Tuesday, May 29, 2018
The Nitro Group as a Masked Electrophile in Covalent Enzyme Inhibition
ACS Chem. Biol., 2018
We report the unprecedented reaction between a nitroalkane and an active-site cysteine residue to yield a thiohydroximate adduct. Structural and kinetic evidence suggests the nitro group is activated by conversion to its nitronic acid tautomer within the active site. The nitro group, therefore, shows promise as a masked electrophile in the design of covalent inhibitors targeting binding pockets with appropriately placed cysteine and general acid residues
at May 29, 2018
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