ethyl ethers


Summary: Organic compounds having ethyl groups bound to an oxygen atom

Top Publications

  1. Lii J, Chen K, Johnson G, French A, Allinger N. The external-anomeric torsional effect. Carbohydr Res. 2005;340:853-62 pubmed
    ..If polysaccharide potential surfaces are to be accurately mapped by molecular mechanics, this effect clearly needs to be accounted for. ..
  2. Zhou S, Barnes I, Zhu T, Bejan I, Benter T. Kinetic study of the gas-phase reactions of OH and NO3 radicals and O3 with selected vinyl ethers. J Phys Chem A. 2006;110:7386-92 pubmed
    ..Tropospheric lifetimes of EVE, PVE and BVE with respect to the reactions with reactive tropospheric species (OH, NO3 and O3) have been estimated for typical OH and NO3 radical and ozone concentrations. ..
  3. Davaran S, Rashidi M, Hanaee J, Hamidi A, Hashemi M. Synthesis and hydrolytic behavior of ibuprofen prodrugs and their PEGylated derivatives. Drug Deliv. 2006;13:383-7 pubmed
    ..The difference between acidic and alkali buffered solutions was considerable. In human plasma, 50% of drug was released after 150 hr incubation at 37 degrees C from HET-PEG. ..
  4. Fu M, Duan P, Li S, Eismin R, KENTTAMAA H. An ion/molecule reaction for the identification of analytes with two basic functional groups. J Am Soc Mass Spectrom. 2009;20:1251-62 pubmed publisher
    ..e., meta-phenylenediamine), and where no proton is available (i.e., dimethylaminoketone). ..
  5. Rienhoff H, Viprakasit V, Tay L, Harmatz P, Vichinsky E, Chirnomas D, et al. A phase 1 dose-escalation study: safety, tolerability, and pharmacokinetics of FBS0701, a novel oral iron chelator for the treatment of transfusional iron overload. Haematologica. 2011;96:521-5 pubmed publisher
    ..Conclusions On the basis of these safety and pharmacokinetic data, FBS0701 warrants further clinical evaluation in patients with transfusional iron overload. ( identifier: NCT01186419). ..
  6. Corrie J, Barth A, Munasinghe V, Trentham D, Hutter M. Photolytic cleavage of 1-(2-nitrophenyl)ethyl ethers involves two parallel pathways and product release is rate-limited by decomposition of a common hemiacetal intermediate. J Am Chem Soc. 2003;125:8546-54 pubmed
    Time-resolved FTIR spectroscopic studies of the flash photolysis of several 1-(2-nitrophenyl)ethyl ethers derived from aliphatic alcohols showed that a long-lived hemiacetal intermediate was formed during the reaction...
  7. Petrovic M, Diaz A, Ventura F, Barcelo D. Occurrence and removal of estrogenic short-chain ethoxy nonylphenolic compounds and their halogenated derivatives during drinking water production. Environ Sci Technol. 2003;37:4442-8 pubmed
  8. Cheng P, Driessen A, Tijsma E, Udipi K. Ethoxyethyl methacrylate-based copolymers--a novel platform for drug-eluting stent coatings. J Control Release. 2006;116:e92-4 pubmed
  9. Mirmehrabi M, Rohani S, Perry L. Thermodynamic modeling of activity coefficient and prediction of solubility: Part 2. Semipredictive or semiempirical models. J Pharm Sci. 2006;95:798-809 pubmed
    ..The solubility prediction in a mixture of solvents using the NRTL and UNIQUAC models was also discussed. ..

More Information


  1. van Langen L, Selassa R, van Rantwijk F, Sheldon R. Cross-linked aggregates of (R)-oxynitrilase: a stable, recyclable biocatalyst for enantioselective hydrocyanation. Org Lett. 2005;7:327-9 pubmed
    ..The beneficial effect of these latter conditions on the hydrocyanation of slow-reacting aldehydes is demonstrated. The oxynitrilase CLEA was recycled 10 times without loss of activity. ..
  2. Chen C, Wu R, Yao I, Lu C. Bis(2-chloroethoxy)methane degradation by TiO2 photocatalysis: parameter and reaction pathway investigations. J Hazard Mater. 2009;172:1021-32 pubmed publisher
    ..Peroxyl radicals react with one another and produce an alkoxy radical. The beta-bond fragmentation of the alkoxy radical produces different intermediates. ..
  3. Verbrugghe M, Cocquyt E, Saveyn P, Sabatino P, Sinnaeve D, Martins J, et al. Quantification of hydrophilic ethoxylates in polysorbate surfactants using diffusion H1 NMR spectroscopy. J Pharm Biomed Anal. 2010;51:583-9 pubmed publisher
  4. Yokota K, Ikeda N, Johyama Y, Michitsuji H, Yamada S. Urinary methoxyacetic acid as an indicator of occupational exposure to ethylene glycol dimethyl ether. Int Arch Occup Environ Health. 2005;78:650-4 pubmed
    ..These results can be explained by differences in the exposure intensity. Our results suggest that MAA is the metabolite of EGdiME, and that MAA in urine may be used for biological monitoring of EGdiME exposures. ..
  5. Stolarczyk E, Groman A, Maruszak W. Validation of GC method for quantitative determination of residual 2-(2-chloroethoxy)ethanol (CEE) and N-methyl-2-pyrrolidinone (NMP) in pharmaceutical active substance. Acta Pol Pharm. 2011;68:161-7 pubmed
    ..Specificity, precision, accuracy, linearity, limits of detection and quantitation and robustness were determined and excellent results were obtained. ..
  6. Fustinoni S, Rossella F, Campo L, Mercadante R, Bertazzi P. Urinary BTEX, MTBE and naphthalene as biomarkers to gain environmental exposure profiles of the general population. Sci Total Environ. 2010;408:2840-9 pubmed publisher
    ..The possibility of obtaining urinary exposure profiles makes this method an appealing tool for environmental epidemiology. ..
  7. Ballantyne B. Bis[2-(dimethylamino)ethyl]ether(CH3)2NCH2CH2OCH2CH2N(CH3)2. J Appl Toxicol. 2005;25:260-9 pubmed
  8. Nishio E, Yoshikawa H, Wakayama M, Tamura H, Morita S, Tomita Y. Isolation and identification of Sphingomonas sp. that yields tert-octylphenol monoethoxylate under aerobic conditions. Biosci Biotechnol Biochem. 2005;69:1226-31 pubmed
    ..This is the first report about bacteria that can degrade OPPEO to OP1EO under aerobic conditions. The strain was identified as Sphingomonas macrogoltabidus, based on the homology of a 16S rDNA sequence. ..
  9. Bäcktorp C, Börje A, Nilsson J, Karlberg A, Norrby P, Nyman G. Mechanisms of air oxidation of ethoxylated surfactants--computational estimations of energies and reaction behaviors. Chemistry. 2008;14:9549-54 pubmed publisher
    ..The results can rationalize the formation of previously observed autoxidation products, including several, which have been implicated as strongly allergenic. ..
  10. Enya Y, Nagata S, Masutomi Y, Kitagawa H, Takagaki K, Oka N, et al. Chemical synthesis of diastereomeric diadenosine boranophosphates (ApbA) from 2'-O-(2-cyanoethoxymethyl)adenosine by the boranophosphotriester method. Bioorg Med Chem. 2008;16:9154-60 pubmed publisher
  11. Wojtowicz A, Milewicz T, Gregoraszczuk E. Time-dependent action of DDT (1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane) and its metabolite DDE (1,1-dichloro-2,2-bis(p-chlorophenyl)ethylene) on human chorionic gonadotropin and progesterone secretion. Gynecol Endocrinol. 2008;24:54-8 pubmed
    ..DDT (which has estrogenic properties) increases progesterone secretion and consequently decreases hCG secretion. After long-term exposure, the low level of hCG is insufficient to stimulate progesterone. ..
  12. Müller R, Rohwerder T, Harms H. Degradation of fuel oxygenates and their main intermediates by Aquincola tertiaricarbonis L108. Microbiology. 2008;154:1414-21 pubmed publisher
    ..The possible origin of its exceptional metabolic capability is discussed in terms of the evolution of enzymic activities involved in the conversion of compounds carrying tertiary butyl groups...
  13. Cui F, Wang J, Cui Y, Li J, Lu Y, Fan J, et al. Binding of human serum albumin to N-(p-ethoxy-phenyl)-N'-(1-naphthyl)thiourea and synchronous fluorescence determination of human serum albumin. Anal Sci. 2007;23:719-25 pubmed
    ..The effects of energy transfer and other ions on the binding constant were considered. In addition, synchronous fluorescence technology was successfully applied to the determination of HSA added into the EPNT solution. ..
  14. Li J, Zhang X, Lin Z, Huang Z, Rao Y. Efficient determination of six fatty acid ethyl ethers in human whole blood by gas chromatography-mass spectrometry. Alcohol. 2017;62:41-47 pubmed publisher
    ..Differences in the most common FAEEs between Chinese and Western subjects were discussed. The relationship of FAEE concentrations with age and gender was also investigated. ..
  15. Ferrer P, Tripathi A, Clark M, HAND C, Rienhoff H, Sullivan D. Antimalarial iron chelator, FBS0701, shows asexual and gametocyte Plasmodium falciparum activity and single oral dose cure in a murine malaria model. PLoS ONE. 2012;7:e37171 pubmed publisher
    ..FBS0701 may find clinically utility as monotherapy, a malarial prophylactic or, more likely, in combination with other antimalarials. ..
  16. Vanderhaegen B, Neven H, Verstrepen K, Delvaux F, Verachtert H, Derdelinckx G. Influence of the brewing process on furfuryl ethyl ether formation during beer aging. J Agric Food Chem. 2004;52:6755-64 pubmed
    ..In dark beers, a considerable fraction of furfuryl alcohol may, however, come from the dark malts used. These results lead to important practical conclusions concerning the control over furfuryl ethyl ether in beer. ..
  17. de Peyster A, Stanard B, Westover C. Effect of ETBE on reproductive steroids in male rats and rat Leydig cell cultures. Toxicol Lett. 2009;190:74-80 pubmed publisher
    ..Like MTBE, ETBE appears to be capable of altering reproductive steroid levels in peripheral blood sampled 1h after treatment, but only with extremely high doses that inhibit body weight gain and may produce mortality. ..
  18. Gulfo N, Bartucci R, Sportelli L. Effect of inhalation anesthetics on spin-labeled cholesterol containing DPPC vesicles. Z Naturforsch C. 1988;43:264-8 pubmed
    ..The ESR findings are discussed in terms of competitive effects shown by cholesterol and inhalation anesthetics. Moreover, the interfacial region of CHOL + DPPC vesicles results to be the target of anesthetics. ..
  19. Droge S, Hermens J. Alcohol ethoxylate mixtures in marine sediment: competition for adsorption sites affects the sorption behaviour of individual homologues. Environ Pollut. 2010;158:3116-22 pubmed publisher
  20. Boi C, Dimartino S, Hofer S, Horak J, Williams S, Sarti G, et al. Influence of different spacer arms on Mimetic Ligand™ A2P and B14 membranes for human IgG purification. J Chromatogr B Analyt Technol Biomed Life Sci. 2011;879:1633-40 pubmed publisher
    ..6M sodium hydroxide). Furthermore, foreseeable improvements in binding capacity will promote the implementation of membrane adsorbers in antibody manufacturing. ..
  21. Tsuzuki W, Ue A, Nagao A. Polar organic solvent added to an aqueous solution changes hydrolytic property of lipase. Biosci Biotechnol Biochem. 2003;67:1660-6 pubmed
    ..Adding a polar organic solvent to an aqueous solution will be an efficient method for changing hydrolytic performance of lipases. ..
  22. Suesse S, Pragst F, Mieczkowski T, Selavka C, Elian A, Sachs H, et al. Practical experiences in application of hair fatty acid ethyl esters and ethyl glucuronide for detection of chronic alcohol abuse in forensic cases. Forensic Sci Int. 2012;218:82-91 pubmed publisher
    ..It is concluded that the combined use of FAEE and EtG essentially increases the accuracy of interpretation since both markers complement each other by a different sensitivity to sources of error. ..
  23. Rosell M, Lacorte S, Barcelo D. Simultaneous determination of methyl tert-butyl ether, its degradation products and other gasoline additives in soil samples by closed-system purge-and-trap gas chromatography-mass spectrometry. J Chromatogr A. 2006;1132:28-38 pubmed
    ..The proposed method provides the directions for the future application on real samples in current monitoring programs at gasoline pollution risk sites where till now little monitoring data for MTBE in soils are available...
  24. Evers A, Haycock J, d Avignon D. The potency of fluorinated ether anesthetics correlates with their 19F spin-spin relaxation times in brain tissue. Biochem Biophys Res Commun. 1988;151:1039-45 pubmed
    ..The results with adipose tissue suggest that the interaction of anesthetic with brain tissue cannot be explained by a simple partition of these drugs into lipid. ..
  25. Scibetta L, Campo L, Mercadante R, Foa V, Fustinoni S. Determination of low level methyl tert-butyl ether, ethyl tert-butyl ether and methyl tert-amyl ether in human urine by HS-SPME gas chromatography/mass spectrometry. Anal Chim Acta. 2007;581:53-62 pubmed
  26. Rohwerder T, Breuer U, Benndorf D, Lechner U, Müller R. The alkyl tert-butyl ether intermediate 2-hydroxyisobutyrate is degraded via a novel cobalamin-dependent mutase pathway. Appl Environ Microbiol. 2006;72:4128-35 pubmed
    ..The physiological and evolutionary aspects of this novel pathway involved in MTBE and ETBE metabolism are discussed...
  27. Matura M, Bodin A, Skare L, Nyrén M, Hovmark A, Lindberg M, et al. Multicentre patch test study of air-oxidized ethoxylated surfactants. Contact Dermatitis. 2004;51:180-8 pubmed
    ..Among the potential allergens formed during autoxidation, formaldehyde and acetaldehyde must be considered as a source of unexpected exposure. ..
  28. Wade M, Poon R, Li N, Lee A, McMahon A, Chu I. Testicular toxicity of candidate fuel additive 1,6-dimethoxyhexane: comparison with several similar aliphatic ethers. Toxicol Sci. 2006;89:304-13 pubmed
    ..These results demonstrate that DMH selectively deletes germ cells from the testis At the very early or very late pachytene, diplotene, or M-phase spermatocyte stages, possibly through conversion to MAA. ..
  29. Sponring A, Filipiak W, Ager C, Schubert J, Miekisch W, Amann A, et al. Analysis of volatile organic compounds (VOCs) in the headspace of NCI-H1666 lung cancer cells. Cancer Biomark. 2010;7:153-61 pubmed publisher
    ..Together with our previously published work these data indicate that the consumption of certain VOCs is commonly observed while their release shows cell line-restricted patterns, whose underlying causes are unknown. ..
  30. Meng Y, Lin B. A feed-forward artificial neural network for prediction of the aquatic ecotoxicity of alcohol ethoxylate. Ecotoxicol Environ Saf. 2008;71:172-86 pubmed
    ..This research demonstrated that the current ANN covers a wider application domain with respect to the homologue range and a variety of exposure features without compromising on predictive accuracy. ..
  31. Gross B, Montgomery Brown J, Naumann A, Reinhard M. Occurrence and fate of pharmaceuticals and alkylphenol ethoxylate metabolites in an effluent-dominated river and wetland. Environ Toxicol Chem. 2004;23:2074-83 pubmed
    ..Wetland treatment (residence time, 2-4 d) resulted in partial removal of ibuprofen, gemfibrozil, and TCPPs and transformed APEOs to APECs. ..
  32. Vega Morales T, Sosa Ferrera Z, Santana Rodríguez J. Determination of alkylphenol polyethoxylates, bisphenol-A, 17?-ethynylestradiol and 17?-estradiol and its metabolites in sewage samples by SPE and LC/MS/MS. J Hazard Mater. 2010;183:701-11 pubmed publisher
    ..Concentrations of EDCs ranged from <10 ng L(-1) to nearly 1200 ng L(-1) in the dissolved phase, and from 0.005 ?g g(-1) to 2.8 ?g g(-1) in the suspended particulate matter. ..
  33. Xia S, Villamena F, Hadad C, Kuppusamy P, Li Y, Zhu H, et al. Reactivity of molecular oxygen with ethoxycarbonyl derivatives of tetrathiatriarylmethyl radicals. J Org Chem. 2006;71:7268-79 pubmed
    ..This study demonstrates how computational chemistry can be used as a tool to rationalize radical stability in the redox environment of biological systems and aid in the future design of more biostable trityl radicals. ..
  34. Pilon L, Armes S, Findlay P, Rannard S. Synthesis and characterization of shell cross-linked micelles with hydroxy-functional coronas: a pragmatic alternative to dendrimers?. Langmuir. 2005;21:3808-13 pubmed
    ..Aqueous electrophoresis measurements confirmed that surface charge reversal occurred after adsorption of the SCL micelles, and scanning electron microscopy studies revealed a uniform coating of SCL micelles on the silica particles. ..
  35. Martins A, Candito D, Lautens M. Palladium-catalyzed reductive ortho-arylation: evidence for the decomposition of 1,2-dimethoxyethane and subsequent arylpalladium(II) reduction. Org Lett. 2010;12:5186-8 pubmed publisher
    ..Isotope labeling studies determined that the decomposition of 1,2-dimethoxyethane (DME) is indeed involved in the reductive process. ..
  36. Cao X, Wang Y, Zhang L. Effects of ethyl and benzyl groups on the miscibility and properties of castor oil-based polyurethane/starch derivative semi-interpenetrating polymer networks. Macromol Biosci. 2005;5:863-71 pubmed
    ..benzyl starch still had a certain miscibility and good properties. Therefore, the phenyl groups play an important role in the improvement of the miscibility and properties of the semi-IPN materials. ..
  37. Fayolle Guichard F, Durand J, Cheucle M, Rosell M, Michelland R, Tracol J, et al. Study of an aquifer contaminated by ethyl tert-butyl ether (ETBE): site characterization and on-site bioremediation. J Hazard Mater. 2012;201-202:236-43 pubmed publisher
    ..aetherivorans IFP 2017) was monitored by quantitative real-time polymerase chain reaction (q-PCR) on DNA extracted from water sampled in the pilot plant which yield up to 5×10(6) copies of ethB gene per L(-1). ..
  38. Yoshizawa K, Kissling G, Johnson J, Clayton N, Flagler N, Nyska A. Chemical-induced atrial thrombosis in NTP rodent studies. Toxicol Pathol. 2005;33:517-32 pubmed
    ..A download option appears at the bottom of this abstract. In order to access the full article online, you must either have an individual subscription or a member subscription accessed through ..
  39. Smith M, Hill E. Profiles of short chain oligomers in roach (Rutilus rutilus) exposed to waterborne polyethoxylated nonylphenols. Sci Total Environ. 2006;356:100-11 pubmed
  40. Tu Z, Li S, Sharp T, Herrero P, Dence C, Gropler R, et al. Synthesis and evaluation of 15-(4-(2-[¹?F]Fluoroethoxy)phenyl)pentadecanoic acid: a potential PET tracer for studying myocardial fatty acid metabolism. Bioconjug Chem. 2010;21:2313-9 pubmed publisher
    ..0030 ± 0.0005 vs 0.0006 ± 0.00013, P < 0.01). These initial studies suggest that [¹?F]7 could be a potentially useful clinical PET tracer to assess abnormal myocardial fatty acid metabolism. ..
  41. Englert J, Dotzer C, Yang G, Schmid M, Papp C, Gottfried J, et al. Covalent bulk functionalization of graphene. Nat Chem. 2011;3:279-86 pubmed publisher
    ..Functionalization was observed spectroscopically, and successfully prevents reaggregation while providing solubility in common organic media...
  42. Fontana J. Biodiesel from uncommon fatty acids. J Chromatogr Sci. 2009;47:808-11 pubmed
    ..They have remarkable and pleasant odors and, in the case of ethyl ester in valproic acid, display marked resistance to clouding and crystallization. ..
  43. Welsch F. How can chemical compounds alter human fertility?. Eur J Obstet Gynecol Reprod Biol. 2003;106:88-91; author reply 92-5 pubmed
  44. Baus C, Sona M, Brauch H. Ozonation and combined ozone/H2O2, UV/ozone and UV/H2O2 for treatment of fuel oxygenates MTBE, ETBE, TAME, and DIPE from water--a comparison of removal efficiencies. Water Sci Technol. 2007;55:307-11 pubmed
    ..Therefore, from the point of view of water suppliers, the use of other ethers as substitute for MTBE is posing the same problems as MTBE. ..
  45. Mesnage R, Bernay B, Seralini G. Ethoxylated adjuvants of glyphosate-based herbicides are active principles of human cell toxicity. Toxicology. 2013;313:122-8 pubmed publisher
    ..This challenges the concept of active principle of pesticides for non-target species. ..
  46. Hamasaki T. Simultaneous determination of organotin compounds in textiles by gas chromatography-flame photometry following liquid/liquid partitioning with tert-butyl ethyl ether after reflux-extraction. Talanta. 2013;115:374-80 pubmed publisher
  47. Rosell M, Barcelo D, Rohwerder T, Breuer U, Gehre M, Richnow H. Variations in 13C/12C and D/H enrichment factors of aerobic bacterial fuel oxygenate degradation. Environ Sci Technol. 2007;41:2036-43 pubmed
    ..The variability of carbon and hydrogen enrichment factors should be taken into account when interpreting isotope pattern of fuel oxygenates with respect to biodegradation in contamination plumes. ..
  48. Campo L, Rossella F, Mercadante R, Fustinoni S. Exposure to BTEX and Ethers in Petrol Station Attendants and Proposal of Biological Exposure Equivalents for Urinary Benzene and MTBE. Ann Occup Hyg. 2016;60:318-33 pubmed publisher
    ..For MTBE exposure, we suggest the use of MTBE-U with a biological exposure equivalent of 22 µg l(-1) corresponding to the occupational limit value of 50 p.p.m. ..
  49. Malandain C, Fayolle Guichard F, Vogel T. Cytochromes P450-mediated degradation of fuel oxygenates by environmental isolates. FEMS Microbiol Ecol. 2010;72:289-96 pubmed publisher
    ..Our results are a first indication of the possible role played by the ethB gene in the ecology of ETBE degradation. ..
  50. Yokota K, Ueno H, Ikeda N, Johyama Y, Michitsuji H, Yamada S. Correlation between urinary methoxyacetic acid and exposure of ethylene glycol dimethyl ether in a lithium battery plant. Int Arch Occup Environ Health. 2007;81:123-6 pubmed
    ..These results indicate that the determination of MAA in urine is suitable for use in the biological monitoring of EGdiME exposure. ..
  51. Rosenthal E, Puskas J, Wesdemiotis C. Green polymer chemistry: living dithiol polymerization via cyclic intermediates. Biomacromolecules. 2012;13:154-64 pubmed publisher
    ..The chain extension indicates a class of living polymerization which is governed by radical recombination. ..
  52. Kim D, O Shea K, Cooper W. Oxidative degradation of alternative gasoline oxygenates in aqueous solution by ultrasonic irradiation: mechanistic study. Sci Total Environ. 2012;430:246-59 pubmed publisher
    ..These data provide a better understanding of the degradation pathways of gasoline oxygenates by sonolysis in aqueous solutions. The approach may also serve as a model for others interested in the details of sonolysis. ..
  53. Steffan R, McClay K, Vainberg S, Condee C, Zhang D. Biodegradation of the gasoline oxygenates methyl tert-butyl ether, ethyl tert-butyl ether, and tert-amyl methyl ether by propane-oxidizing bacteria. Appl Environ Microbiol. 1997;63:4216-22 pubmed
    ..Rates of MTBE degradation by propane-oxidizing strains ranged from 3.9 to 9.2 nmol/min/mg of cell protein at 28 degrees C, whereas TBA was oxidized at a rate of only 1.8 to 2.4 nmol/min/mg of cell protein at the same temperature. ..
  54. Fujii S, Yabe K, Furukawa M, Matsuura M, Aoyama H. A one-generation reproductive toxicity study of ethyl tertiary butyl ether in rats. Reprod Toxicol. 2010;30:414-21 pubmed publisher
    ..These results lead to the conclusion that the no-observed-adverse-effect-level (NOAEL) of ETBE on both parental rats and their offspring is 300 mg/kg-d under the current study condition. ..
  55. Piveteau P, Fayolle F, Vandecasteele J, Monot F. Biodegradation of tert-butyl alcohol and related xenobiotics by a methylotrophic bacterial isolate. Appl Microbiol Biotechnol. 2001;55:369-73 pubmed
    ..The properties of this new strain suggest that it could be used for bioremediation of contaminated aquifers...
  56. Li G, Cui Y, You J, Zhao X, Sun Z, Xia L, et al. Determination of trace amino acids in human serum by a selective and sensitive pre-column derivatization method using HPLC-FLD-MS/MS and derivatization optimization by response surface methodology. Amino Acids. 2011;40:1185-93 pubmed publisher
    ..19-1.17 fmol/?L. The developed method was successfully applied to determinate AA in human serum. The sensitive and prognostic index of serum AA for liver diseases has also been discussed. ..
  57. Abdelaziz K, Hassan A, Hodges J. Reproducibility of sterilized rubber impressions. Braz Dent J. 2004;15:209-13 pubmed
  58. Weng Z, Suda M, Ohtani K, Mei N, Kawamoto T, Nakajima T, et al. Differential genotoxic effects of subchronic exposure to ethyl tertiary butyl ether in the livers of Aldh2 knockout and wild-type mice. Arch Toxicol. 2012;86:675-82 pubmed publisher
    ..Thus, sex differences in DNA damage were found not only in KO mice, but also in WT mice. These results suggest that ALDH2 polymorphisms and sex should be taken into considerations in predicting human health effects of ETBE exposure. ..
  59. Asano Y, Ishikura T, Kudoh K, Haneda R, Endoh T. Prenatal developmental toxicity study of ethyl tertiary-butyl ether in rabbits. Drug Chem Toxicol. 2011;34:311-7 pubmed publisher
    ..Based on these findings, it is concluded that the no observed adverse effect levels of ETBE were 300 mg/kg/day for dams and 1,000 mg/kg/day for fetuses in rabbits. ..
  60. Sher M, Dang T, Ahmed Z, Rashid M, Fischer C, Langer P. Efficient synthesis of salicylates by catalytic [3 + 3] cyclizations of 1,3-bis(silyl enol ethers) with 1,1,3,3-tetramethoxypropane. J Org Chem. 2007;72:6284-6 pubmed
    ..Salicylic acid derivatives were prepared by Me3SiOTf-catalyzed [3 + 3] cyclization of 1,3-bis(silyl enol ethers) with 1,1,3,3-tetramethoxypropane. ..
  61. Kharoune M, Kharoune L, Lebault J, Pauss A. Aerobic degradation of ethyl-tert-butyl ether by a microbial consortium: selection and evaluation of biodegradation ability. Environ Toxicol Chem. 2002;21:2052-8 pubmed
    ..both alone and in mixture with ETBE, without any measurable release of major degradation intermediates. In each case, MTBE and TAME exhibited the most significant resistance to degradation while TBA was rapidly degraded. ..
  62. Hüttinger K, Förster C, Bund T, Hinderberger D, Heinze K. Stereochemical consequences of oxygen atom transfer and electron transfer in imido/oxido molybdenum(IV, V, VI) complexes with two unsymmetric bidentate ligands. Inorg Chem. 2012;51:4180-92 pubmed publisher
    ..The rate of OAT, the outcome of the electron transfer reaction, and the stabilities of the imido complexes presented here differ dramatically from those of analogous oxido complexes. ..
  63. Hong J, Wang Y, Bondoc F, Yang C, Gonzalez F, Pan Z, et al. Metabolism of methyl tert-butyl ether and other gasoline ethers in mouse liver microsomes lacking cytochrome P450 2E1. Toxicol Lett. 1999;105:83-8 pubmed
    ..Our results clearly demonstrate that 2E1 plays a negligible role in the metabolism of MTBE, ETBE and TAME in mouse livers. ..
  64. Song Y, Yang L. Transgenerational pancreatic impairment with Igf2/H19 epigenetic alteration induced by p,p'-DDE exposure in early life. Toxicol Lett. 2017;280:222-231 pubmed publisher
    ..IGT and abnormal insulin secretion were more obvious in males than those in females. Ancestral p,p'-DDE exposure could induce transgenerational pancreatic impairment with Igf2/H19 epigenetic defect. ..
  65. Zelner I, Matlow J, Natekar A, Koren G. Synthesis of fatty acid ethyl esters in mammalian tissues after ethanol exposure: a systematic review of the literature. Drug Metab Rev. 2013;45:277-99 pubmed publisher
    ..The organs and tissues that have been shown to synthesize FAEEs are discussed, with special emphasis on the studies that attempted to elucidate the enzymology of FAEE synthesis in those tissues...
  66. Teixeira A, Benckhuijsen W, de Koning P, Valentijn A, Drijfhout J. The use of DODT as a non-malodorous scavenger in Fmoc-based peptide synthesis. Protein Pept Lett. 2002;9:379-85 pubmed
    ..We show that stinking thiols can be replaced by the almost odourless (DODT) without negatively affecting the purity of the end product. ..
  67. Lara Martín P, Gómez Parra A, González Mazo E. Development of a method for the simultaneous analysis of anionic and non-ionic surfactants and their carboxylated metabolites in environmental samples by mixed-mode liquid chromatography-mass spectrometry. J Chromatogr A. 2006;1137:188-97 pubmed
    ..73-12.80, 0.11-0.24, 0.02-0.59, 1.94-2.70 and 0.64-3.64 mg kg(-1) in sediments, respectively. The highest concentrations of metabolites found in water are 149.6 microg L(-1) of SPCs and 3.9 microg L(-1) of APECs. ..
  68. Libster D, Aserin A, Yariv D, Shoham G, Garti N. Soft matter dispersions with ordered inner structures, stabilized by ethoxylated phytosterols. Colloids Surf B Biointerfaces. 2009;74:202-15 pubmed publisher
    ..Finally, hexosomes were evaluated as delivery vehicles for the therapeutic peptide desmopressin. Sustained release of this drug was observed during the first 10 h; however, permeation drastically increased in the 10-24 h range. ..
  69. Hanton S, Parees D, Zweigenbaum J. The fragmentation of ethoxylated surfactants by AP-MALDI-QIT. J Am Soc Mass Spectrom. 2006;17:453-8 pubmed
    ..In these experiments we show the CID fragmentation mass spectra on some ethoxylated surfactants, and demonstrate the existence of analyte matrix clusters. ..
  70. Ghorai M, Kumar A, Tiwari D. BF3 x OEt2-mediated highly regioselective S(N)2-type ring-opening of N-activated aziridines and N-activated azetidines by tetraalkylammonium halides. J Org Chem. 2010;75:137-51 pubmed publisher
    ..Chloroamines obtained from 2,3-disubstituted aziridines were converted to the chiral N-tosylamines via radical dehalogenation...
  71. Ferrando N, Lachet V, Perez Pellitero J, Mackie A, Malfreyt P, Boutin A. A transferable force field to predict phase equilibria and surface tension of ethers and glycol ethers. J Phys Chem B. 2011;115:10654-64 pubmed publisher
    ..Hence, this new force field gives future opportunities to simulate complex systems of industrial interest involving molecules with ether functions. ..
  72. Saito A, Sasaki T, Kasai T, Katagiri T, Nishizawa T, Noguchi T, et al. Hepatotumorigenicity of ethyl tertiary-butyl ether with 2-year inhalation exposure in F344 rats. Arch Toxicol. 2013;87:905-14 pubmed publisher
    ..There were no treatment-related histopathological changes observed in any other organs or tissues in either sex. The present 2-year inhalation study demonstrated hepatotumorigenicity of ETBE in male, but not in female rats. ..
  73. Alex K, Schwarz N, Khedkar V, Sayyed I, Tillack A, Michalik D, et al. Synthesis of 3-(2-N,N-diethylaminoethoxy)indoles as potential 5-HT6 receptor ligands. Org Biomol Chem. 2008;6:1802-7 pubmed publisher
    ..Further sulfonylation of these novel indoles gave access to potential 5-HT(6) receptor ligands. ..
  74. Gutierrez Puente Y, Tari A, Ford R, Tamez Guerra R, Mercado Hernández R, Santoyo Stephano M, et al. Cellular pharmacology of P-ethoxy antisense oligonucleotides targeted to Bcl-2 in a follicular lymphoma cell line. Leuk Lymphoma. 2003;44:1979-85 pubmed
    ..The uptake and retention of both oligos were also very similar. Our results indicate that the Bcl-2 inhibitory activity is maintained with P-ethoxy antisense oligos ranging from 7 to 20 bases. ..
  75. Dekant W, Bernauer U, Rosner E, Amberg A. Toxicokinetics of ethers used as fuel oxygenates. Toxicol Lett. 2001;124:37-45 pubmed
    ..The results suggest that reactive and potentially toxic metabolites are not formed during biotransformation of these ethers and that toxic effects of these compounds initiated by covalent binding to cellular macromolecules are unlikely. ..
  76. Moon J, Kang S, Moon M, Hong J, Kim K, Jeong D, et al. Extractive ethoxycarbonylation in high-temperature gas chromatography-mass spectrometry based analysis of serum estrogens. J Chromatogr B Analyt Technol Biomed Life Sci. 2011;879:3742-8 pubmed publisher
    ..This technique can be used for a clinical diagnosis as well as understanding the pathogenesis in estrogen-related disorders. ..
  77. Banton M, Peachee V, White K, Padgett E. Oral subchronic immunotoxicity study of ethyl tertiary butyl ether in the rat. J Immunotoxicol. 2011;8:298-304 pubmed publisher
    ..Based on the results of this study, ETBE did not suppress the humoral component of the immune system in female rats. The no-observed-effect level for immunotoxicity was the highest dosage tested at 1000 mg/kg/day. ..
  78. Kharoune M, Kharoune L, Lebeault J, Pauss A. Isolation and characterization of two aerobic bacterial strains that completely degrade ethyl tert-butyl ether (ETBE). Appl Microbiol Biotechnol. 2001;55:348-53 pubmed
    ..The degradation rates varied considerably, with both strains exhibiting a preferential activity for ETBE's metabolic intermediates. ..
  79. Eitaki Y, Kawai T, Omae K. Exposure assessment of ETBE in gas station workers and gasoline tanker truck drivers. J Occup Health. 2011;53:423-31 pubmed
    ..The diffusive sampling method can be used for the measurement of occupational ETBE exposure. The threshold limit of TLV-TWA 5 ppm recommended by the ACGIH was not exceeded in any of the workers in this study. ..
  80. Bonventre J, White L, Cooper K. Craniofacial abnormalities and altered wnt and mmp mRNA expression in zebrafish embryos exposed to gasoline oxygenates ETBE and TAME. Aquat Toxicol. 2012;120-121:45-53 pubmed publisher
    ..Unlike MTBE, which specifically targets angiogenesis, ETBE and TAME disrupt multiple organ systems and significantly alter the mRNA transcript levels of genes required for general development. ..
  81. Jha A, Freed K. Solvation effect on conformations of 1,2:dimethoxyethane: charge-dependent nonlinear response in implicit solvent models. J Chem Phys. 2008;128:034501 pubmed publisher
    ..The present analysis of the modified qLD model provides the motivation and tools for studying a wide variety of other interesting systems with heterogeneous dielectric properties and spatial anisotropy. ..
  82. Hernández Pérez G, Fayolle F, Vandecasteele J. Biodegradation of ethyl t-butyl ether (ETBE), methyl t-butyl ether (MTBE) and t-amyl methyl ether (TAME) by Gordonia terrae. Appl Microbiol Biotechnol. 2001;55:117-21 pubmed
    ..terrae IFP 2001 after induction by cultivation on ETBE. ..
  83. Lvov D, Karas F, Timofeev E, Tsyrkin Y, Vargina S, Veselovskaya O, et al. "Issyk-Kul" virus, a new arbovirus isolated from bats and Argas (Carios) vespertilionis (Latr., 1802) in the Kirghiz S.S.R. Brief report. Arch Gesamte Virusforsch. 1973;42:207-9 pubmed
  84. Magriotis Z, Leal P, Sales P, Papini R, Viana P. Adsorption of etheramine on kaolinite: a cheap alternative for the treatment of mining effluents. J Hazard Mater. 2010;184:465-71 pubmed publisher
    ..It is concluded that kaolinites offer significant potential in the treatment of effluents originating from the processing of lower grade iron ores by froth flotation. ..
  85. Vanderhaegen B, Neven H, Coghe S, Verstrepen K, Verachtert H, Derdelinckx G. Evolution of chemical and sensory properties during aging of top-fermented beer. J Agric Food Chem. 2003;51:6782-90 pubmed
    ..As the FEE concentration increased with time at an almost constant rate, with or without air in the headspace, FEE (and probably other furanic ethers) is proposed as a good candidate to evaluate the thermal stress imposed on beer. ..
  86. Mutuc M, Love N, Vikesland P. Surface catalyzed Fenton treatment of bis(2-chloroethyl) ether and bis(2-chloroethoxy) methane. Chemosphere. 2008;70:1390-8 pubmed
    ..The measured SOURs show that the surface catalyzed Fenton treatment enhanced the biodegradability of the contaminated groundwater and served as a substrate for the biomass. ..
  87. Stolarczyk E, Groman A, Kaczmarek Ł, Gołebiewski P. GC method for quantitative determination of residual 2-(2-chloroethoxy) ethanol (CEE) and N-methyl-2-pyrrolidinone (NMP) in quetiapine. Acta Pol Pharm. 2007;64:187-9 pubmed
  88. Golomb E, Schneider A, Houminer E, Dunnick J, Kissling G, Borman J, et al. Occult cardiotoxicity: subtoxic dosage of Bis(2-chloroethoxy)methane impairs cardiac response to simulated ischemic injury. Toxicol Pathol. 2007;35:383-7 pubmed
    ..01) than that of untreated rat hearts. These results demonstrate that subtoxic dosage of a cardiotoxic agent may cause occult cardiotoxicity, reflected by impaired response to ischemia. ..
  89. Lin Z, Han D, Li S, Li Y, Yuan T. Synchrotron photoionization mass spectrometry study of intermediates in fuel-rich 1,2-dimethoxyethane flame. J Chem Phys. 2009;130:154306 pubmed publisher
    ..The oxygen atoms in DME are considered to act as partitions of the primary intermediates; therefore farther reactions among these primary intermediates are difficult to occur, resulting in absence of most large intermediate species. ..
  90. Lii J, Chen K, Grindley T, Allinger N. Alcohols, ethers, carbohydrates, and related compounds. III. The 1,2-dimethoxyethane system. J Comput Chem. 2003;24:1490-503 pubmed
  91. Neufeld E, Galanello R, Viprakasit V, Aydinok Y, Piga A, Harmatz P, et al. A phase 2 study of the safety, tolerability, and pharmacodynamics of FBS0701, a novel oral iron chelator, in transfusional iron overload. Blood. 2012;119:3263-8 pubmed publisher
    ..Mean ?LIC at 29 mg/kg/d was -0.3 mg/g (dw); 44% achieved a decrease in LIC (P < .03 for ?LIC between doses). The safety and tolerability profile at therapeutic doses compare favorably to other oral chelators. ..