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. 2020 Sep 25;8:580899. doi: 10.3389/fchem.2020.580899

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Copyright © 2020 Sikora, Zielonka, Dębowska, Michalski, Smulik-Izydorczyk, Pięta, Podsiadły, Artelska, Pierzchała and Kalyanaraman.

This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.

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Scheme 8 — Luminogenic boronate probes and their reactions with biological oxidants. (A) Mode of masked luciferin. (B) Reaction of the PCL-1 probe with H₂O₂, HOCl, and ONOO⁻ leading to luciferin after the release of QM. (C) Radical pathway to peroxynitrite-specific products. (D) Formation of 7′-chloroluciferin. (E) Formation of firefly luciferin in situ after release of 6-hydroxy-2-cyanobenzothiazole and D-cysteine. (F) Oxidation of boronic acid-caged aminoluciferin.