Disease relevance of dodecane

• Pseudomonas oleovorans can grow on linear alkanes and alkenes in the hexane to dodecane range by virtue of enzymes encoded by the alk genes [1].
• Dodecane, unlike mezerein, did not induce the formation of a significant number of pyknotic cells, however, suggesting that the weak promoting activity of dodecane in stage 1 was not a result of toxicity [2].
• Identification and characterization of xcpR encoding a subunit of the general secretory pathway necessary for dodecane degradation in Acinetobacter calcoaceticus ADP1 [3].
• The solvent, dodecane/2-ethylhexyl acetate (4:6), exhibited excellent efficiency in the preparation of methyl ursodeoxycholate with Eubacterium aerofaciens JCM 7790 [4].

High impact information on dodecane

• To understand how these apolipoproteins behave at an hydrophobic lipoprotein interface, the interfacial properties of a consensus sequence peptide (CSP) derived from three exchangeable apolipoproteins (A-I, A-IV, and E) were studied using an oil drop tensiometer at air/water (A/W) and dodecane/water (DD/W) interfaces [5].
• We also present an analysis of the orientational ordering of water molecules at the dodecane-water interface and around butane- and dodecanethiol passivated nanoparticles [6].
• Simulations were performed using butane-, dodecane-, and octadecanethiol passivated nanoparticles [6].
• Effects of ceramide-1-phosphate on cultured cells: dependence on dodecane in the vehicle [7].
• To understand the importance of AbetaS in recruiting TAG, the interfacial properties of two AbetaS consensus peptides, P12 and P27, were studied at dodecane/water (DD/W) and triolein/water (TO/W) interfaces [8].

Chemical compound and disease context of dodecane

• Mutants of Acinetobacter calcoaceticus ADP1 unable to grow on dodecane, but retaining the ability to grow on lauric acid were isolated after ethylmethanesulphonate (EMS) treatment [9].

Biological context of dodecane

• The turnover number of (omega-1)-hydroxylation of lauric and oleic acids decreased from 7.8 to 1.5 min(-1), respectively, suggesting that the dodecane alkyl chain allows optimal binding to the active site of CYP2E1 [10].
• Percutaneous absorption and skin irritation upon low-level prolonged dermal exposure to nonane, dodecane and tetradecane in hairless rats [11].
• In the present investigation we have used NMR-diffusometry and electrical conductivity to follow the interactions which take place between beta-cyclodextrin and a bolaform surfactant: dodecane 1,12-bis(trimethylammonium bromide) [12].
• The incorporation of dodecane side chains on highly charged polycations severely amplified the cytotoxicity so that, in return, the transfection level was dramatically affected [13].
• In addition, C2-ceramides and natural ceramides dispersed in a solvent mixture of ethanol and dodecane induced characteristic features of apoptosis in MIN6 cells, mimicking TNF-induced DNA damage [14].

Anatomical context of dodecane

• We have used a lamellar phase made of a nonionic surfactant, dodecane and water, as a model membrane to investigate its interactions with macromolecular inclusions bringing together two membranes, i.e., acting as macromolecular snaps [15].
• It can be concluded that dodecane uptake by the cells is responsible for the morphological changes in the cells and leads to more activity in the cell membrane [16].
• Synthesis of N,N'-bis-substituted diimides related to tricyclo [6.2.2.0(1,6)] dodecane with an expected activity on the central nervous system [17].

Associations of dodecane with other chemical compounds

• Insertional inactivation of xcpR in A. calcoaceticus ADP1 by transcriptional fusion to lacZ abolishes secretion of lipase and esterase and leads to lack of growth on dodecane and slower growth on hexadecane [3].
• Likewise, the expression of IL-lalpha in the blood and TNF-alpha in the skin after dermal exposures was higher for tetradecane followed by dodecane and nonane compared to control [11].
• The assessment of transport properties of 23 drug and natural product molecules was made using the in vitro model based on filter-immobilized artificial membranes (filter-IAM), assembled from phosphatidylcholine in dodecane, in buffer solutions at pH 7 [18].
• In a continuing search for reactions which show agreement between DeltaH(vH) and DeltaH(cal), we have studied by isothermal titration calorimetry the reactions of heptylamine with heptanoic acid in dodecane solution and of alpha-cyclodextrin with sodium heptanoate in aqueous solution [19].
• By comparing the fluorescence of TNS and bioluminescence of FFL, the binding modes and the inhibition mechanisms of these dodecane analogues are classified in three different modes: competitive (dodecanoic acid), noncompetitive (dodecylamine), and mixed (dodecanol) [20].

Gene context of dodecane

• P12 and P27 are almost purely elastic on DD/W, TO/W, and air/water interfaces [8].
• The most likely explanation to this result is that the diameter of the lipid-water cylinders in the HII phase grows gradually larger with increased acyl chain saturation and more water and dodecane are consequently needed to fill the water cylinders and the void volumes between the cylinders, respectively [21].
• Counterion binding parameter (beta) was also determined from zeta-potential of dodecane droplets under the same conditions and it was found that (beta) was independent of the type of the head group and the mole fraction of ionic surfactant at interface [22].
• Particles capped with dodecane thiol had a mean diameter of 6.6+/-1 nm, while trioctyl phosphine capped particles were 6.0+/-2 nm determined via TEM microscopy [23].
• Dodecane produced only mild irritation in response to experimental conditions of the present study and further did not show significant differences in IL-1alpha and MCP-1 levels in skin and blood [24].

Analytical, diagnostic and therapeutic context of dodecane

• We captured amorphadiene as it was produced in situ by employing a two-phase partitioning bioreactor with a dodecane organic phase [25].
• Electron microscopy photographs showed an undulated shape of the cell membrane and a space between the cell and the chloroplast membranes in the cells growing in the presence of dodecane (a biocompatible solvent) [16].
• NMR diffusometry and conductometry study of the host-guest association between beta-cyclodextrin and dodecane 1,12-bis(trimethylammonium bromide) [12].
• We report on the rheology of a lyotropic lamellar surfactant solution (SDS/dodecane/pentanol/ water), and identify a discontinuous transition between two shear thinning regimes which correspond to the low-stress lamellar phase and the more viscous shear-induced multilamellar vesicle, or "onion" phase [26].
• Linear alkanes of specific chain length between 6 and 16 carbon atoms, an aryl derivative of dodecane, and a phorbol diester were tested in a cell culture system for relative ability to enhance mutagenesis induced by a chemical carcinogen, methylazoxymethanol acetate (MAM) [27].

References