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Chemical Compound Review

SureCN159120     [2,2,4-trimethyl-1-(2- methylpropanoyloxy)p...

Synonyms: LS-165102, AC1L1EO4, 16883-83-3, EINECS 240-920-1
 
 
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Disease relevance of phthalate

 

Psychiatry related information on phthalate

  • A highly conserved Id (CRIXmp-1) associated with the murine (BALB/c) humoral immune response to the hapten phthalate (Xmp) is conspicuously absent in C57BL/6 mice [6].
  • Critical period for adverse effects on development of reproductive system in male offspring of rats given di-n-butyl phthalate during late pregnancy [7].
  • Effects of phthalate esters on the locomotor activity of the freshwater amphipod Gammarus pulex [8].
 

High impact information on phthalate

  • Because of concern about tissue uptake of pasticizers used in medical equipment, di-(2-ethylhexyl) phthalate was measured by gas chromatography-mass spectrometry in neonatal heart and gastro-intestinal tissue [9].
  • Characterization of erythrocyte quality during the refrigerated storage of whole blood containing di-(2-ethylhexyl) phthalate [10].
  • Influx of [3H]thymidine or [3H]uridine was studied by centrifugation of the cells through phthalate oil mixture, and it was found that the influx of the labeled nucleosides was decreased after treatment of the cells with AD 143 [11].
  • The current report extends these findings to ask whether pro-1 or pro-2 transfectants are also sensitive to promotion of transformation by other classes of tumor promoters such as epidermal growth factor (EGF), lanthanides, and phthalate esters and to inhibition of phorbol ester promoted transformation by several classes of antipromoters [12].
  • Following induction of peroxisomes by a 2-week treatment with phthalate esters in control and Atg7-deficient livers, peroxisomal degradation was monitored within 1 week after discontinuation of phthalate esters [13].
 

Chemical compound and disease context of phthalate

 

Biological context of phthalate

  • The facts that phthalate ester metabolites, like endogenous PGs, are peroxisome proliferator-activated receptor (PPAR) agonists, and that PPARgamma agonists induce lymphocyte apoptosis suggest that phthalate esters are immunosuppressants that could act together with PGs to modulate early B cell development [18].
  • The endocytosis of Ag mediated by membrane-associated Ig (mIg) molecules has been spectrophotometrically monitored using a cell line (2C3) specific for the hapten phthalate (Xmp) and employing conjugates of Xmp and horseradish peroxidase (HRP) as the labeled ligand [19].
  • Here, we analyze the existing evidence on the link between antenatal phthalate exposure and abnormal fetal development, as well as on possible therapeutic tools to fight the adverse effect of this exposure [20].
  • Active site structure of Rieske-type proteins: electron nuclear double resonance studies of isotopically labeled phthalate dioxygenase from Pseudomonas cepacia and Rieske protein from Rhodobacter capsulatus and molecular modeling studies of a Rieske center [21].
  • The effects of substituting D178 in PDO with alanine or asparagine on the reactivity of the Rieske centers, phthalate hydroxylation, and coupling of Rieske center oxidation to DHD formation were studied previously [Pinto et al. (2006) Biochemistry 45, 9032-9041] [22].
 

Anatomical context of phthalate

  • A cross-reactive idiotype family was previously identified from a very large library of phthalate-specific hybridoma clones [23].
  • A highly conserved clonotype has been identified within the repertoire of B cells specific for the negatively charged hapten phthalate [24].
  • The specific binding of highly purified [3H]LTB4 to human PMN leukocytes was assessed both by extracting the unbound and weakly bound [3H]LTB4 with acetone at -78 degrees C and by centrifuging the PMN leukocytes through cushions of phthalate oil to separate the unbound from bound [3H]LTB4 [25].
  • Poly(A+) RNA was prepared from hepatic free polysomes of rats which had been fed di(2-ethylhexyl) phthalate for the induction of peroxisomal beta-oxidation enzymes [26].
  • Two, three and four days of daily phthalate treatment resulted in a gradual depletion of germinal cells from all tubules, leaving a Sertoli cell matrix containing a few necrotic spermatocytes and occasional normal spermatogonia [27].
 

Associations of phthalate with other chemical compounds

 

Gene context of phthalate

 

Analytical, diagnostic and therapeutic context of phthalate

  • The safety of di(2-ethylhexyl) phthalate in patients receiving hemodialysis treatment [36].
  • On Northern blotting, both cDNA inserts hybridized to 3.8-kilobase RNA which was increased about 10-fold by di(2-ethylhexyl) phthalate treatment of the rats [26].
  • Determination of 16 phthalate metabolites in urine using automated sample preparation and on-line preconcentration/high-performance liquid chromatography/tandem mass spectrometry [37].
  • These could be separated from the remaining light cells (L cells) by either centrifugation over phthalate oils, or differential osmotic haemolysis, with conservation of the mean total cell calcium [38].
  • The eluate was concentrated, and the phthalate metabolites were chromatographically resolved by reversed-phase HPLC, detected by APCI-tandem mass spectrometry, and quantified by isotope dilution [39].

References

  1. Migration of plasticizer from hemodialysis blood tubing. Preliminary report. Ono, K., Tatsukawa, R., Wakimoto, T. JAMA (1975) [Pubmed]
  2. Candidate microbicides block HIV-1 infection of human immature Langerhans cells within epithelial tissue explants. Kawamura, T., Cohen, S.S., Borris, D.L., Aquilino, E.A., Glushakova, S., Margolis, L.B., Orenstein, J.M., Offord, R.E., Neurath, A.R., Blauvelt, A. J. Exp. Med. (2000) [Pubmed]
  3. Coating of oral beclomethasone dipropionate capsules with cellulose acetate phthalate enhances delivery of topically active antiinflammatory drug to the terminal ileum. Levine, D.S., Raisys, V.A., Ainardi, V. Gastroenterology (1987) [Pubmed]
  4. Phthalate-induced Leydig cell hyperplasia is associated with multiple endocrine disturbances. Akingbemi, B.T., Ge, R., Klinefelter, G.R., Zirkin, B.R., Hardy, M.P. Proc. Natl. Acad. Sci. U.S.A. (2004) [Pubmed]
  5. Crystallographic characterization of phthalate oxygenase reductase, an iron-sulfur flavoprotein from Pseudomonas cepacia. Correll, C.C., Batie, C.J., Ballou, D.P., Ludwig, M.L. J. Biol. Chem. (1985) [Pubmed]
  6. Allelic differences in the VHOx-1 gene explain the absence of a B cell clonal dominance in the primary response of C57BL/6 mice to phthalate. Winter, D.B., Diamond, M.E., Abu-hadid, M., Falkenberg, S., Bankert, R.B. J. Immunol. (1995) [Pubmed]
  7. Critical period for adverse effects on development of reproductive system in male offspring of rats given di-n-butyl phthalate during late pregnancy. Ema, M., Miyawaki, E., Kawashima, K. Toxicol. Lett. (2000) [Pubmed]
  8. Effects of phthalate esters on the locomotor activity of the freshwater amphipod Gammarus pulex. Thurén, A., Woin, P. Bulletin of environmental contamination and toxicology. (1991) [Pubmed]
  9. Identification and measurement of plasticizer in neonatal tissues after umbilical catheters and blood products. Hillman, L.S., Goodwin, S.L., Sherman, W.R. N. Engl. J. Med. (1975) [Pubmed]
  10. Characterization of erythrocyte quality during the refrigerated storage of whole blood containing di-(2-ethylhexyl) phthalate. Estep, T.N., Pedersen, R.A., Miller, T.J., Stupar, K.R. Blood (1984) [Pubmed]
  11. Nucleoside uptake and membrane fluidity studies on N-trifluoroacetyladriamycin-14-O-hemiadipate-treated human leukemia and lymphoma cells. Lameh, J., Chuang, R.Y., Israel, M., Chuang, L.F. Cancer Res. (1989) [Pubmed]
  12. Comparison of mouse pro-1 and pro-2 transfectants for responses to tumor promoters and antipromoters. Colburn, N.H., Smith, B.M., Wendel, E.J., Nakamura, Y., Winterstein, D. Cancer Res. (1988) [Pubmed]
  13. Excess peroxisomes are degraded by autophagic machinery in mammals. Iwata, J., Ezaki, J., Komatsu, M., Yokota, S., Ueno, T., Tanida, I., Chiba, T., Tanaka, K., Kominami, E. J. Biol. Chem. (2006) [Pubmed]
  14. Diethyl phthalate, a chemotactic factor secreted by Helicobacter pylori. Keire, D.A., Anton, P., Faull, K.F., Ruth, E., Walsh, J.H., Chew, P., Quisimoro, D., Territo, M., Reeve, J.R. J. Biol. Chem. (2001) [Pubmed]
  15. Comparative pharmacokinetics and subacute toxicity of di(2-ethylhexyl) phthalate (DEHP) in rats and marmosets: extrapolation of effects in rodents to man. Rhodes, C., Orton, T.C., Pratt, I.S., Batten, P.L., Bratt, H., Jackson, S.J., Elcombe, C.R. Environ. Health Perspect. (1986) [Pubmed]
  16. Catabolism of benzoate and phthalate in Rhodococcus sp. strain RHA1: redundancies and convergence. Patrauchan, M.A., Florizone, C., Dosanjh, M., Mohn, W.W., Davies, J., Eltis, L.D. J. Bacteriol. (2005) [Pubmed]
  17. Metabolism of dibutylphthalate and phthalate by Micrococcus sp. strain 12B. Eaton, R.W., Ribbons, D.W. J. Bacteriol. (1982) [Pubmed]
  18. Environmental and endogenous peroxisome proliferator-activated receptor gamma agonists induce bone marrow B cell growth arrest and apoptosis: interactions between mono(2-ethylhexyl)phthalate, 9-cis-retinoic acid, and 15-deoxy-Delta12,14-prostaglandin J2. Schlezinger, J.J., Howard, G.J., Hurst, C.H., Emberley, J.K., Waxman, D.J., Webster, T., Sherr, D.H. J. Immunol. (2004) [Pubmed]
  19. Endocytosis of antigen, anti-idiotype, and anti-immunoglobulin antibodies and receptor re-expression by murine B cells. Drake, J.R., Repasky, E.A., Bankert, R.B. J. Immunol. (1989) [Pubmed]
  20. In utero exposure to phthalates and fetal development. Latini, G., Del Vecchio, A., Massaro, M., Verrotti, A., DE Felice, C. Current medicinal chemistry. (2006) [Pubmed]
  21. Active site structure of Rieske-type proteins: electron nuclear double resonance studies of isotopically labeled phthalate dioxygenase from Pseudomonas cepacia and Rieske protein from Rhodobacter capsulatus and molecular modeling studies of a Rieske center. Gurbiel, R.J., Doan, P.E., Gassner, G.T., Macke, T.J., Case, D.A., Ohnishi, T., Fee, J.A., Ballou, D.P., Hoffman, B.M. Biochemistry (1996) [Pubmed]
  22. The "bridging" aspartate 178 in phthalate dioxygenase facilitates interactions between the Rieske center and the iron(II)--mononuclear center. Tarasev, M., Pinto, A., Kim, D., Elliott, S.J., Ballou, D.P. Biochemistry (2006) [Pubmed]
  23. A new cross-reactive idiotype-defined family in the phthalate humoral immune response of mice. I. Linkage of VH-Xmp to IgCH allotype locus and mapping with respect to other known VH genes. Luo, S.C., Bankert, R.B. J. Immunol. (1987) [Pubmed]
  24. Cross-reactive idiotype family observed in the phthalate-specific B cell repertoire of adult BALB/c mice: diversity of IgM compared with IgG monoclonal anti-phthalate antibodies. Luo, S.C., Bankert, R.B. J. Immunol. (1985) [Pubmed]
  25. Specific binding of leukotriene B4 to receptors on human polymorphonuclear leukocytes. Goldman, D.W., Goetzl, E.J. J. Immunol. (1982) [Pubmed]
  26. Molecular cloning of cDNA for rat acyl-CoA oxidase. Osumi, T., Ozasa, H., Hashimoto, T. J. Biol. Chem. (1984) [Pubmed]
  27. The morphological development of di-N-pentyl phthalate induced testicular atrophy in the rat. Creasy, D.M., Foster, J.R., Foster, P.M. J. Pathol. (1983) [Pubmed]
  28. Rat 17 beta-hydroxysteroid dehydrogenase type IV is a novel peroxisome proliferator-inducible gene. Corton, J.C., Bocos, C., Moreno, E.S., Merritt, A., Marsman, D.S., Sausen, P.J., Cattley, R.C., Gustafsson, J.A. Mol. Pharmacol. (1996) [Pubmed]
  29. Electron paramagnetic resonance measurements of the ferrous mononuclear site of phthalate dioxygenase substituted with alternate divalent metal ions: direct evidence for ligation of two histidines in the copper(II)-reconstituted protein. Coulter, E.D., Moon, N., Batie, C.J., Dunham, W.R., Ballou, D.P. Biochemistry (1999) [Pubmed]
  30. Determination of serum and urinary aluminum by HPLC with fluorometric detection of Al-lumogallion complex. Lee, B.L., Chua, L.H., Ong, H.Y., Yang, H.G., Wu, J., Ong, C.N. Clin. Chem. (1996) [Pubmed]
  31. The endocrine disrupting chemical, diethylhexyl phthalate, activates MDR1 gene expression in human colon cancer LS174T cells. Takeshita, A., Inagaki, K., Igarashi-Migitaka, J., Ozawa, Y., Koibuchi, N. J. Endocrinol. (2006) [Pubmed]
  32. Environmental phthalate monoesters activate pregnane X receptor-mediated transcription. Hurst, C.H., Waxman, D.J. Toxicol. Appl. Pharmacol. (2004) [Pubmed]
  33. Regulation of inhibin beta chains and follistatin mRNA levels during rat hepatocyte growth induced by the peroxisome proliferator di-n-butyl phthalate. Kobayashi, T., Niimi, S., Fukuoka, M., Hayakawa, T. Biol. Pharm. Bull. (2002) [Pubmed]
  34. Structural prototypes for an extended family of flavoprotein reductases: comparison of phthalate dioxygenase reductase with ferredoxin reductase and ferredoxin. Correll, C.C., Ludwig, M.L., Bruns, C.M., Karplus, P.A. Protein Sci. (1993) [Pubmed]
  35. Electrostatic properties deduced from refined structures of NADH-cytochrome b5 reductase and the other flavin-dependent reductases: pyridine nucleotide-binding and interaction with an electron-transfer partner. Nishida, H., Miki, K. Proteins (1996) [Pubmed]
  36. The safety of di(2-ethylhexyl) phthalate in patients receiving hemodialysis treatment. Blumenthal, F., Lundin, A.P. JAMA (1986) [Pubmed]
  37. Determination of 16 phthalate metabolites in urine using automated sample preparation and on-line preconcentration/high-performance liquid chromatography/tandem mass spectrometry. Kato, K., Silva, M.J., Needham, L.L., Calafat, A.M. Anal. Chem. (2005) [Pubmed]
  38. Detection and separation of human red cells with different calcium contents following uniform calcium permeabilization. García-Sancho, J., Lew, V.L. J. Physiol. (Lond.) (1988) [Pubmed]
  39. Quantitative detection of eight phthalate metabolites in human urine using HPLC-APCI-MS/MS. Blount, B.C., Milgram, K.E., Silva, M.J., Malek, N.A., Reidy, J.A., Needham, L.L., Brock, J.W. Anal. Chem. (2000) [Pubmed]
 
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