Boronic acid-appended bis-viologens as a new family of viologen quenchers for glucose sensing

ORGN 257

Zachary Sharrett, sharrett@chemistry.ucsc.edu, Soya Gamsey, Paul Levine, Dan Cunningham-Bryant, Boaz Vilozny, vilozny@chemistry.ucsc.edu, Alexander Schiller, Ritchie A. Wessling, and Bakthan Singaram, singaram@chemistry.ucsc.edu. Department of Chemistry and Biochemistry, University of California, Santa Cruz, Santa Cruz, CA 95064
Abstract- A new family of boronic acid-appended viologen quenchers has been synthesized containing two viologen subunits in a single quencher moiety. Relative to the single viologen-based quenchers previously developed by our laboratory, the bis-viologen ortho-boronic acid (BoB) compounds, in combination with the fluorescent dye, HPTS, display greatly enhanced Stern-Volmer quenching constants and much greater signal modulation. The superior performance is realized at lower quencher-to-dye ratios than are required for the single-viologen systems.