ArticleMolecular diversity2026
An acid-responsive rhodamine-based fluorescent probe for N-terminal protein labeling and aqueous Tsuji-Trost allylic alkylation.
Article in Molecular diversity, 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.
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Abstract
The development of acid-responsive fluorescent probes with additional chemical functionality remains of considerable interest in chemical biology. Herein, we report an acid-responsive rhodamine-based fluorescent probe, 2PCA-RhB, which exhibits a pronounced fluorescence "turn-on" response under acidic aqueous conditions through spirolactam ring opening. The probe displays favorable photophysical properties, good aqueous compatibility, and enables fluorescence imaging in living cells. Beyond its fluorescence response, 2PCA-RhB incorporates a 2-pyridinecarboxaldehyde (2PCA) moiety that enables N-terminal-selective protein labeling, while its allyl carbonate functionality is compatible with palladium-catalyzed Tsuji-Trost allylic alkylation under aqueous conditions. These studies establish 2PCA-RhB as an acid-responsive fluorescent probe with both N-terminal labeling capability and compatibility with aqueous transition-metal-mediated transformation. The present work provides a versatile molecular scaffold for the future development of fluorescent chemical tools for protein modification and bioorthogonal applications in complex biological environments.
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