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Chemical Compound Review

v-triazine     triazine

Synonyms: SureCN13282, AG-D-55695, CHEBI:38058, AC1L3VQQ, AC1Q1IAJ, ...
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Disease relevance of triazine


High impact information on triazine


Chemical compound and disease context of triazine


Biological context of triazine

  • After the incorporation of 5-azacytidine-5'-phosphate into a polynucleotide chain the rate of hydrolysis of the triazine ring decreases considerably [16].
  • Facilitated forward chemical genetics using a tagged triazine library and zebrafish embryo screening [17].
  • We have shuffled two highly homologous triazine hydrolases and conducted an exploration of the substrate specificities of the resulting enzymes to acquire a better understanding of the possible distributions of novel functions in sequence space [18].
  • The QSAR for the quinazolines is compared with QSAR for triazine and pyrimidine inhibitors [19].
  • The terminal biomimetic moiety bore a carboxyl or a keto acid structure linked to the triazine ring, thus mimicking the substrate of MDH [20].

Anatomical context of triazine

  • A novel microtubule destabilizing entity from orthogonal synthesis of triazine library and zebrafish embryo screening [21].
  • A triazine-based combinatorial library of small molecules was screened in albino murine melanocytes to identify compounds that induce pigmentation [3].
  • Triazine monomers and their adhesion to dentin [22].
  • The high affinity of these synthetic affinity membranes to triazine herbicides together with their straightforward and inexpensive preparation provides a good basis for the development of applications of imprinted polymers in separation processes such as solid-phase extraction [23].
  • Fractionation of the ribosome inactivating protein preparations with triazine dyes [24].

Associations of triazine with other chemical compounds


Gene context of triazine

  • New triazine derivatives as potent modulators of multidrug resistance [28].
  • These findings together with other reports indicate that the estrogenic effects associated with the triazine herbicides in vivo are not estrogen receptor-mediated, but may be explained partly by their ability to induce aromatase in vitro [30].
  • Ligand 12459, a potent G-quadruplex-interacting agent that belongs to the triazine series, was previously shown to downregulate telomerase activity in the human A549 lung carcinoma cell line [31].
  • 1. A number of reactive triazine dyes specifically and irreversibly inactive yeast hexokinase at pH 8.5 and 33 degrees C. Under these conditions, the enzyme is readily inactivated by 100 microM-Procion Green H-4G, Blue H-B, Turquoise H-7G and Turquoise H-A, is less readily inactivated by Procion Brown H-2G [32].
  • Estrogen receptor purification by affinity chromatography using an orange triazine dye [33].

Analytical, diagnostic and therapeutic context of triazine


  1. Herbicide binding in the bacterial photosynthetic reaction center. Sinning, I. Trends Biochem. Sci. (1992) [Pubmed]
  2. Immunogenicity and protective efficacy of Bacillus anthracis poly-gamma-D-glutamic acid capsule covalently coupled to a protein carrier using a novel triazine-based conjugation strategy. Joyce, J., Cook, J., Chabot, D., Hepler, R., Shoop, W., Xu, Q., Stambaugh, T., Aste-Amezaga, M., Wang, S., Indrawati, L., Bruner, M., Friedlander, A., Keller, P., Caulfield, M. J. Biol. Chem. (2006) [Pubmed]
  3. Identification of compounds that bind mitochondrial F1F0 ATPase by screening a triazine library for correction of albinism. Williams, D., Jung, D.W., Khersonsky, S.M., Heidary, N., Chang, Y.T., Orlow, S.J. Chem. Biol. (2004) [Pubmed]
  4. Antifolate studies. Activities of 40 potential antimalarial compounds against sensitive and chlorguanide triazine resistant strains of folate-requiring bacteria and Escherichia coli. Genther, C.S., Smith, C.S. J. Med. Chem. (1977) [Pubmed]
  5. A triazine dye, cibacron blue F3GA, decreases oxacillin resistance levels in methicillin-resistant Staphylococcus aureus. Shirai, C., Sugai, M., Komatsuzawa, H., Ohta, K., Yamakido, M., Suginaka, H. Antimicrob. Agents Chemother. (1998) [Pubmed]
  6. Comparison of triazines as inhibitors of L1210 dihydrofolate reductase and of L1210 cells sensitive and resistant to methotrexate. Selassie, C.D., Strong, C.D., Hansch, C., Delcamp, T.J., Freisheim, J.H., Khwaja, T.A. Cancer Res. (1986) [Pubmed]
  7. Inhibition of DNA synthesis in normal and malignant human cells by triazinate (Baker's antifol) and methotrexate. Skeel, R.T., Sawicki, W.L., Cashmore, A.R., Bertino, J.R. Cancer Res. (1976) [Pubmed]
  8. Resistance to the short term antiproliferative activity of the G-quadruplex ligand 12459 is associated with telomerase overexpression and telomere capping alteration. Gomez, D., Aouali, N., Londoño-Vallejo, A., Lacroix, L., Mégnin-Chanet, F., Lemarteleur, T., Douarre, C., Shin-ya, K., Mailliet, P., Trentesaux, C., Morjani, H., Mergny, J.L., Riou, J.F. J. Biol. Chem. (2003) [Pubmed]
  9. Structural basis of the drastically increased initial electron transfer rate in the reaction center from a Rhodopseudomonas viridis mutant described at 2.00-A resolution. Lancaster, C.R., Bibikova, M.V., Sabatino, P., Oesterhelt, D., Michel, H. J. Biol. Chem. (2000) [Pubmed]
  10. Evidence for a readily dissociable complex of p47phox and p67phox in cytosol of unstimulated human neutrophils. Iyer, S.S., Pearson, D.W., Nauseef, W.M., Clark, R.A. J. Biol. Chem. (1994) [Pubmed]
  11. A unified framework for using neural networks to build QSARs. Ajay, n.u.l.l. J. Med. Chem. (1993) [Pubmed]
  12. A flow immunoassay for studies of human exposure and toxicity in biological samples. Onnerfjord, P., Eremin, S.A., Emnéus, J., Marko-Varga, G. J. Mol. Recognit. (1998) [Pubmed]
  13. Cibacron blue 3G-A inhibits cell separation of gram-positive bacteria. Sugai, M., Akiyama, T., Komatsuzawa, H., Miyake, Y., Suginaka, H. Arch. Microbiol. (1991) [Pubmed]
  14. Isolation of a member of Acinetobacter species involved in atrazine degradation. Singh, P., Suri, C.R., Cameotra, S.S. Biochem. Biophys. Res. Commun. (2004) [Pubmed]
  15. Improved purification and properties of glucose dehydrogenase from Bacillus subtilis. Karmali, A., Serralheiro, L. Biochimie (1988) [Pubmed]
  16. Chemical synthesis of 5-azacytidine nucleotides and preparation of tRNAs containing 5-azacytidine in its 3'-terminus. Zielinski, W.S., Sprinzl, M. Nucleic Acids Res. (1984) [Pubmed]
  17. Facilitated forward chemical genetics using a tagged triazine library and zebrafish embryo screening. Khersonsky, S.M., Jung, D.W., Kang, T.W., Walsh, D.P., Moon, H.S., Jo, H., Jacobson, E.M., Shetty, V., Neubert, T.A., Chang, Y.T. J. Am. Chem. Soc. (2003) [Pubmed]
  18. Novel enzyme activities and functional plasticity revealed by recombining highly homologous enzymes. Raillard, S., Krebber, A., Chen, Y., Ness, J.E., Bermudez, E., Trinidad, R., Fullem, R., Davis, C., Welch, M., Seffernick, J., Wackett, L.P., Stemmer, W.P., Minshull, J. Chem. Biol. (2001) [Pubmed]
  19. Inhibition of dihydrofolate reductase. Structure-activity correlations of quinazolines. Fukunaga, J.Y., Hansch, C., Steller, E.E. J. Med. Chem. (1976) [Pubmed]
  20. Molecular modelling for the design of chimaeric biomimetic dye-ligands and their interaction with bovine heart mitochondrial malate dehydrogenase. Labrou, N.E., Eliopoulos, E., Clonis, Y.D. Biochem. J. (1996) [Pubmed]
  21. A novel microtubule destabilizing entity from orthogonal synthesis of triazine library and zebrafish embryo screening. Moon, H.S., Jacobson, E.M., Khersonsky, S.M., Luzung, M.R., Walsh, D.P., Xiong, W., Lee, J.W., Parikh, P.B., Lam, J.C., Kang, T.W., Rosania, G.R., Schier, A.F., Chang, Y.T. J. Am. Chem. Soc. (2002) [Pubmed]
  22. Triazine monomers and their adhesion to dentin. Lee, C.H., Liu, X.Q., Gong, X.Q. J. Dent. Res. (1986) [Pubmed]
  23. Molecularly imprinted polymer membranes for substance-selective solid-phase extraction from water by surface photo-grafting polymerization. Sergeyev, T.A., Matuschewski, H., Piletsky, S.A., Bendig, J., Schedler, U., Ulbricht, M. Journal of chromatography. A. (2001) [Pubmed]
  24. Fractionation of the ribosome inactivating protein preparations with triazine dyes. Muñoz, S.M., Caldera, M., Canevari, S., Tosi, E., Cogliati, T., Colnaghi, M.I., Conde, F.P. Biochem. Biophys. Res. Commun. (1990) [Pubmed]
  25. Dihydrofolate reductase. The stereochemistry of inhibitor selectivity. Matthews, D.A., Bolin, J.T., Burridge, J.M., Filman, D.J., Volz, K.W., Kraut, J. J. Biol. Chem. (1985) [Pubmed]
  26. Metal-ion-promoted binding of triazine dyes to proteins. The interaction of Cibacron Blue F3G-A with yeast hexokinase. Hughes, P., Sherwood, R.F., Lowe, C.R. Biochem. J. (1982) [Pubmed]
  27. The rapid purification of 3-hydroxybutyrate dehydrogenase and malate dehydrogenase on triazine dye affinity matrices. Scawen, M.D., Darbyshire, J., Harvey, M.J., Atkinson, T. Biochem. J. (1982) [Pubmed]
  28. New triazine derivatives as potent modulators of multidrug resistance. Dhainaut, A., Régnier, G., Atassi, G., Pierré, A., Léonce, S., Kraus-Berthier, L., Prost, J.F. J. Med. Chem. (1992) [Pubmed]
  29. Resistance to nitrophenolic herbicides and metronidazole in the cyanobacterium Synechocystis sp. PCC 6803 as a result of the inactivation of a nitroreductase-like protein encoded by drgA gene. Elanskaya, I.V., Chesnavichene, E.A., Vernotte, C., Astier, C. FEBS Lett. (1998) [Pubmed]
  30. Effects of chloro-s-triazine herbicides and metabolites on aromatase activity in various human cell lines and on vitellogenin production in male carp hepatocytes. Sanderson, J.T., Letcher, R.J., Heneweer, M., Giesy, J.P., van den Berg, M. Environ. Health Perspect. (2001) [Pubmed]
  31. Telomerase downregulation induced by the G-quadruplex ligand 12459 in A549 cells is mediated by hTERT RNA alternative splicing. Gomez, D., Lemarteleur, T., Lacroix, L., Mailliet, P., Mergny, J.L., Riou, J.F. Nucleic Acids Res. (2004) [Pubmed]
  32. The interaction of yeast hexokinase with Procion Green H-4G. Clonis, Y.D., Goldfinch, M.J., Lowe, C.R. Biochem. J. (1981) [Pubmed]
  33. Estrogen receptor purification by affinity chromatography using an orange triazine dye. Bond, J.P., Notides, A.C. Anal. Biochem. (1987) [Pubmed]
  34. A review of epidemiologic studies of triazine herbicides and cancer. Sathiakumar, N., Delzell, E. Crit. Rev. Toxicol. (1997) [Pubmed]
  35. Coupled-column liquid chromatography applied to the trace-level determination of triazine herbicides and some of their metabolites in water samples. Hernández, F., Hidalgo, C., Sancho, J.V., López, F.J. Anal. Chem. (1998) [Pubmed]
  36. Enzyme-linked immunosorbent assay compared with gas chromatography/mass spectrometry for the determination of triazine herbicides in water. Thurman, E.M., Meyer, M., Pomes, M., Perry, C.A., Schwab, A.P. Anal. Chem. (1990) [Pubmed]
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