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. Author manuscript; available in PMC: 2015 Aug 7.
Published in final edited form as: J Am Chem Soc. 2015 May 5;137(19):6232–6244. doi: 10.1021/ja5132648

Figure 1.

Figure 1

(a) The generalizable T-REX (targetable reactive electrophiles and oxidants) approach selectively delivers a reactive signaling electrophile of choice to specific redox-sensor protein of interest (POI) at a precise time in live cells. Photocaged precursor (pink sphere) is covalently linked to HaloTag fused to POI. Low-energy light activation (365 nm, 0.6 mW/cm2) liberates the desired reactive signal in stoichiometric amount to the microenvironment of the POI enabling targeted modification. The spatiotemproally precise modification upstream in turn enables quantitative evaluation of single- and target-specific response downstream. (b) Energy minimized model of Halo (PDB: 1BN6) with covalently bound caged precursor Ht-Pre-CHE 22 showed the caged motif is solvent exposed. Inset exemplifies covalent conjugation of 22 to the active site Asp residue on Halo.