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Updated: Apr 18, 2026

Expression and Purification of Nuclease-Free Oxygen Scavenger Protocatechuate 3,4-Dioxygenase
Published on: November 8, 2019
Selective arylthiolane deprotection by singlet oxygen: a promising tool for sensors and prodrugs
Brian M Lamb1, Carlos F Barbas
1The Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, CA 92037, USA. bmlamb@scripps.edu.
Abstract:
A routine thioketal protecting group reacts rapidly and selectively with singlet oxygen to reveal ketone products in good (aryl 1,3-dithiolane) to excellent (aryl 1,3-oxathiolane) yields. Arylthiolanes are stable to biologically relevant reactive oxygen species and can be used as a light-activated gating mechanism for activating fluorescent sensors or small molecule prodrugs.
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