Dicyanomethylenedihydrofuran (DCDHF) single molecule fluorophores for cellular applications

ORGN 441

Hui Wang, hwang@kent.edu1, Zhikuan Lu1, Samuel J. Lord, sjlord@stanford.edu2, Katherine A. Willets2, W. E. Moerner, wmoerner@stanford.edu2, and R. J. Twieg, rtwieg@lci.kent.edu1. (1) Department of Chemistry, Kent State University, Kent State University, Kent, OH 44240, (2) Department of Chemistry, Stanford University, Stanford, CA 94305-5080
Dicyanomethylenedihydrofuran (DCDHF) chromophores can be imaged at the single-molecule level with additional beneficial properties such as a viscosity-dependent fluorescence, strong solvatochromism, significant ground-state dipole moment, and moderate hyperpolarizability. This family of fluorophores also has tremendous synthetic flexibility indicative of their potential to meet different requirements in biological applications. This poster explores this potential, particularly involving the synthesis and the determination of the water solubility of a series of DCDHF fluorophores with different hydrophilic groups: alcohol, carboxylic acid, sulfonic acid and ammonium groups. High water solubility was achieved without compromising photophysical properties and thus permitting applications of these fluorophores in biological systems.

 

New Reactions and Methodology, Total Synthesis, Materials, Devices and Switches, Lipids, Nucleotides and Mimetics
8:00 PM-10:00 PM, Tuesday, March 27, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007