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Nanohoop 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) - chemistry , rotaxane , selectivity , proof of concept , combinatorial chemistry , nanotechnology , molecule , organic chemistry , supramolecular chemistry , computer science , catalysis , operating system , materials science
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.

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