Fluorogenic Coumarins Activated via Bioorthogonal Reaction

19 August 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Fluorogenic bioorthogonal reagents enable facile detection in complex environments. While useful for real-time imaging, few such probes are available. Existing tools also exploit similar mechanisms for signal turn-on, precluding multiplexed applications. To address these gaps, we developed a palette of cyclopropenone (CpO) scaffolds that are activated by bioorthogonal phosphines to provide coumarins. The top CpO-phosphine pairs show strong fluorescent enhancements (up to 760-fold) and high quantum yields, and are stable in aqueous environments. The CpO fluorogens also exhibit unique reaction profiles, setting the stage for multi-component labeling studies.

Supplementary materials

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Supporting information
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Photophysical measurements, compound syntheses, compound characterizations
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