[n+1]CPPs and their Potential as Bioorthogonal Imaging Reagents
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Date
2021
Authors
Garrison, Anna
Journal Title
Journal ISSN
Volume Title
Publisher
University of Oregon
Abstract
Macrocyclic angle-strained alkynes with unique size-dependent fluorescence have the potential to be used as bioorthogonal reagents for innovative biological imaging purposes. Previous analyses of [n+1]cycloparaphenylenes ([n+1]CPPs) have characterized the size-dependent fluorescence and reactivity of these structures; these properties give rise to their potential use as bioorthogonal reagents. Our current goal is to explore the extent to which [n+1]CPPs can be used as bioorthogonal probes in various proof-of-concept experiments. Our first study focused on the stability of [9+1]CPP, a representative structure, by incubating it in DMSO at 37 °C over the course of seven days. In addition, the probe was incubated at 37 °C in solution with a biological nucleophile, GSH, over the course of 24 hours. The stabilities were assessed periodically via NMR analysis over the specified time frame. With no nucleophile present, [9+1]CPP has shown minimal degradation over the course of 72 hours. This is a promising sign that [n+1]CPPs will be successful as stable probes in solution. Future analyses will include exploring different variations of [n+1]CPPs and how they translate in their use as bioorthogonal probes. This new class of biorthogonal reagents may lead to innovative advances in medical imaging that can in theory image biomolecules to detect countless diseases and disorders. These stability studies will be accompanied by current and future efforts to carry out simple bioconjugations with model proteins.
Description
1 page.
Keywords
Cycloparaphenylenes, Bioorthogonal, Labelling, CPPs, Fluorescent