1,4-Dioxane biodegradation was investigated in microcosms prepared with groundwater and soil from an impacted site in Alaska. In addition to natural attenuation conditions (i.e., no amendments), the following treatments were tested: (a) biostimulation by addition of 1-butanol (a readily available auxiliary substrate) and inorganic nutrients; and (b) bioaugmentation with Pseudonocardia dioxanivo...

Soluble di-iron monooxygenases (SDIMOs), especially group-5 SDIMOs (i.e., tetrahydrofuran and propane monooxygenases), are of significant interest due to their potential role in the initiation of 1,4-dioxane (dioxane) degradation. Functional gene array (i.e., GeoChip) analysis of Arctic groundwater exposed to dioxane since 1980s revealed that various dioxane-degrading SDIMO genes were widesprea...

Treatment of 5,8-dihydroxy-1-tetralone (9) with either 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) in refluxing benzene or silver (I) oxide in refluxing 1,4-dioxane afforded juglone (5-hydroxy-1,4-naphthoquinone) (1) in good yield. With manganese dioxide in dioxane the tetralone gave a mixture of juglone and naphthazarin (5,8-dihydroxy-1,4-naphthoquinone) (3), the proportion of naphthazarin...

In the title compound, C(13)H(11)ClN(2)O(6), the dihedral angles between the benzene ring and the amino-methyl-ene unit and between the amino-methyl-ene group and the dioxane ring are 8.19 (14) and 1.39 (17)°, respectively. The dioxane ring has a half-boat conformation, in which the C atom between the dioxane O atoms is 0.662 (4)Å out of the plane through the remaining ring atoms. Intra-molecul...

The crystal structure of the Sindbis virus capsid protein contains one or two solvent-derived dioxane molecules in the hydrophobic binding pocket. A bis-dioxane antiviral agent was designed by linking the two dioxane molecules with a three-carbon chain having R,R connecting stereochemistry, and a stereospecific synthesis was performed. This resulted in an effective antiviral agent that inhibite...

In the title mol-ecule, C(14)H(14)O(5), the 1,3-dioxane ring is in an envelope conformation with the ring C atom common to the cyclo-hexane ring forming the flap. The other five atoms of the 1,3-dioxane ring are essentially planar [maximum deviation from the least-squares plane = 0.041 (3) Å] and form a dihedral angle of 13.75 (2)° with the furan ring. In the crystal structure, weak inter-molec...

Chemical investigation of the marine sponge Plakortis cfr. lita afforded a library of endoperoxyketal polyketides, manadoperoxides B-K (3-5 and 7-13) and peroxyplakoric esters B(3) (6) and C (14). Eight of these metabolites are new compounds and some contain an unprecedented chlorine-bearing THF-type ring in the side chain. The library of endoperoxide derivatives was evaluated for in vitro acti...

The title compound, C(15)H(14)N(2)O(4), is approximately planar, with a dihedral angle of 6.48 (4)° between the amino-methyl-ene unit and the planar five-atom part of the dioxane ring, and a dihedral angle of 2.40 (4)° between amino-methyl-ene unit and the phenyl-ene ring. The dioxane ring is envelope shaped, with the dimethyl-substituted C atom that represents the flap 0.535 (8) Å out of the p...

treatment of 5,8-dihydroxy-1-tetralone (9) with either 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (ddq) in refluxing benzene or silver (i) oxide in refluxing 1,4-dioxane afforded juglone (5-hydroxy-1,4-naphthoquinone) (1) in good yield. with manganese dioxide in dioxane the tetralone gave a mixture of juglone and naphthazarin (5,8-dihydroxy-1,4-naphthoquinone) (3), the proportion of naphthazarin...

The groundwater contaminant 1,4-dioxane (dioxane) is transformed by several monooxygenase-expressing microorganisms, but only a few of these, including Pseudonocardia dioxanivorans strain CB1190, can metabolize the compound as a sole carbon and energy source. However, nothing is yet known about the genetic basis of dioxane metabolism. In this study, we used a microarray to study differential ex...