was observed upon complexation with D-fructose. This is a novel sugar sensing system using boronic acid as an interface.

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Spectroscopic sugar sensing by a stilbene derivative with push (Me₂N-)-pull ((HO)₂B-)-type substituents

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