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Chemical Compound Review

AG-D-30773     hexa-2,4-dienedioic acid

Synonyms: AG-F-70062, AG-K-73583, ACMC-209ijt, ACMC-20alfy, ANW-28311, ...
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Disease relevance of MUCONIC ACID


High impact information on MUCONIC ACID


Chemical compound and disease context of MUCONIC ACID


Biological context of MUCONIC ACID


Anatomical context of MUCONIC ACID

  • Blood lead of the nonatopic women (mean 55 microg/l) was positively correlated with CD4+-CD45RO-, CD3+-CD8+ and CD3--HLA-DR+ lymphocyte subsets, while urinary trans-trans muconic acid (a metabolite of benzene) of both groups of women (mean about 50 microg/l) was significantly correlated with NK CD16+CD56+ lymphocytes [18].
  • Blood lead and urinary trans-trans muconic acid were barely correlated with immune parameters: the urinary metabolite of benzene of the control group was only correlated with CD16+-CD56+ cells indicating a slight effect of traffic on the immune system [19].
  • Atmospheric benzene, urinary muconic acid (tt-MA) and leukocyte alkaline phosphatase activity (LAPA) were evaluated among 66 car mechanics, 34 road tanker drivers, and 28 nonexposed workers [20].
  • The major metabolites found in plasma, liver, and bone marrow samples were muconic acid and hydroquinone [21].

Associations of MUCONIC ACID with other chemical compounds


Gene context of MUCONIC ACID


Analytical, diagnostic and therapeutic context of MUCONIC ACID


  1. Cis,cis-muconate lactonizing enzyme from Trichosporon cutaneum: evidence for a novel class of cycloisomerases in eucaryotes. Mazur, P., Pieken, W.A., Budihas, S.R., Williams, S.E., Wong, S., Kozarich, J.W. Biochemistry (1994) [Pubmed]
  2. Activation of the catBCA promoter: probing the interaction of CatR and RNA polymerase through in vitro transcription. Chugani, S.A., Parsek, M.R., Hershberger, C.D., Murakami, K., Ishihama, A., Chakrabarty, A.M. J. Bacteriol. (1997) [Pubmed]
  3. mucK, a gene in Acinetobacter calcoaceticus ADP1 (BD413), encodes the ability to grow on exogenous cis,cis-muconate as the sole carbon source. Williams, P.A., Shaw, L.E. J. Bacteriol. (1997) [Pubmed]
  4. Stereo- and regiospecific cis,cis-muconate cycloisomerization by Rhodococcus rhodochrous N75. Cha, C.J., Bruce, N.C. FEMS Microbiol. Lett. (2003) [Pubmed]
  5. Substrate specificities of the chloromuconate cycloisomerases from Pseudomonas sp. B13, Ralstonia eutropha JMP134 and Pseudomonas sp. P51. Vollmer, M.D., Schell, U., Seibert, V., Lakner, S., Schlömann, M. Appl. Microbiol. Biotechnol. (1999) [Pubmed]
  6. Synergistic transcriptional activation by one regulatory protein in response to two metabolites. Bundy, B.M., Collier, L.S., Hoover, T.R., Neidle, E.L. Proc. Natl. Acad. Sci. U.S.A. (2002) [Pubmed]
  7. Critical nucleotides in the interaction of a LysR-type regulator with its target promoter region. catBC promoter activation by CatR. Parsek, M.R., Ye, R.W., Pun, P., Chakrabarty, A.M. J. Biol. Chem. (1994) [Pubmed]
  8. Differential DNA bending introduced by the Pseudomonas putida LysR-type regulator, CatR, at the plasmid-borne pheBA and chromosomal catBC promoters. Parsek, M.R., Kivisaar, M., Chakrabarty, A.M. Mol. Microbiol. (1995) [Pubmed]
  9. The key role of chlorocatechol 1,2-dioxygenase in phytoremoval and degradation of catechol by transgenic Arabidopsis. Liao, Y., Zhou, X., Yu, J., Cao, Y., Li, X., Kuai, B. Plant Physiol. (2006) [Pubmed]
  10. The refined X-ray structure of muconate lactonizing enzyme from Pseudomonas putida PRS2000 at 1.85 A resolution. Helin, S., Kahn, P.C., Guha, B.L., Mallows, D.G., Goldman, A. J. Mol. Biol. (1995) [Pubmed]
  11. Roles of CatR and cis,cis-muconate in activation of the catBC operon, which is involved in benzoate degradation in Pseudomonas putida. Parsek, M.R., Shinabarger, D.L., Rothmel, R.K., Chakrabarty, A.M. J. Bacteriol. (1992) [Pubmed]
  12. The fluorene catabolic linear plasmid in Terrabacter sp. strain DBF63 carries the beta-ketoadipate pathway genes, pcaRHGBDCFIJ, also found in proteobacteria. Habe, H., Chung, J.S., Ishida, A., Kasuga, K., Ide, K., Takemura, T., Nojiri, H., Yamane, H., Omori, T. Microbiology (Reading, Engl.) (2005) [Pubmed]
  13. Kinetic, stereochemical, and structural effects of mutations of the active site arginine residues in 4-oxalocrotonate tautomerase. Harris, T.K., Czerwinski, R.M., Johnson, W.H., Legler, P.M., Abeygunawardana, C., Massiah, M.A., Stivers, J.T., Whitman, C.P., Mildvan, A.S. Biochemistry (1999) [Pubmed]
  14. Enzymes of the beta-ketoadipate pathway in Pseudomonas putida: kinetic and magnetic resonance studies of the cis,cis-muconate cycloisomerase catalyzed reaction. Ngai, K.L., Ornston, L.N., Kallen, R.G. Biochemistry (1983) [Pubmed]
  15. Mechanism of clastogenic and co-clastogenic activity of cremophore with benzene in mice. Au, W.W., Anwar, W., Paolini, M., Ramanujam, S., Cantelli-Forti, G. Carcinogenesis (1991) [Pubmed]
  16. Benzoate decreases the binding of cis,cis-muconate to the BenM regulator despite the synergistic effect of both compounds on transcriptional activation. Clark, T.J., Phillips, R.S., Bundy, B.M., Momany, C., Neidle, E.L. J. Bacteriol. (2004) [Pubmed]
  17. Molecular characterization of the genes pcaG and pcaH, encoding protocatechuate 3,4-dioxygenase, which are essential for vanillin catabolism in Pseudomonas sp. strain HR199. Overhage, J., Kresse, A.U., Priefert, H., Sommer, H., Krammer, G., Rabenhorst, J., Steinbüchel, A. Appl. Environ. Microbiol. (1999) [Pubmed]
  18. Lymphocyte subpopulations, cytokines and trace elements in asymptomatic atopic women exposed to an urban environment. Boscolo, P., Di Gioacchino, M., Sabbioni, E., Di Giacomo, F., Reale, M., Volpe, A.R., Di Sciascio, M.B., Conti, P., Giuliano, G. Life Sci. (2000) [Pubmed]
  19. Effects of electromagnetic fields produced by radiotelevision broadcasting stations on the immune system of women. Boscol, P., Di Sciascio, M.B., D'Ostilio, S., Del Signore, A., Reale, M., Conti, P., Bavazzano, P., Paganelli, R., Di Gioacchino, M. Sci. Total Environ. (2001) [Pubmed]
  20. Benzene exposure in car mechanics and road tanker drivers. Javelaud, B., Vian, L., Molle, R., Allain, P., Allemand, B., André, B., Barbier, F., Churet, A.M., Dupuis, J., Galand, M., Millet, F., Talmon, J., Touron, C., Vaissière, M., Vechambre, D., Vieules, M., Viver, D. International archives of occupational and environmental health. (1998) [Pubmed]
  21. Benzene metabolism in rodents at doses relevant to human exposure from urban air. Turteltaub, K.W., Mani, C. Research report (Health Effects Institute) (2003) [Pubmed]
  22. cis,cis-Muconate cyclase from Trichosporon cutaneum. Gaal, A., Neujahr, H.Y. Biochem. J. (1980) [Pubmed]
  23. Transcriptional activation of the catechol and chlorocatechol operons: variations on a theme. McFall, S.M., Chugani, S.A., Chakrabarty, A.M. Gene (1998) [Pubmed]
  24. Differential expression of two catechol 1,2-dioxygenases in Burkholderia sp. strain TH2. Suzuki, K., Ichimura, A., Ogawa, N., Hasebe, A., Miyashita, K. J. Bacteriol. (2002) [Pubmed]
  25. Dose-dependent metabolism of benzene in hamsters, rats, and mice. Mathews, J.M., Etheridge, A.S., Matthews, H.B. Toxicol. Sci. (1998) [Pubmed]
  26. Regulation of benzoate degradation in Acinetobacter sp. strain ADP1 by BenM, a LysR-type transcriptional activator. Collier, L.S., Gaines, G.L., Neidle, E.L. J. Bacteriol. (1998) [Pubmed]
  27. benK encodes a hydrophobic permease-like protein involved in benzoate degradation by Acinetobacter sp. strain ADP1. Collier, L.S., Nichols, N.N., Neidle, E.L. J. Bacteriol. (1997) [Pubmed]
  28. Mutations in catB, the gene encoding muconate cycloisomerase, activate transcription of the distal ben genes and contribute to a complex regulatory circuit in Acinetobacter sp. strain ADP1. Cosper, N.J., Collier, L.S., Clark, T.J., Scott, R.A., Neidle, E.L. J. Bacteriol. (2000) [Pubmed]
  29. Cloning and complete nucleotide sequence determination of the catB gene encoding cis,cis-muconate lactonizing enzyme. Aldrich, T.L., Frantz, B., Gill, J.F., Kilbane, J.J., Chakrabarty, A.M. Gene (1987) [Pubmed]
  30. Transcriptional regulation, nucleotide sequence, and localization of the promoter of the catBC operon in Pseudomonas putida. Aldrich, T.L., Chakrabarty, A.M. J. Bacteriol. (1988) [Pubmed]
  31. Kinetic and structural effects of mutations of the catalytic amino-terminal proline in 4-oxalocrotonate tautomerase. Czerwinski, R.M., Johnson, W.H., Whitman, C.P. Biochemistry (1997) [Pubmed]
  32. A high pressure liquid chromatographic method for the separation and quantitation of water-soluble radiolabeled benzene metabolites. Sabourin, P.J., Bechtold, W.E., Henderson, R.F. Anal. Biochem. (1988) [Pubmed]
  33. Capillary electrophoresis determination of urinary muconic acid as a biological marker for benzene in cigarette smoke. Coutrim, M.X., Jager, A.V., de Carvalho, L.R., Tavares, M.F. Journal of capillary electrophoresis. (1997) [Pubmed]
  34. Biomarkers of human exposure to benzene. Bechtold, W.E., Henderson, R.F. Journal of toxicology and environmental health. (1993) [Pubmed]
  35. Regulation by two CatR proteins that differ in binding affinity to catB promoters expressing two cat gene clusters. Takashima, A., Murakami, S., Takenaka, S., Aoki, K. Biosci. Biotechnol. Biochem. (2001) [Pubmed]
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