A bireactant, irreversible, active-site-directed inhibitor of β-D-galactosidase (Escherichia coli). Synthesis and properties of (1/2,5,6)-2-(3-azibutylthio)-5,6-epoxy-3-cyclohexen-1-ol

Article abstract of DOI:10.1016/S0008-6215(00)90528-7

(1/2,5,6)-2-(3-Azibutylthio)-5,6-epoxy-3-cyclohexen-1-ol (1) was synthesized and was found to irreversibly inactivate β-D-galactosidase (Escherichia coli). The inactivation was prevented by the presence of isopropyl 1-thio-β-D-galactopyranoside (IPTG). Th