Hydrogen selenide (HSe) is a central metabolite in the biological processing of selenium for incorporation into selenoproteins, which play crucial antioxidant roles in biological systems. Despite being integral to proper physiological function, this reactive selenium species (RSeS) has received limited attention. We recently reported an early example of a HSe donor (TDN1042) that exhibited slow, sustained release through hydrolysis. Here we expand that technology based on the P═Se motif to develop cyclic-PSe compounds with increased rates of hydrolysis and function through well-defined mechanisms as monitored by P and Se NMR spectroscopy. In addition, we report a colorimetric method based on the reaction of HSe with NBD-Cl to generate NBD-SeH (λ = 551 nm), which can be used to detect free HSe. Furthermore, we use TOF-SIMS (time of flight secondary ion mass spectroscopy) to demonstrate that these HSe donors are cell permeable and use this technique for spatial mapping of the intracellular Se content after HSe delivery. Moreover, these HSe donors reduce endogenous intracellular reactive oxygen species (ROS) levels. Taken together, this work expands the toolbox of HSe donor technology and sets the stage for future work focused on the biological activity and beneficial applications of HSe and related bioinorganic RSeS.
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