Density functional theory is employed to study the reaction mechanisms of different epoxide-transforming enzymes. Calculations are based on quantum chemical active site models, which are build from X-ray crystal structures. The models are used to study conversion of various epoxides into their corresponding diols or substituted alcohols. Epoxide-transforming enzymes from three different familie...

-The optimization of assay conditions for glutathione S-transferase and epoxide hydrolase activities in the cabbage looper (Trichoplusia ni [Hiibner], Lepidoptera; Noctuidae) using trans and cis-stilbene oxides as substrates are reported. Glutathione S-transferase activity was predominantly cytosolic, and it was much greater in the fat body than the midgut. Differences in pH optima and rates of...

The role of matrix ductility on the toughenability and toughening mechanism of elastomermodified, diglycidyl ether of bisphenol A (DGEBA)-based epoxies is investigated. Matrix ductility is varied by using epoxide resins of varying epoxide monomer molecular weights. These epoxide resins are cured using 4,4' diaminodiphenyl sulphone (DDS) and, in some cases, modified with 10vol % carboxyl-termina...

The syn- and anti-isomers of the bay-region diol-epoxides of chrysene and of 3-hydroxychrysene and their metabolic precursors have been investigated for mutagenicity in Salmonella typhimurium (reversion to histidine prototrophy) and V79 Chinese hamster cells (acquirement of resistance to 6-thioguanine) and for transforming activity in M2 mouse prostate cells. Other known and potential chrysene ...

An asymmetric sulfur ylide reaction was employed to prepare an epoxide intermediate in a convergent manner. This epoxide was efficiently transformed into D-erythro-sphingosine.

inhibitors of soluble epoxide hydrolase (seh) represent one of the novel pharmaceutical approaches for treating hypertension, vascular inflammation, pain and other cardiovascular related diseases. most of the potent seh inhibitors reported in literature often suffer from poor solubility and bioavailability. toward improving pharmacokinetic profile beside favorable potency, two series of 4-benza...

The mutagenic activities of benz(a)acridine, benz(c)acridine, and a number of their derivatives, including 12 epoxides and diol-epoxides, were examined in bacterial and mammalian cells to determine the importance of bay-region activation of azapolycyclic aromatic hydrocarbons. In Salmonella typhimurium strain TA98, the diastereomeric bay-region 3,4-diol-1,2-epoxides of benz(c)acridine, in which...

Riboflavin 5'-phosphate (flavin mononucleotide; FMN) inhibits the mutagenicity of (+/-)-7 beta, 8 alpha-dihydroxy-9 alpha, 10 alpha-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (B[a]P diol epoxide), the only known ultimate carcinogenic metabolite of benzo[a]pyrene. Coincubation of 10, 25, and 50 nmol of FMN with strain TA100 of histidine-dependent Salmonella typhimurium inhibits the mutagenicity of ...

The potential of polycyclic aromatic hydrocarbons (PAHs) to modulate microsomal epoxide hydrolase activity, determined using benzo[a]pyrene 5-oxide as substrate, in human liver, was evaluated and compared to rat liver. Precision-cut liver slices prepared from fresh human liver were incubated with six structurally diverse PAHs, at a range of concentrations, for 24h. Of the six PAHs studied, benz...

The mutagenic activities of benz(a)acridine, benz(c)acridine, and a number of their derivatives, including 12 epoxides and diol-epoxides, were examined in bacterial and mammalian cells to determine the importance of bay-region activation of azapolycyclic aromatic hydrocarbons. In Salmonella typhimurium strain TA98, the diastereomeric bay-region 3,4-diol-1,2-epoxides of benz(c)acridine, in which...