Chromophore formation in resorcinarene solutions and the visual detection of mono- and oligosaccharides

被引：61

作者：

He, M ^{[1
]}

Johnson, RJ ^{[1
]}

Escobedo, JO ^{[1
]}

Beck, PA ^{[1
]}

Kim, KK ^{[1
]}

St Luce, NN ^{[1
]}

Davis, CJ ^{[1
]}

Lewis, PT ^{[1
]}

Fronczek, FR ^{[1
]}

Melancon, BJ ^{[1
]}

Mrse, AA ^{[1
]}

Treleaven, WD ^{[1
]}

Strongin, RM ^{[1
]}

机构：

[1] Louisiana State Univ, Dept Chem, Baton Rouge, LA 70803 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 18期

关键词：

D O I：

10.1021/ja017713h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The colorimetric properties of resorcinarene solutions had not been investigated since Baeyer's initial synthesis. We recently reported that solutions containing resorcinarene macrocycles develop color upon heating or standing, In the presence of sacchardies, these solutions exhibit significant color changes which are easily seen. We herein present strong evidence that the solution color is due to macrocycle ring opening and oxidation. The optical responses to saccharides are due to complexation of the sugar with the acyclic chromophores. We apply these mechanistic insights toward the challenging problem of the visual detection of neutral oligosaccharides by simple chromogens. In addition, we also report the first single-crystal X-ray crystal structure determination of a rarely observed "diamond" resorcinarene stereoisomer.

引用

页码：5000 / 5009

页数：10

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