Open AccessNanohoop Rotaxane Design to Enhance the Selectivity of Reaction-Based Probes: A Proof-of-Principle Study
Author(s) -
Claire E. Otteson,
Carolyn M Levinn,
Jeff M. Van Raden,
Michael D. Pluth,
Ramesh Jasti
Publication year - 2021
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.1c01348
Subject(s) - steric effects , chemistry , selectivity , fluorophore , combinatorial chemistry , analyte , fluorescence , thread (computing) , nanotechnology , stereochemistry , organic chemistry , chromatography , catalysis , computer science , physics , materials science , quantum mechanics , operating system
Mechanical interlocking of a nanohoop fluorophore and a reactive thread couples the benefits of a reaction-based probe with a sterically congested active site for enhanced selectivity. Advantageously, the thread design uses dual function stoppers that act as both a quencher and a trigger for sensing. In progress toward expanding this approach to biologically relevant analytes, this system is used to demonstrate steric differentiation and provide a selective turn-on fluorescent response with size selectivity for HS - rather than larger thiolates.