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After root canal treatment, the dentin-sealer interface undergoes degradation, allowing for interfacial microbial biofilm proliferation and treatment failure. Saliva and cariogenic bacteria showed esterase-like activities (ie, cholesterol esterase [CE]-like and/or pseudocholinesterase [PCE]-like) that degrade methacrylate-based resin materials and/or the restoration-tooth interface, increasing microbial interfacial proliferation. Enterococcus faecalis is a gram-positive bacterium that is commonly detected in persistent endodontic infections. The aim of this study was to measure E. faecalis esterase-like, CE-like, and PCE-like activities and to assess the ability of the bacterium to degrade methacrylate-based resin composite (RC) and total-etch (TE) and self-etch (SE) adhesives.CE-like and PCE-like activities from E. faecalis were measured using nitrophenyl and butyrylthiocholine substrates, respectively. The ability of E. faecalis to degrade resin composite, total-etch and self-etch adhesives was examined by quantifying the release of a universal resin degradation by-product (ie, Bis[hydroxypropoxy]-phenyl propane [BisHPPP]) using high-performance liquid chromatography.E. faecalis showed CE-like (1.23 ± 0.13 U/μg dry bacteria) but no PCE-like activity. After 30 days and/or 14 days of incubation, the amount of BisHPPP released was significantly higher in the presence of bacteria versus media for TE and RC but not SE (P < .05). The amount of BisHPPP released after 30 days of incubation with bacteria was highest for TE (23.69 ± 1.72 μg/cm2) followed by RC (3.43 ± 1.20 μg/cm2) and lowest for SE (0.86 ± 0.44 μg/cm2) (P < .05).E. faecalis possesses esterase-like degradative activity toward dental methacrylate resin restoration materials, which could accelerate the degradation of the dentin-methacrylate resin interface, increasing bacterial biofilm proliferation and penetration into the root canal system.Enterococcus faecalis has esteraselike hydrolase activities.E. faecalis hydrolyzes dental resin composites and adhesives.E. faecalis could compromise the restoration-tooth interface.E. faecalis could compromise the endodontic sealer–tooth interface.