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. 2015 May;43(5):788–802. doi: 10.1124/dmd.115.063339

TABLE 2.

Experimentally important substrates of epoxide hydrolases

graphic file with name dmd.115.063339fx13.jpg

Epoxide hydrolases convert the 3-membered cycle ether of the epoxide in a downhill reaction adding water to generate a 1,2- or vicinal diol. Historically, a number of substrates have been experimentally important for both characterizing epoxide hydrolases and studying their physiologic importance. Kinetic studies using these substrates have primarily been performed only in a few species, so care must be taken when generalizing results across species.

Name Structure Primary Hydrolyzing Enzyme
Styrene oxide graphic file with name dmd.115.063339fx1.jpg mEH and sEH
trans-β-ethyl-styrene oxide graphic file with name dmd.115.063339fx2.jpg sEH
Allylbenzene oxide graphic file with name dmd.115.063339fx3.jpg mEH and sEH
cis-Stilbene oxide (CSO) graphic file with name dmd.115.063339fx4.jpg mEH
trans-Stilbene oxide (TSO) graphic file with name dmd.115.063339fx5.jpg sEH
trans-Diphenylpropene oxide (t-DPPO) graphic file with name dmd.115.063339fx6.jpg sEH
Cyano(6-methoxy-naphthalen-2-yl)methyl-trans-[(3-phenyloxiran-2-yl)methyl] carbonate (CMNPO) graphic file with name dmd.115.063339fx7.jpg sEH
Leukotoxin graphic file with name dmd.115.063339fx8.jpg sEH
11,12- EET graphic file with name dmd.115.063339fx9.jpg sEH
19,20-EpDPE graphic file with name dmd.115.063339fx10.jpg sEH
Juvenile hormone III (JH3) graphic file with name dmd.115.063339fx11.jpg Juvenile hormone epoxide hydrolase sEH
5,6-Cholesterol epoxide graphic file with name dmd.115.063339fx12.jpg ChEH