Control of stilbene conformation and fluorescence in self-assembled capsules

被引：24

作者：

Ams, Mark R. ^{[1
,2
]}

Ajami, Dariush ^{[1
,2
]}

Craig, Stephen L. ^{[3
]}

Yang, Jye-Shane ^{[4
]}

Rebek, Julius, Jr. ^{[1
,2
]}

机构：

[1] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA

[2] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[3] Duke Univ, Dept Chem, Durham, NC 27708 USA

[4] Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 5卷

基金：

美国国家卫生研究院;

关键词：

molecular twisting; quenching; reversible encapsulation; self-assembly; stilbene fluorescence; RESONANCE ENERGY-TRANSFER; CHEMICAL SENSORS; PHOTOISOMERIZATION; DYNAMICS;

D O I：

10.3762/bjoc.5.79

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The extensively studied trans-stilbene molecule is known to give only weak fluorescence in solution and inside loosely-fitting synthetic capsules. However, trans-stilbene has been recently studied in the context of antibody interiors, where binding results in strong blue fluorescence. The present research was undertaken to understand the spatial factors that influence stilbene fluorescence. trans-Stilbene was encapsulated in the snug, self-assembled complex 1.1 and exhibited fluorescence quenching due to the distortion of its ground-state geometry. When the complex is elongated by incorporating glycouril spacers, trans-stilbene is allowed to adapt a fully coplanar arrangement and fluorescence returns.

引用

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