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Chemical Compound Review

Triglycol     2-[2-(2- hydroxyethoxy)ethoxy]ethanol

Synonyms: Trigen, EDO-EDO-EDO, AGN-PC-0CQDIK, HSDB 898, ACMC-1C4BE, ...
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Disease relevance of PGE


High impact information on PGE

  • Under physiological conditions (150 mM NaCl, 2 mM MgCl2, pH 7.4), incorporation of a single allofuranosyl cytosine substituted with a triethyleneglycol moiety led to a significant enthalpic stabilization of an A-type RNA duplex [4].
  • This study tested the hypothesis that the release of chlorhexidine from a urethane dimethacrylate and triethylene glycol dimethacrylate resin system can be effectively controlled by the chlorhexidine diacetate content and pH [5].
  • Ruthenium(II) bis(terpyridine) complexes have been prepared with two triethylene glycol linkers to which DNA sequences have been attached; hybridization at various complex ratios results in linear arrays of varying lengths [6].
  • In this preliminary investigation, DSC was used to ascertain the degree of vinyl polymerization of an experimental monomer system consisting of seven parts BIS-GMA and three parts TEGDMA (triethylene glycol dimethacrylate) [7].
  • The metabolic products formed from TEG by intact cells were isolated and identified by combined gas chromatography-mass spectrometry as triethylene glycol and TEG-monocarboxylic acid plus small amounts of TEG-dicarboxylic acid, diethylene glycol, and ethylene glycol [8].

Chemical compound and disease context of PGE


Biological context of PGE


Anatomical context of PGE

  • Among the analyzed polymers, the poly(vinyl alcohol)-co-oleylvinyl ether substituted with triethylene glycol monoethyl ether (P10(4)) provided in solution the highest affinity for hydrophobic membranes [15].

Associations of PGE with other chemical compounds

  • Bacterial growth rates were measured at 37 degrees C, and pH values of 5.5 (representative of cariogenic state) or 7.0 at concentrations of 0-50mmol/l for MA (Sigma, US) and 0-100mmol/l for TEG (Sigma, US) [16].
  • The in situ temperatures at the sampling sites ranged from 37 to 45 degrees C. Investigations focussed on sulfate-reducing bacteria able to grow on methanol and triethylene glycol, which are added as chemicals to facilitate the long-term underground storage of natural gas [17].
  • A prospective study to assess the effects of triethylene glycol diglyceridyl ether (Epodyl) in the management of superficial noninvasive vesical neoplasm (T1) is presented [18].
  • The 3 most common sensitizers were ethyleneglycol dimethacrylate (17 positive patch tests), 2-hydroxyethyl methacrylate (14) and triethyleneglycol dimethacrylate (6) [19].
  • When chrysotile asbestos was intratracheally instilled 24 h prior to instillation of [3H]B[a]P dissolved in triethylene glycol, the rate of excretion of radioactivity was slower than without asbestos pretreatment, with only 61.8% of the dose appearing in bile in 6 h [20].

Gene context of PGE

  • Triethylene glycol dimethacrylate induces large deletions in the hprt gene of V79 cells [21].
  • It was found that at pH 5.5 TEG significantly stimulated the growth of both S. mutans strains ( p<0.05 ) in the concentration range of 0.5-10.0mmol/l and stimulated the growth of S. salivarius AT2 for the entire concentration range tested (p<0.05) [16].
  • Three of them were obtained with methanol (strains H1M, H3M, and B1M), three strains with triethylene glycol (strains H1T, B1T, and B2T) and one strain with a mixture of lactate, acetate and butyrate (strain H1-13) [17].
  • CONCLUSION: Pure triethylene glycol poisoning results in coma and metabolic acidemia and may be treated with alcohol dehydrogenase inhibitors such as ethanol [14].
  • The potential for adverse effects from exposure to respirable aerosols of triethylene glycol (TEG: CAS Number 112-27-6) was investigated by a peripheral chemosensory irritation study, and by acute and repeated exposure toxicity studies [22].

Analytical, diagnostic and therapeutic context of PGE


  1. Benzo(a)pyrene disposition and metabolism in rats following intratracheal instillation. Weyand, E.H., Bevan, D.R. Cancer Res. (1986) [Pubmed]
  2. Effects of molecular crowding on the interaction between DNA and the Escherichia coli regulatory protein TyrR. Poon, J., Bailey, M., Winzor, D.J., Davidson, B.E., Sawyer, W.H. Biophys. J. (1997) [Pubmed]
  3. Developmental toxicity study with triethylene glycol given by gavage to CD rats and CD-1 mice. Ballantyne, B., Snellings, W.M. Journal of applied toxicology : JAT. (2005) [Pubmed]
  4. Synthesis and pairing properties of oligoribonucleotide analogues containing a metal-binding site attached to beta-D-allofuranosyl cytosine. Wu, X., Pitsch, S. Nucleic Acids Res. (1998) [Pubmed]
  5. Controlled Release of Chlorhexidine from UDMA-TEGDMA Resin. Anusavice, K.J., Zhang, N.Z., Shen, C. J. Dent. Res. (2006) [Pubmed]
  6. Design and synthesis of DNA-tethered ruthenium complexes that self-assemble into linear arrays. Stewart, K.M., McLaughlin, L.W. Chem. Commun. (Camb.) (2003) [Pubmed]
  7. Extent of polymerization of dental resins by differential scanning calorimetry. Antonucci, J.M., Toth, E.E. J. Dent. Res. (1983) [Pubmed]
  8. Bacterial oxidation of polyethylene glycol. Kawai, F., Kimura, T., Fukaya, M., Tani, Y., Ogata, K., Ueno, T., Fukami, H. Appl. Environ. Microbiol. (1978) [Pubmed]
  9. Reproductive toxicity of triethylene glycol and its diacetate and dimethyl ether derivatives in a continuous breeding protocol in Swiss CD-1 mice. Bossert, N.L., Reel, J.R., Lawton, A.D., George, J.D., Lamb, J.C. Fundamental and applied toxicology : official journal of the Society of Toxicology. (1992) [Pubmed]
  10. The effect of triethylene glycol dimethacrylate on the cell cycle of mammalian cells. Schweikl, H., Altmannberger, I., Hanser, N., Hiller, K.A., Bolay, C., Brockhoff, G., Spagnuolo, G., Galler, K., Schmalz, G. Biomaterials (2005) [Pubmed]
  11. Dimeric chemotactic peptides discriminate between chemotaxis and superoxide production of human neutrophils. Miyazaki, M., Kodama, H., Fujita, I., Hamasaki, Y., Miyazaki, S., Kondo, M. J. Biochem. (1995) [Pubmed]
  12. Trochanteric nail insertion for the treatment of femoral shaft fractures. Ricci, W.M., Devinney, S., Haidukewych, G., Herscovici, D., Sanders, R. Journal of orthopaedic trauma. (2005) [Pubmed]
  13. Effects of long-term sub-lethal concentrations of dental monomers on THP-1 human monocytes. Lefebvre, C.A., Wataha, J.C., Bouillaguet, S., Lockwood, P.E. Journal of biomaterials science. Polymer edition. (1999) [Pubmed]
  14. Triethylene glycol poisoning treated with intravenous ethanol infusion. Vassiliadis, J., Graudins, A., Dowsett, R.P. J. Toxicol. Clin. Toxicol. (1999) [Pubmed]
  15. Preparation and evaluation of polyvinyl alcohol-co-oleylvinyl ether derivatives as tumor-specific cytotoxic systems. Orienti, I., Zuccari, G., Carosio, R., Montaldo, P.G. Biomacromolecules (2005) [Pubmed]
  16. Effect of composite resin biodegradation products on oral streptococcal growth. Khalichi, P., Cvitkovitch, D.G., Santerre, J.P. Biomaterials (2004) [Pubmed]
  17. Isolation of sulfate-reducing bacteria from the terrestrial deep subsurface and description of Desulfovibrio cavernae sp. nov. Sass, H., Cypionka, H. Syst. Appl. Microbiol. (2004) [Pubmed]
  18. Epodyl in management of noninvasive vesical neoplasms. SMith, J.M., Lane, V., O'Flynn, J.D. Urology (1978) [Pubmed]
  19. Occupational contact allergy to (meth)acrylates. Geukens, S., Goossens, A. Contact Derm. (2001) [Pubmed]
  20. Examination of factors that may influence disposition of benzo[a]pyrene in vivo: vehicles and asbestos. Bevan, D.R., Ulman, M.R. Cancer Lett. (1991) [Pubmed]
  21. Triethylene glycol dimethacrylate induces large deletions in the hprt gene of V79 cells. Schweikl, H., Schmalz, G. Mutat. Res. (1999) [Pubmed]
  22. Respiratory peripheral chemosensory irritation, acute and repeated exposure toxicity studies with aerosols of triethylene glycol. Ballantyne, B., Snellings, W.M., Norris, J.C. Journal of applied toxicology : JAT. (2006) [Pubmed]
  23. Binding mode of cationic monomer and dimer porphyrin with native and synthetic polynucleotides studied by polarized light spectroscopy. Kim, J.O., Lee, Y.A., Jin, B., Park, T., Song, R., Kim, S.K. Biophys. Chem. (2004) [Pubmed]
  24. Triethylene Glycol Ether End-grafted Carbosilane Dendrimer: A Potential Ionophore for Potassium Ion Recognition. Chandra, S., Buschbeck, R., Lang, H. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. (2006) [Pubmed]
  25. Minimizing patients' exposure to uncured components in a dental sealant. Rueggeberg, F.A., Dlugokinski, M., Ergle, J.W. Journal of the American Dental Association (1939) (1999) [Pubmed]
  26. Gas chromatography/electron impact mass spectrometry, fast atom bombardment mass spectrometry, mass-analyzed ion kinetic energy spectroscopy and B/E linked scan analysis of triaryl phosphates and triethylene glycol fatty acid esters. Feistner, G.J., Pascoe, N., Faull, K.F., Tomer, K.B. Biomed. Environ. Mass Spectrom. (1990) [Pubmed]
  27. Microparticles of BSA substituted with deoxycholic acid and triethylene glycol glutarate. Correlations between the physico-chemical properties of the matrix and the release kinetics. Orienti, I., Gianasi, E., Aiedeh, K., Zecchi, V. Journal de pharmacie de Belgique. (1996) [Pubmed]
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