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Chemical Compound Review

Thiophosphate     trioxido-sulfanylidene- phosphorane

Synonyms: AG-D-98915, AC1L4ZLV, CTK0H9591, AR-1L0899, LS-108331, ...
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Disease relevance of trioxido-thioxo-phosphorane

  • The phosphorothioate stereoselectivity of the corresponding steps of phage Mu transposition and HIV DNA integration matches that of Tn10 reaction, indicating a common mode of substrate-active site interactions for this class of DNA transposition reactions [1].
  • We studied the effects of antisense phosphorothioate oligodeoxynucleotide (ODN) against this enzyme using gene transfer mediated by a hemagglutinating virus of Japan (HVJ)-liposome complex intraluminally delivered to inhibit the intimal hyperplasia [2].
  • Local administration of p65 antisense phosphorothioate oligonucleotides abrogated clinical and histological signs of colitis and was more effective in treating TNBS-induced colitis than single or daily administration of glucocorticoids [3].
  • To determine whether the expression of uPAR and alpha v were linked, alpha v synthesis in the metastatic melanoma cells was suppressed using alpha v antisense phosphorothioate oligonucleotides [4].
  • To test the hypothesis that inhibition of the expression of this key enzyme can inhibit intimal hyperplasia, we studied the effect of antisense phosphorothioate oligodeoxynucleotides (ODN) against cdk 2 kinase administered by intraluminal delivery using hemagglutinating virus of Japan (HVJ)-liposome-mediated transfer [5].

Psychiatry related information on trioxido-thioxo-phosphorane


High impact information on trioxido-thioxo-phosphorane


Chemical compound and disease context of trioxido-thioxo-phosphorane


Biological context of trioxido-thioxo-phosphorane


Anatomical context of trioxido-thioxo-phosphorane


Associations of trioxido-thioxo-phosphorane with other chemical compounds


Gene context of trioxido-thioxo-phosphorane


Analytical, diagnostic and therapeutic context of trioxido-thioxo-phosphorane

  • Nevertheless, preclinical animal studies now suggest that phosphorothioate ODNs may be more permeable in certain animal tissues than in cell culture, raising hopes that antisense mechanisms can be exploited pharmacologically [32].
  • Phosphodiester oligonucleotides are nuclease sensitive, and the more nuclease-resistant phosphorothioate oligonucleotides are now in common use in the laboratory and have entered clinical trials [33].
  • As these phosphorothioate-containing polymers are stable to degradation by nucleases and the sulfur atom confers many favourable chemical properties, several applications in molecular biology have been developed, including new methods for site-directed mutagenesis and DNA sequencing [34].
  • For 7 consecutive days, beginning 1 day after tumor cell transplantation, the mice were given either a DNA phosphorothioate oligonucleotide complementary to c-myc codons 1-5 (myc6) or other c-myc-related oligonucleotides at a dose of 0.76 mg per day subcutaneously [35].
  • Selective inhibition of endogenous MDGI expression in MEC by antisense phosphorothioate oligonucleotides suppresses appearance of alveolar end buds and lowers the beta-casein level in organ cultures [36].


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  2. Prevention of graft coronary arteriosclerosis by antisense cdk2 kinase oligonucleotide. Suzuki, J., Isobe, M., Morishita, R., Aoki, M., Horie, S., Okubo, Y., Kaneda, Y., Sawa, Y., Matsuda, H., Ogihara, T., Sekiguchi, M. Nat. Med. (1997) [Pubmed]
  3. Local administration of antisense phosphorothioate oligonucleotides to the p65 subunit of NF-kappa B abrogates established experimental colitis in mice. Neurath, M.F., Pettersson, S., Meyer zum Büschenfelde, K.H., Strober, W. Nat. Med. (1996) [Pubmed]
  4. Coordinated expression of the vitronectin receptor and the urokinase-type plasminogen activator receptor in metastatic melanoma cells. Nip, J., Rabbani, S.A., Shibata, H.R., Brodt, P. J. Clin. Invest. (1995) [Pubmed]
  5. Intimal hyperplasia after vascular injury is inhibited by antisense cdk 2 kinase oligonucleotides. Morishita, R., Gibbons, G.H., Ellison, K.E., Nakajima, M., von der Leyen, H., Zhang, L., Kaneda, Y., Ogihara, T., Dzau, V.J. J. Clin. Invest. (1994) [Pubmed]
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  8. Mac-1 (CD11b/CD18) is an oligodeoxynucleotide-binding protein. Benimetskaya, L., Loike, J.D., Khaled, Z., Loike, G., Silverstein, S.C., Cao, L., el Khoury, J., Cai, T.Q., Stein, C.A. Nat. Med. (1997) [Pubmed]
  9. Antitumor activity of a phosphorothioate antisense oligodeoxynucleotide targeted against C-raf kinase. Monia, B.P., Johnston, J.F., Geiger, T., Muller, M., Fabbro, D. Nat. Med. (1996) [Pubmed]
  10. A pharmacologic target of G3139 in melanoma cells may be the mitochondrial VDAC. Lai, J.C., Tan, W., Benimetskaya, L., Miller, P., Colombini, M., Stein, C.A. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
  11. A DNA fragment with an alpha-phosphorothioate nucleotide at one end is asymmetrically blocked from digestion by exonuclease III and can be replicated in vivo. Putney, S.D., Benkovic, S.J., Schimmel, P.R. Proc. Natl. Acad. Sci. U.S.A. (1981) [Pubmed]
  12. Effect of the chemoprotective agent WR-2721 on disposition and biotransformations of ormaplatin in the Fischer 344 rat bearing a fibrosarcoma. Thompson, D.C., Wyrick, S.D., Holbrook, D.J., Chaney, S.G. Cancer Res. (1995) [Pubmed]
  13. c-myc antisense oligodeoxynucleotides enhance the efficacy of cisplatin in melanoma chemotherapy in vitro and in nude mice. Citro, G., D'Agnano, I., Leonetti, C., Perini, R., Bucci, B., Zon, G., Calabretta, B., Zupi, G. Cancer Res. (1998) [Pubmed]
  14. Down-regulation of Polo-like kinase 1 elevates drug sensitivity of breast cancer cells in vitro and in vivo. Spänkuch, B., Heim, S., Kurunci-Csacsko, E., Lindenau, C., Yuan, J., Kaufmann, M., Strebhardt, K. Cancer Res. (2006) [Pubmed]
  15. The stereochemical course of amino acid activation by methionyl- and tyrosyl-tRNA synthetases. Langdon, S.P., Lowe, G. Nature (1979) [Pubmed]
  16. DNA and RNA sequence determination based on phosphorothioate chemistry. Gish, G., Eckstein, F. Science (1988) [Pubmed]
  17. Regulation of gene expression with double-stranded phosphorothioate oligonucleotides. Bielinska, A., Shivdasani, R.A., Zhang, L.Q., Nabel, G.J. Science (1990) [Pubmed]
  18. Evidence for two active sites in the spliceosome provided by stereochemistry of pre-mRNA splicing. Moore, M.J., Sharp, P.A. Nature (1993) [Pubmed]
  19. Treatment of allergic airway inflammation and hyperresponsiveness by antisense-induced local blockade of GATA-3 expression. Finotto, S., De Sanctis, G.T., Lehr, H.A., Herz, U., Buerke, M., Schipp, M., Bartsch, B., Atreya, R., Schmitt, E., Galle, P.R., Renz, H., Neurath, M.F. J. Exp. Med. (2001) [Pubmed]
  20. Antisense proliferating cell nuclear antigen oligonucleotides inhibit intimal hyperplasia in a rat carotid artery injury model. Simons, M., Edelman, E.R., Rosenberg, R.D. J. Clin. Invest. (1994) [Pubmed]
  21. Sequence-independent inhibition of in vitro vascular smooth muscle cell proliferation, migration, and in vivo neointimal formation by phosphorothioate oligodeoxynucleotides. Wang, W., Chen, H.J., Schwartz, A., Cannon, P.J., Stein, C.A., Rabbani, L.E. J. Clin. Invest. (1996) [Pubmed]
  22. An antisense oligonucleotide complementary to a sequence in I gamma 2b increases gamma 2b germline transcripts, stimulates B cell DNA synthesis, and inhibits immunoglobulin secretion. Tanaka, T., Chu, C.C., Paul, W.E. J. Exp. Med. (1992) [Pubmed]
  23. Cellular penetration and antisense activity by a phenoxazine-substituted heptanucleotide. Flanagan, W.M., Wagner, R.W., Grant, D., Lin, K.Y., Matteucci, M.D. Nat. Biotechnol. (1999) [Pubmed]
  24. Site-specific excision from RNA by RNase H and mixed-phosphate-backbone oligodeoxynucleotides. Agrawal, S., Mayrand, S.H., Zamecnik, P.C., Pederson, T. Proc. Natl. Acad. Sci. U.S.A. (1990) [Pubmed]
  25. Human nucleotide excision nuclease removes thymine dimers from DNA by incising the 22nd phosphodiester bond 5' and the 6th phosphodiester bond 3' to the photodimer. Huang, J.C., Svoboda, D.L., Reardon, J.T., Sancar, A. Proc. Natl. Acad. Sci. U.S.A. (1992) [Pubmed]
  26. The antiproliferative activity of c-myb and c-myc antisense oligonucleotides in smooth muscle cells is caused by a nonantisense mechanism. Burgess, T.L., Fisher, E.F., Ross, S.L., Bready, J.V., Qian, Y.X., Bayewitch, L.A., Cohen, A.M., Herrera, C.J., Hu, S.S., Kramer, T.B. Proc. Natl. Acad. Sci. U.S.A. (1995) [Pubmed]
  27. Cell-surface perturbations of the epidermal growth factor and vascular endothelial growth factor receptors by phosphorothioate oligodeoxynucleotides. Rockwell, P., O'Connor, W.J., King, K., Goldstein, N.I., Zhang, L.M., Stein, C.A. Proc. Natl. Acad. Sci. U.S.A. (1997) [Pubmed]
  28. Synergistic activation of p53 by inhibition of MDM2 expression and DNA damage. Chen, L., Agrawal, S., Zhou, W., Zhang, R., Chen, J. Proc. Natl. Acad. Sci. U.S.A. (1998) [Pubmed]
  29. Depletion of mitogen-activated protein kinase using an antisense oligodeoxynucleotide approach downregulates the phenylephrine-induced hypertrophic response in rat cardiac myocytes. Glennon, P.E., Kaddoura, S., Sale, E.M., Sale, G.J., Fuller, S.J., Sugden, P.H. Circ. Res. (1996) [Pubmed]
  30. The Jun kinase 2 isoform is preferentially required for epidermal growth factor-induced transformation of human A549 lung carcinoma cells. Bost, F., McKay, R., Bost, M., Potapova, O., Dean, N.M., Mercola, D. Mol. Cell. Biol. (1999) [Pubmed]
  31. Coordinate expression and developmental role of Id2 protein and TAL1/E2A heterodimer in erythroid progenitor differentiation. Condorelli, G., Vitelli, L., Valtieri, M., Marta, I., Montesoro, E., Lulli, V., Baer, R., Peschle, C. Blood (1995) [Pubmed]
  32. In pursuit of antisense. Matteucci, M.D., Wagner, R.W. Nature (1996) [Pubmed]
  33. Antisense oligonucleotides: promise and reality. Lebedeva, I., Stein, C.A. Annu. Rev. Pharmacol. Toxicol. (2001) [Pubmed]
  34. Phosphorothioates in molecular biology. Eckstein, F., Gish, G. Trends Biochem. Sci. (1989) [Pubmed]
  35. Antisense c-myc and immunostimulatory oligonucleotide inhibition of tumorigenesis in a murine B-cell lymphoma transplant model. Smith, J.B., Wickstrom, E. J. Natl. Cancer Inst. (1998) [Pubmed]
  36. Members of the fatty acid binding protein family are differentiation factors for the mammary gland. Yang, Y., Spitzer, E., Kenney, N., Zschiesche, W., Li, M., Kromminga, A., Müller, T., Spener, F., Lezius, A., Veerkamp, J.H. J. Cell Biol. (1994) [Pubmed]
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