Control of stilbene conformation and fluorescence in self-assembled capsules

Academic Article

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Overview

authors

• Ams, M. R.
• Ajami, Dariush
• Craig, S. L.
• Yang, J. S.
• Rebek Jr., Julius

publication date

• December 2009

journal

• Beilstein Journal of Organic Chemistry  Journal

abstract

• 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.

Research

keywords

• molecular twisting
• quenching
• reversible encapsulation
• self-assembly
• stilbene fluorescence

Identity

PubMed Central ID

• PMC2839510

International Standard Serial Number (ISSN)

• 1860-5397

Digital Object Identifier (DOI)

• 10.3762/bjoc.5.79

PubMed ID

• 20300499

Additional Document Info

start page

• 79

volume

• 5