Bioorganic & medicinal chemistry

Synthesis and evaluation of general mechanism-based inhibitors of sulfatases based on (difluoro) methyl phenyl sulfate and cyclic phenyl sulfamate motifs

SR Hanson, LJ Whalen, CH Wong

Index: Hanson, Sarah R.; Whalen, Lisa J.; Wong, Chi-Huey Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 24 p. 8386 - 8395

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Citation Number: 30

Abstract

Several model mechanism-based inhibitors (MbIs) were designed and evaluated for their ability to inhibit sulfatases. The MbI motifs were based on simple aromatic sulfates, which are known to be commonly accepted substrates across this highly conserved enzyme class, so that they might be generally useful for sulfatase labeling studies.(Difluoro) methyl phenol sulfate analogs, constructed to release a reactive quinone methide trap, were not capable ...