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Chemical Compound Review

Daltogen     2-(bis(2- hydroxyethyl)amino)ethanol

Synonyms: Biafine, Trolamine, Sterolamide, Teoa, Triethanolamin, ...
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Disease relevance of Sterolamide

  • Twenty-five patients with symptomatic osteoarthritis (OA) of the knee were treated topically for one week with either 10% trolamine salicylate cream or placebo cream in a randomized double-blind crossover study [1].
  • RESULTS: The occurrence of acute dermatitis of grade 2 or higher was significantly lower (41% v 63%; P <.001) with the use of calendula than with trolamine [2].
  • PATIENTS AND METHODS: Between July 1999 and June 2001, 254 patients who had been operated on for breast cancer and who were to receive postoperative radiation therapy were randomly allocated to application of either trolamine (128 patients) or calendula (126 patients) on the irradiated fields after each session [2].
  • In a long-term rodent bioassay evaluating the carcinogenicity of triethanolamine, there was equivocal evidence of carcinogenic activity in male B6C3F1 mice, based on a marginal increase in the number of hepatocellular adenomas and hepatoblastomas [3].
  • Triethanolamine (TEA) is converted into acetate and ammonia by a strictly anaerobic, gram-positive Acetobacterium strain LuTria3 [4].

High impact information on Sterolamide

  • Phase III randomized trial of Calendula officinalis compared with trolamine for the prevention of acute dermatitis during irradiation for breast cancer [2].
  • Low concentrations of free Ca2+ stimulated the hydrolysis of ATP by plasma membrane vesicles purified from guinea pig neutrophils and incubated in 100 mM HEPES/triethanolamine, pH 7.25 [5].
  • Less EN quenching was observed on the ITO electrode as compared to the EN quenching on the corresponding gold electrode, leading to remarkable enhancement of the photocurrent generation (ca. 280 times) in the porphyrin SAMs on the ITO electrode in the presence of the triethanolamine (TEA) used as a sacrificial electron donor [6].
  • In addition, all organic cations examined were permeant in a salt gradient test (1,000 mM internal@300 mM external), including triethanolamine, benzyltrimethylamine, and bis-tris-propane (BTP, which is divalent at the tested pH of 6.2) [7].
  • These transient spikes can be prolonged in vitro by removing triethanolamine as soon as the spermatids first form spikes [8].

Chemical compound and disease context of Sterolamide


Biological context of Sterolamide


Anatomical context of Sterolamide


Associations of Sterolamide with other chemical compounds

  • The optimal electrolyte, allowing a baseline-resolved separation of sulphate from chloride present in a 1500 multiple excess in less than 170 s, consists of 10 mmol/L CrO(3), 2 mmol/L hexamethonium hydroxide, 10% methanol, and triethanolamine added to adjust the pH to 8 [24].
  • The negative ion fast atom bombardment mass spectrometry (FAB-MS) analysis is presented for a series of enzymatically prepared, homogeneous, structurally characterized, highly sulfated, heparin-derived oligosaccharides using triethanolamine as the FAB matrix [25].
  • We describe a mechanized method for centrifugal analyzer determination of sorbitol dehydrogenase in serum, based on conversion of D-fructose to sorbitol with simultaneous oxidation of NADH, in triethanolamine buffer at pH 7.4 and 30 degrees C. The standard curve for this assay is linear to 200 U of activity per liter of serum [26].
  • 4. In the presence of dithiothreitol the enzyme appears to be present in triethanolamine buffer, pH 7.5, as a tetramer with a subunit Mr of 60,000 and an S20,w of 10.75 S [27].
  • The partly purified ALT was lyophilized in a triethanolamine-buffered matrix, pH 6.4, containing bovine serum albumin and saccharose [28].

Gene context of Sterolamide

  • Cytochrome P-450-dependent catabolism of triethanolamine in Rhodotorula mucilaginosa [29].
  • Initial experiments were performed on 10 mmol/L of a cyclodextrin in 0.1 mol/L phosphoric acid -0.088 mol/L triethanolamine [30].
  • The conjugation of MBP with horseradish peroxidase was performed by the periodate oxidation method in triethanolamine-acetate buffer (pH 8.5) [31].
  • The best conditions for chiral separation were obtained using a 75 mM triethanolamine-phosphate buffer (pH 2.5) containing 0.4 mg/mL heptakis(2,3-diacetyl-6-sulfato)-beta-CD and 10% ACN [32].
  • In patients with rheumatoid arthritis, intraarticular 14C-salicylate levels after triethanolamine 14C-salicylate cream were 60 per cent of those obtained with oral aspirin [33].

Analytical, diagnostic and therapeutic context of Sterolamide


  1. Trolamine salicylate cream in osteoarthritis of the knee. Algozzine, G.J., Stein, G.H., Doering, P.L., Araujo, O.E., Akin, K.C. JAMA (1982) [Pubmed]
  2. Phase III randomized trial of Calendula officinalis compared with trolamine for the prevention of acute dermatitis during irradiation for breast cancer. Pommier, P., Gomez, F., Sunyach, M.P., D'Hombres, A., Carrie, C., Montbarbon, X. J. Clin. Oncol. (2004) [Pubmed]
  3. Comparison of methods of identifying Helicobacter hepaticus in B6C3F1 mice used in a carcinogenesis bioassay. Fox, J.G., MacGregor, J.A., Shen, Z., Li, X., Lewis, R., Dangler, C.A. J. Clin. Microbiol. (1998) [Pubmed]
  4. Mechanism of anaerobic degradation of triethanolamine by a homoacetogenic bacterium. Speranza, G., Morelli, C.F., Cairoli, P., Müller, B., Schink, B. Biochem. Biophys. Res. Commun. (2006) [Pubmed]
  5. Ca2+-stimulated, Mg2+-dependent ATPase activity in neutrophil plasma membrane vesicles. Coupling to Ca2+ transport. Ochs, D.L., Reed, P.W. J. Biol. Chem. (1984) [Pubmed]
  6. Photovoltaic properties of self-assembled monolayers of porphyrins and porphyrin-fullerene dyads on ITO and gold surfaces. Yamada, H., Imahori, H., Nishimura, Y., Yamazaki, I., Ahn, T.K., Kim, S.K., Kim, D., Fukuzumi, S. J. Am. Chem. Soc. (2003) [Pubmed]
  7. Anion-cation interactions in the pore of neuronal background chloride channels. Franciolini, F., Nonner, W. J. Gen. Physiol. (1994) [Pubmed]
  8. Initiation of spermiogenesis in C. elegans: a pharmacological and genetic analysis. Shakes, D.C., Ward, S. Dev. Biol. (1989) [Pubmed]
  9. The effect of triethanolamine application on anthralin-induced inflammation and therapeutic effect in psoriasis. Ramsay, B., Lawrence, C.M., Bruce, J.M., Shuster, S. J. Am. Acad. Dermatol. (1990) [Pubmed]
  10. Toxicology of mono-, di-, and triethanolamine. Knaak, J.B., Leung, H.W., Stott, W.T., Busch, J., Bilsky, J. Reviews of environmental contamination and toxicology. (1997) [Pubmed]
  11. Allergic contact dermatitis from triethanolamine polypeptide oleate condensate in eardrops and shampoo. Sasseville, D., Moreau, L. Contact Derm. (2005) [Pubmed]
  12. Contact sensitivity to emulsifiers. Hannuksela, M., Kousa, M., Pirilä, V. Contact Derm. (1976) [Pubmed]
  13. Photoreduction behavior of cytochrome c by zinc porphyrin in lipid media. Hitotsumatsu, R., Amao, Y. J. Photochem. Photobiol. B, Biol. (2005) [Pubmed]
  14. The initiation of spermiogenesis in the nematode Caenorhabditis elegans. Ward, S., Hogan, E., Nelson, G.A. Dev. Biol. (1983) [Pubmed]
  15. Intractable sneezing due to IgE-mediated triethanolamine sensitivity. Herman, J.J. J. Allergy Clin. Immunol. (1983) [Pubmed]
  16. The partitioning of phosphoramide mustard and its aziridinium ions among alkylation and P-N bond hydrolysis reactions. Shulman-Roskes, E.M., Noe, D.A., Gamcsik, M.P., Marlow, A.L., Hilton, J., Hausheer, F.H., Colvin, O.M., Ludeman, S.M. J. Med. Chem. (1998) [Pubmed]
  17. Transport and phosphorylation of disaccharides by the ruminal bacterium Streptococcus bovis. Martin, S.A., Russell, J.B. Appl. Environ. Microbiol. (1987) [Pubmed]
  18. Arginine chemical modification of Petunia hybrida 5-enol-pyruvylshikimate-3-phosphate synthase. Padgette, S.R., Smith, C.E., Huynh, Q.K., Kishore, G.M. Arch. Biochem. Biophys. (1988) [Pubmed]
  19. Toxicity and immunogenicity of Neisseria meningitidis lipopolysaccharide incorporated into liposomes. Petrov, A.B., Semenov, B.F., Vartanyan, Y.P., Zakirov, M.M., Torchilin, V.P., Trubetskoy, V.S., Koshkina, N.V., L'Vov, V.L., Verner, I.K., Lopyrev, I.V. Infect. Immun. (1992) [Pubmed]
  20. Simultaneous thyrotropin stimulation of thyroid protein synthesis and degradation determined by leucine pool sampling in nascent peptides. Kudlow, J.E., See, Y.P., Burrow, G.N. Endocrinology (1981) [Pubmed]
  21. Randomized clinical trial of docusate, triethanolamine polypeptide, and irrigation in cerumen removal in children. Robbins, B. J. Pediatr. (2004) [Pubmed]
  22. Triethanolamine, tris, hepes, and cytosine arabinoside show neuritogenic activity in cultured chick embryo ganglia. Sisken, B.F., Roberts, E., Goetz, I. Exp. Neurol. (1985) [Pubmed]
  23. Enhancement of axonal growth into a spinal lesion by topical application of triethanolamine and cytosine arabinoside. Guth, L., Barrett, C.P., Donati, E.J., Smith, M.V., Lifson, M., Roberts, E. Exp. Neurol. (1985) [Pubmed]
  24. Capillary electrophoresis determinations of trace concentrations of inorganic ions in large excess of chloride: soft modelling using artificial neural networks for optimisation of electrolyte composition. Muzikár, M., Havel, J., Macka, M. Electrophoresis (2003) [Pubmed]
  25. Sequence analysis of highly sulfated, heparin-derived oligosaccharides using fast atom bombardment mass spectrometry. Mallis, L.M., Wang, H.M., Loganathan, D., Linhardt, R.J. Anal. Chem. (1989) [Pubmed]
  26. Kinetic determination of serum sorbitol dehydrogenase activity with a centrifugal analyzer. Dooley, J.F., Turnquist, L.J., Racich, L. Clin. Chem. (1979) [Pubmed]
  27. NADP-linked malic enzyme. Purification from maize leaves, Mr and subunit composition. Thorniley, M.S., Dalziel, K. Biochem. J. (1988) [Pubmed]
  28. Interlaboratory study of the IFCC method for alanine aminotransferase performed with use of a partly purified reference material. Schiele, F., Muller, J., Colinet, E., Siest, G., Arzoglou, P., Brettschneider, H., Calam, D.H., Ceriotti, F., Férard, G., Frei, J. Clin. Chem. (1992) [Pubmed]
  29. Cytochrome P-450-dependent catabolism of triethanolamine in Rhodotorula mucilaginosa. Fattakhova, A.N., Ofitserov, E.N., Garusov, A.V. Biodegradation (1991) [Pubmed]
  30. Enantiomeric separation of glycyl dipeptides by capillary electrophoresis with cyclodextrins as chiral selectors. Sänger-van de Griend, C.E. Electrophoresis (1999) [Pubmed]
  31. Enzyme immunoassay of the myelin basic protein. Shinomiya, Y., Kato, N., Imazawa, M., Miyamoto, K. J. Neurochem. (1982) [Pubmed]
  32. Chiral separation of cetirizine by capillary electrophoresis. Van Eeckhaut, A., Michotte, Y. Electrophoresis (2006) [Pubmed]
  33. Comparative tissue absorption of oral 14C-aspirin and topical triethanolamine 14C-salicylate in human and canine knee joints. Rabinowitz, J.L., Feldman, E.S., Weinberger, A., Schumacher, H.R. Journal of clinical pharmacology. (1982) [Pubmed]
  34. Photopolymerization of poly(ethylene glycol) diacrylate on eosin-functionalized surfaces. Kizilel, S., Pérez-Luna, V.H., Teymour, F. Langmuir : the ACS journal of surfaces and colloids. (2004) [Pubmed]
  35. Randomized clinical trial of docusate, triethanolamine polypeptide, and irrigation in cerumen removal in children. Whatley, V.N., Dodds, C.L., Paul, R.I. Archives of pediatrics & adolescent medicine. (2003) [Pubmed]
  36. Mutagenicity tests and in vitro transformation assays on triethanolamine. Inoue, K., Sunakawa, T., Okamoto, K., Tanaka, Y. Mutat. Res. (1982) [Pubmed]
  37. Preliminary assessment of alginic acid as a factor buffering triethanolamine interacting with artificial skin sebum. Musiał, W., Kubis, A. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft für Pharmazeutische Verfahrenstechnik e.V. (2003) [Pubmed]
  38. High-performance liquid chromatography-mass spectrometry of glycosphingolipids: II. Application to neutral glycolipids and monosialogangliosides. Suzuki, M., Yamakawa, T., Suzuki, A. J. Biochem. (1990) [Pubmed]
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