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Chemical Compound Review

SureCN23485     1-[(2R,5S)-5- (hydroxymethyl)oxolan-2-yl]- 5...

Synonyms: CHEMBL444314, AG-F-15911, ddT & GM-CSF, ANW-44704, CHEBI:186554, ...
 
 
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Disease relevance of DDT

  • CONCLUSIONS: Our data do not support the hypothesis that exposure to DDT and PCBs increases the risk of breast cancer [1].
  • DDT-induced feminization of gull embryos [2].
  • IMPLICATIONS: These results may indicate that DDT can cause pancreatic cancer in humans under circumstances of heavy and prolonged exposure [3].
  • INTERPRETATION: The findings strongly suggest that DDT use increases preterm births, which is a major contributor to infant mortality [4].
  • Several studies suggest that there may be an association between the agricultural use of the organochlorine 1,1,1-trichloro-2,2'bis(p-chlorophenyl)ethane (DDT) and increased risk of non-Hodgkin lymphoma [5].
 

Psychiatry related information on DDT

  • DDT-treated rats had a significantly lower mammary tumor incidence, prolonged tumor latency period, and fewer tumors per rat than did the control group [6].
  • EDA-imprinted sol-gels, deposited as films on glass microscope slides, were shown to quantitatively detect DDT in water to a limit-of-detection of 50 ppt with a response time of <60 s [7].
  • Avian species thus reflect biological magnification of BHC and DDT residues, presumably due to their food habits [8].
  • These findings are discussed in relation to previous reports of the behavior of An. minimus s.l., particularly in light of suggestions that An. minimus s.l. has changed its feeding behavior in response to DDT spraying [9].
  • Increased spontaneous locomotor activity in the fiddler crab, Uca pugilator, after exposure to a sublethal concentration of DDT [10].
 

High impact information on DDT

 

Chemical compound and disease context of DDT

 

Biological context of DDT

  • The chlorinated hydrocarbons DDT and PCB's (polychlorinated biphenyls), ubiquitous pollutants of the marine environment, have been observed to reduce the cell division rate of marine phytoplankton, thereby indirectly reducing the total photosynthetic carbon fixation in treated cultures [19].
  • Increased risks of NHL were also observed among those with occupational exposure to organochlorine insecticides, such as DDT [1.82 (1.04-3.2)] and organic solvents [1.35 (1.06-1.7)], and to other chemicals typically encountered in the agricultural, forestry, or wood products industries [20].
  • DDT -- a novel domain in different transcription and chromosome remodeling factors [21].
  • Homology-based sequence analyses have revealed the presence of a novel domain (DDT) in bromodomain PHD finger transcription factors (BPTFs), chromatin remodeling factors of the BAZ-family and other putative nuclear proteins [21].
  • Thus we must reject the hypothesis that the insertion of a long terminal repeat leads to DDT susceptibility in Drosophila [22].
 

Anatomical context of DDT

 

Associations of DDT with other chemical compounds

 

Gene context of DDT

  • The interaction of Acf1 with ISWI requires a DDT domain, which has been found in a variety of transcription and chromatin-remodeling factors [31].
  • High expression of Cyp6g1, a cytochrome P450 gene, does not necessarily confer DDT resistance in Drosophila melanogaster [32].
  • The level of expression of the Cyp6a2 gene is much higher in the DDT-resistant 91-R strain than in the susceptible 91-C strain of Drosophila melanogaster (Waters et al. (1992b) Proc. Natl. Acad. Sci. USA, 89, 4855-4859) [33].
  • PR mRNA expression in MCF-7 cells was up regulated after administration of COU and DDT, whereas treatment with BPA and OCT did not effect PR mRNA expression [34].
  • Point mutations in the Drosophila sodium channel gene para associated with resistance to DDT and pyrethroid insecticides [35].
 

Analytical, diagnostic and therapeutic context of DDT

References

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  2. DDT-induced feminization of gull embryos. Fry, D.M., Toone, C.K. Science (1981) [Pubmed]
  3. DDT and related compounds and risk of pancreatic cancer. Garabrant, D.H., Held, J., Langholz, B., Peters, J.M., Mack, T.M. J. Natl. Cancer Inst. (1992) [Pubmed]
  4. Association between maternal serum concentration of the DDT metabolite DDE and preterm and small-for-gestational-age babies at birth. Longnecker, M.P., Klebanoff, M.A., Zhou, H., Brock, J.W. Lancet (2001) [Pubmed]
  5. A nested case-control study of non-Hodgkin lymphoma and serum organochlorine residues. Rothman, N., Cantor, K.P., Blair, A., Bush, D., Brock, J.W., Helzlsouer, K., Zahm, S.H., Needham, L.L., Pearson, G.R., Hoover, R.N., Comstock, G.W., Strickland, P.T. Lancet (1997) [Pubmed]
  6. Protection by 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane (DDT) against mammary tumors and leukemia during prolonged feeding of 7,12-dimethylbenz(a)anthracene to female rats. Silinskas, K.C., Okey, A.B. J. Natl. Cancer Inst. (1975) [Pubmed]
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  9. Biting behavior and seasonal variation in the abundance of Anopheles minimus species A and C in Thailand. Rwegoshora, R.T., Sharpe, R.G., Baisley, K.J., Kittayapong, P. Southeast Asian J. Trop. Med. Public Health (2002) [Pubmed]
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  13. Asymmetrical currents and sodium currents in Ranvier nodes exposed to DDT. Dubois, J.M., Bergman, C. Nature (1977) [Pubmed]
  14. Oxidation of persistent environmental pollutants by a white rot fungus. Bumpus, J.A., Tien, M., Wright, D., Aust, S.D. Science (1985) [Pubmed]
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  16. Human immunodeficiency virus type 1 reverse transcriptase. 3'-Azidodeoxythymidine 5'-triphosphate inhibition indicates two-step binding for template-primer. Jaju, M., Beard, W.A., Wilson, S.H. J. Biol. Chem. (1995) [Pubmed]
  17. Zidovudine (azido dideoxythymidine) inhibits characteristic early alterations of lymphoid cell populations in retrovirus-induced murine AIDS. Portnoi, D., Stall, A.M., Schwartz, D., Merigan, T.C., Herzenberg, L.A., Basham, T. J. Immunol. (1990) [Pubmed]
  18. Anti-human immunodeficiency virus type 1 activity of hydroxyurea in combination with 2',3'-dideoxynucleosides. Gao, W.Y., Johns, D.G., Mitsuya, H. Mol. Pharmacol. (1994) [Pubmed]
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  20. Soft tissue sarcoma and non-Hodgkin's lymphoma in relation to phenoxyherbicide and chlorinated phenol exposure in western Washington. Woods, J.S., Polissar, L., Severson, R.K., Heuser, L.S., Kulander, B.G. J. Natl. Cancer Inst. (1987) [Pubmed]
  21. DDT -- a novel domain in different transcription and chromosome remodeling factors. Doerks, T., Copley, R., Bork, P. Trends Biochem. Sci. (2001) [Pubmed]
  22. Noninvolvement of the long terminal repeat of transposable element 17.6 in insecticide resistance in Drosophila. Delpuech, J.M., Aquadro, C.F., Roush, R.T. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  23. Environmental estrogen stimulation of growth and estrogen receptor function in preneoplastic and cancerous human breast cell lines. Shekhar, P.V., Werdell, J., Basrur, V.S. J. Natl. Cancer Inst. (1997) [Pubmed]
  24. Serum concentrations of organochlorine compounds and K-ras mutations in exocrine pancreatic cancer. PANKRAS II Study Group. Porta, M., Malats, N., Jariod, M., Grimalt, J.O., Rifà, J., Carrato, A., Guarner, L., Salas, A., Santiago-Silva, M., Corominas, J.M., Andreu, M., Real, F.X. Lancet (1999) [Pubmed]
  25. Specific substitutions at amino acid 256 of the sarcoplasmic/endoplasmic reticulum Ca2+ transport ATPase mediate resistance to thapsigargin in thapsigargin-resistant hamster cells. Yu, M., Zhong, L., Rishi, A.K., Khadeer, M., Inesi, G., Hussain, A., Zhang, L. J. Biol. Chem. (1998) [Pubmed]
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  29. Metabolism of 1,1,1-trichloro-2,2-bis(p-chlorophenyl)ethane (DDT), 1,1-dichloro-2,2-bis(p-chlorophenyl)ethane, and 1-chloro-2,2-bis(p-chlorophenyl)ethene in the hamster. Gold, B., Brunk, G. Cancer Res. (1983) [Pubmed]
  30. Cellular phosphorylation of anti-HIV nucleosides. Role of nucleoside diphosphate kinase. Bourdais, J., Biondi, R., Sarfati, S., Guerreiro, C., Lascu, I., Janin, J., Véron, M. J. Biol. Chem. (1996) [Pubmed]
  31. Binding of Acf1 to DNA involves a WAC motif and is important for ACF-mediated chromatin assembly. Fyodorov, D.V., Kadonaga, J.T. Mol. Cell. Biol. (2002) [Pubmed]
  32. High expression of Cyp6g1, a cytochrome P450 gene, does not necessarily confer DDT resistance in Drosophila melanogaster. Kuruganti, S., Lam, V., Zhou, X., Bennett, G., Pittendrigh, B.R., Ganguly, R. Gene (2007) [Pubmed]
  33. Three second chromosome-linked clustered Cyp6 genes show differential constitutive and barbital-induced expression in DDT-resistant and susceptible strains of Drosophila melanogaster. Maitra, S., Dombrowski, S.M., Waters, L.C., Ganguly, R. Gene (1996) [Pubmed]
  34. Effects of the environmental estrogens bisphenol A, o,p'-DDT, p-tert-octylphenol and coumestrol on apoptosis induction, cell proliferation and the expression of estrogen sensitive molecular parameters in the human breast cancer cell line MCF-7. Diel, P., Olff, S., Schmidt, S., Michna, H. J. Steroid Biochem. Mol. Biol. (2002) [Pubmed]
  35. Point mutations in the Drosophila sodium channel gene para associated with resistance to DDT and pyrethroid insecticides. Pittendrigh, B., Reenan, R., ffrench-Constant, R.H., Ganetzky, B. Mol. Gen. Genet. (1997) [Pubmed]
  36. Cross-sectional study of a community with exceptional exposure to DDT. Kreiss, K., Zack, M.M., Kimbrough, R.D., Needham, L.L., Smrek, A.L., Jones, B.T. JAMA (1981) [Pubmed]
  37. A case-control study of self-reported exposures to pesticides and pancreas cancer in southeastern Michigan. Fryzek, J.P., Garabrant, D.H., Harlow, S.D., Severson, R.K., Gillespie, B.W., Schenk, M., Schottenfeld, D. Int. J. Cancer (1997) [Pubmed]
  38. Heterologous expression of four glutathione transferase genes genetically linked to a major insecticide-resistance locus from the malaria vector Anopheles gambiae. Ortelli, F., Rossiter, L.C., Vontas, J., Ranson, H., Hemingway, J. Biochem. J. (2003) [Pubmed]
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