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Chemical Compound Review

AC1MWYQ3     trimethylazanium

Synonyms: CHEBI:58389, FT-0675605, A838436, (CH3)3NH, (CH3)3NH+, ...
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Disease relevance of Dimethylmethaneamine


High impact information on Dimethylmethaneamine

  • Thus changing the length of the tethering arm by less than 1 A in either direction markedly effects the ability of the covalent trimethylammonium to activate the nAChR, and agonist activation depends on a very selective orientation of the quaternary ammonium within the agonist binding site [6].
  • Furthermore, simultaneous monitoring of the fluorescence of the protein and that of a lipid probe, trimethylammonium diphenylhexatriene, indicates a change in lipid vesicle structure prior to, or coincident with, the abrupt change in protein activation [7].
  • However, because the VH11p/VkBrMp-type mAb were all relatively efficient at lysing BrMRBC and binding trimethylammonium, we suggest that affinity considerations may determine the selective predominance of B cells with this V region configuration from an available repertoire of considerable diversity [8].
  • Rabbits of allotype a1a3 were injected on days 0, 2, and 4 with mixtures containing equal amounts of pigeon erythrocytes (Prbc) coupled to para-azobenzenearsonate (AA) and to para-azobenzene-N-trimethylammonium (TMA) [9].
  • Antigen-binding lymphocytes in guinea pigs. I.B cell expansion to the monovalent antigen L-tyrosine-p-azophenyl trimethylammonium (tyr(TMA)) in the absence of antibody production [10].

Chemical compound and disease context of Dimethylmethaneamine


Biological context of Dimethylmethaneamine

  • Freeze-fracture electron microscopy of DNA:cationic complexes containing the pSV-beta-GAL plasmid DNA, the cationic lipid dioleoyl trimethylammonium propane, and these helper lipids showed that the most efficient mixtures were aggregates of ensheathed DNA and fused liposomes [14].
  • Other potent N-[(6-chloro-3-pyridinyl)methyl] compounds are those in which the heterocyclic imine is replaced with pyrrolidine (19) (IC50 9 nM) or trimethylammonium (22) (IC50 18 nM) [15].
  • Methylation of the 1-amino-2,3-dialkyloxypropane then generated the trimethylammonium cationic lipids directly [16].
  • Replacement of the phosphocholine group of ET-18-OMe by a pentamethylene trimethylammonium group maintained the inhibitory effect on histone phosphorylation and autophosphorylation of PKC, and the simultaneous introduction of a ketone group in C-7 of the alkyl chain did not decrease any of these effects [17].
  • A simple unstructured model, which includes carbon source as the limiting and essential substrate and oxygen as an enhancing substrate for cell growth, has been implemented to depict cell population evolution of two Escherichia coli strains and the expression of their trimethylammonium metabolism in batch and continuous reactors [11].

Anatomical context of Dimethylmethaneamine


Associations of Dimethylmethaneamine with other chemical compounds


Gene context of Dimethylmethaneamine

  • The trimethylammonium group of Lys 4 is recognized by the aromatic side chains of Y215 and W238 residues, whereas the intermolecular hydrogen-bonding and complementary surface interactions, involving Ala 1, Arg 2, Thr 3 and Thr 6 of the peptide, account for the PHD finger's high specificity and affinity [28].
  • The cytolytic activity of the bee venom toxin, melittin, is abolished on permethylation of the ammonium groups into quaternary trimethylammonium groups [23].
  • In this work, trimethylammonium salts of undecachlorinated (UCC), undecabrominated (UBC), hexabrominated (HBC), and undecaiodinated (UIC) carborane anions were prepared and evaluated for their potential use in solvent polymeric membrane-based sensors [29].
  • In the present study, the thermodynamical denaturation of BSA by dodecyl trimethylammonium bromide (DTAB) has been studied with various experimental techniques [30].
  • Consequently there was an increase in tissue levels of ACh from an initial value of 83 to 321 nmol/g. Inhibition of choline acetyltransferase by 2-benzoylethyl trimethylammonium or 4-(1-naphthylvinyl)pyridine depressed the synthesis of ACh by over 75% and blocked the increase in tissue levels of ACh [31].

Analytical, diagnostic and therapeutic context of Dimethylmethaneamine

  • After intravenous injection (125)I-labelled PAHy-GTA derivative containing 46 mol% (PAHy-GTA(b)) of trimethylammonium groups did not accumulate in the liver (4.1+/-0.9% of the recovered dose after 1 h) but was subjected to renal excretion (45+/-21% of the recovered dose was in the kidneys after 1 h) [32].
  • After adehyde fixation, ethanolic trimethylammonium EDTA was used as a demineralizing agent for light and electron immunocytochemistry [33].
  • Radioimmunoassays (RIA) have confirmed previous studies that trimethylammonium (TMA) or its derivatives constitute part of the determinant recognized by naturally-occurring antibodies (NOA) with the ability to interact with bromelain-treated mouse erythrocytes (BrMRBC) [34].
  • Immunoglobulins from ascites purified on TMA immunoadsorbent column were analyzed by two-dimensional gel electrophoresis, their spectrotype was compared to the spectrotype of immunoglobulins from tissue culture supernatants from the same hybridoma radioactively tagged by internal incorporation of [14C]leucine [35].
  • Effect of silica colloids on the rheology of viscoelastic gels formed by the surfactant cetyl trimethylammonium tosylate [36].


  1. Engineering the substrate specificity of Bacillus megaterium cytochrome P-450 BM3: hydroxylation of alkyl trimethylammonium compounds. Oliver, C.F., Modi, S., Primrose, W.U., Lian, L.Y., Roberts, G.C. Biochem. J. (1997) [Pubmed]
  2. Inhibition of telomerase activity by a hammerhead ribozyme targeting the RNA component of telomerase in human melanoma cells. Folini, M., Colella, G., Villa, R., Lualdi, S., Daidone, M.G., Zaffaroni, N. J. Invest. Dermatol. (2000) [Pubmed]
  3. Synthesis and antibacterial properties of novel hydrolyzable cationic amphiphiles. Incorporation of multiple head groups leads to impressive antibacterial activity. Haldar, J., Kondaiah, P., Bhattacharya, S. J. Med. Chem. (2005) [Pubmed]
  4. Identification and disruption of BetL, a secondary glycine betaine transport system linked to the salt tolerance of Listeria monocytogenes LO28. Sleator, R.D., Gahan, C.G., Abee, T., Hill, C. Appl. Environ. Microbiol. (1999) [Pubmed]
  5. Link between primary and secondary metabolism in the biotransformation of trimethylammonium compounds by escherichia coli. Cánovas, M., Bernal, V., Torroglosa, T., Ramirez, J.L., Iborra, J.L. Biotechnol. Bioeng. (2003) [Pubmed]
  6. Mapping the agonist binding site of the nicotinic acetylcholine receptor. Orientation requirements for activation by covalent agonist. Sullivan, D.A., Cohen, J.B. J. Biol. Chem. (2000) [Pubmed]
  7. The temporal sequence of events in the activation of phospholipase A2 by lipid vesicles. Studies with the monomeric enzyme from Agkistrodon piscivorus piscivorus. Bell, J.D., Biltonen, R.L. J. Biol. Chem. (1989) [Pubmed]
  8. Diversity in the available repertoire of murine antibodies reactive with bromelain-treated isologous erythrocytes. Conger, J.D., Sage, H.J., Corley, R.B. J. Immunol. (1989) [Pubmed]
  9. Preferential assignment of allotype a1 globulin for the production of early IgM anti-para-azobenzenearsonate antibodies in heterozygous a1a3 rabbits. Chien, C.C., Ingraham, J.S. J. Immunol. (1977) [Pubmed]
  10. Antigen-binding lymphocytes in guinea pigs. I.B cell expansion to the monovalent antigen L-tyrosine-p-azophenyl trimethylammonium (tyr(TMA)) in the absence of antibody production. Prange, C.A., Green, C., Nitecki, D.E., Bellone, C.J. J. Immunol. (1977) [Pubmed]
  11. Modeling of the biotransformation of crotonobetaine into L-(-)-carnitine by Escherichia coli strains. Canovas, M., Maiquez, J.R., Obón, J.M., Iborra, J.L. Biotechnol. Bioeng. (2002) [Pubmed]
  12. The pharmacological profile of the acetylcholine response of a crustacean muscle. Marder, E., Paupardin-Tritsch, D. J. Exp. Biol. (1980) [Pubmed]
  13. Effect of quaternary ammonium salts and amine oxides on Pseudomonas aeruginosa. Majtán, V., Majtánová, L., Hostacká, A., Hybenová, D., Mlynarcik, D. Microbios (1995) [Pubmed]
  14. The role of helper lipids in cationic liposome-mediated gene transfer. Hui, S.W., Langner, M., Zhao, Y.L., Ross, P., Hurley, E., Chan, K. Biophys. J. (1996) [Pubmed]
  15. Novel and potent 6-chloro-3-pyridinyl ligands for the alpha4beta2 neuronal nicotinic acetylcholine receptor. Latli, B., D'Amour, K., Casida, J.E. J. Med. Chem. (1999) [Pubmed]
  16. Asymmetric synthesis of dialkyloxy-3-alkylammonium cationic lipids. Hurley, C.A., Wong, J.B., Hailes, H.C., Tabor, A.B. J. Org. Chem. (2004) [Pubmed]
  17. Differential effect of alkyl chain-modified ether lipids on protein kinase C autophosphorylation and histone phosphorylation. Gil, C., Molina, E., Plana, M., Carabaza, A., Cabré, F., Mauleón, D., Carganico, G., Itarte, E. Biochem. Pharmacol. (1996) [Pubmed]
  18. Periendothelial acetylcholine synthesis and release in bovine cerebral cortex capillaries. Galea, E., Estrada, C. J. Cereb. Blood Flow Metab. (1991) [Pubmed]
  19. 5-Methyl-2-pyrrolidone analogues of oxotremorine as selective muscarinic agonists. Ringdahl, B. J. Med. Chem. (1988) [Pubmed]
  20. Membrane microviscosity does not correlate with blood pressure: a cosegregation study. McLaren, Y., Kreutz, R., Lindpaintner, K., Bohr, D.F., Ganten, D., Reid, J.L., Dominiczak, A.F. J. Hypertens. (1993) [Pubmed]
  21. Measuring the length of the pore of the sheep cardiac sarcoplasmic reticulum calcium-release channel using related trimethylammonium ions as molecular calipers. Tinker, A., Williams, A.J. Biophys. J. (1995) [Pubmed]
  22. Synthesis, characterization, and biological activity of a new potent class of anti-HIV agents, the peroxoniobium-substituted heteropolytungstates. Kim, G.S., Judd, D.A., Hill, C.L., Schinazi, R.F. J. Med. Chem. (1994) [Pubmed]
  23. Effect of permethylation on the haemolytic activity of melittin. Ramalingam, K., Bello, J. Biochem. J. (1992) [Pubmed]
  24. Choline acetyltransferase in cerebral arteries: modulator of amino acid uptake? Duckles, S.P. J. Pharmacol. Exp. Ther. (1982) [Pubmed]
  25. The use of different agonists in antagonist affinity constant estimations. Roberts, F., Stephenson, R.P. Br. J. Pharmacol. (1976) [Pubmed]
  26. Chlorhexidine effects on membrane lipid domains of human buccal epithelial cells. Audus, K.L., Tavakoli-Saberi, M.R., Zheng, H., Boyce, E.N. J. Dent. Res. (1992) [Pubmed]
  27. Phospholipid containing mixed micelles. Characterization of diheptanoyl phosphatidylcholine (DHPC) and sodium dodecyl sulfate and DHPC and dodecyl trimethylammonium bromide. Ranganathan, R., Vautier-Giongo, C., Bakshi, M.S., Bales, B.L., Hajdu, J. Chem. Phys. Lipids (2005) [Pubmed]
  28. Molecular mechanism of histone H3K4me3 recognition by plant homeodomain of ING2. Peña, P.V., Davrazou, F., Shi, X., Walter, K.L., Verkhusha, V.V., Gozani, O., Zhao, R., Kutateladze, T.G. Nature (2006) [Pubmed]
  29. Ion-pairing ability, chemical stability, and selectivity behavior of halogenated dodecacarborane cation exchangers in neutral carrier-based ion-selective electrodes. Peper, S., Qin, Y., Almond, P., McKee, M., Telting-Diaz, M., Albrecht-Schmitt, T., Bakker, E. Anal. Chem. (2003) [Pubmed]
  30. Mechanism of denaturation of bovine serum albumin by dodecyl trimethylammonium bromide. Moosavi-Movahedi, A.A., Bordbar, A.K., Taleshi, A.A., Naderimanesh, H.M., Ghadam, P. Int. J. Biochem. Cell Biol. (1996) [Pubmed]
  31. The effect of choline acetyltransferase inhibition on acetylcholine synthesis and release in term human placenta. Leventer, S.M., Rowell, P.P., Clark, M.J. J. Pharmacol. Exp. Ther. (1982) [Pubmed]
  32. alpha,beta-poly(asparthylhydrazide)-glycidyltrimethylammonium chloride copolymers (PAHy-GTA): novel polymers with potential for DNA delivery. Pedone, E., Cavallaro, G., Richardson, S.C., Duncan, R., Giammona, G. Journal of controlled release : official journal of the Controlled Release Society. (2001) [Pubmed]
  33. Biochemical and immunocytochemical characterization of mineral binding proteoglycans in rat bone. Takagi, M., Maeno, M., Kagami, A., Takahashi, Y., Otsuka, K. J. Histochem. Cytochem. (1991) [Pubmed]
  34. Further studies on the determinant recognized by naturally-occurring murine autoantibodies reacting with bromelain-treated erythrocytes. Serban, D., Witz, I.P. Immunol. Lett. (1988) [Pubmed]
  35. Relationship between choline derivatives and mouse erythrocyte membrane antigens revealed by mouse monoclonal antibodies. I. Anticholine activity of anti-mouse erythrocyte monoclonal antibodies. Pages, J., Poncet, P., Serban, D., Witz, I., Bussard, A.E. Immunol. Lett. (1982) [Pubmed]
  36. Effect of silica colloids on the rheology of viscoelastic gels formed by the surfactant cetyl trimethylammonium tosylate. Bandyopadhyay, R., Sood, A.K. Journal of colloid and interface science. (2005) [Pubmed]
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