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Chemical Compound Review

AG-E-31507     5-phenylmethoxy-2- (thiocyanatomethyl)pyran...

Synonyms: CTK4D7899, AC1L327C, 181494-14-4, 183582-31-2, 5-Benzyloxy-2-thiocyanatomethyl-4-pyranone
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Disease relevance of Zeocin

  • By selection with Zeocin, a mixed population of pAM3-IRES-Zeo-transfected NIH3T3 cells (AMIZ cells) was maintained with little or no DNA methylation of the helper virus 5' LTR [1].
  • When Zeocin selection was withdrawn from AMIZ cells, methylation of the 5' LTR increased from 17 to 36% of the population during 67 days of continuous culture and the cells became susceptible to superinfection [1].
  • To explore the feasibility of skeletal gene and cell therapies, we transduced murine bone marrow-derived mesenchymal stem cells (MSCs) with a retrovirus carrying the enhanced green fluorescent protein and zeocin-resistance genes prior to transplantation into 2-day-old immunocompetent neonatal mice [2].
  • A cloning/shuttle vector, containing ten unique restriction sites, was constructed which allows for selection of Zeocin resistance in insect cell lines and in Escherichia coli [3].
  • Baculovirus immediate-early promoter-mediated expression of the Zeocin resistance gene for use as a dominant selectable marker in dipteran and lepidopteran insect cell lines [3].

High impact information on Zeocin


Chemical compound and disease context of Zeocin

  • A HAT-sensitive/zeocin-resistant DC clone (XS106-7 Zeo) was fused with a GFP-transduced fibrosarcoma clone (S1509a-GFP) by polyethylene glycol and heterotypic hybrid clones were established by limiting dilution in the presence of HAT and zeocin [7].

Biological context of Zeocin


Anatomical context of Zeocin


Associations of Zeocin with other chemical compounds

  • The antibiotic Zeocin, a derivative of phleomycin, was evaluated for use as a selection system in both dipteran and lepidopteran insect cell lines [3].
  • Here, we transfected CHO hamster cells with the pcDNA3.1/Zeo plasmid, and selected transfectants with Zeocin, a bleomycin analog which produces DSBs [17].
  • Using this promoter to regulate expression of a zeocin resistance gene in M. smegmatis, we show that the test strain exhibits increased sensitivity to zeocin at a low concentration of acetamide compared with a fully resistant phenotype at high doses of the inducer [18].
  • The 2 micro -based pCRE3 carries the aureobasidin A, zeocin and URA3 markers. pCRE3 is easily cured by growth in nonselective medium without active counterselection [19].

Gene context of Zeocin

  • The zeocin marker is present on both the pB3 PGK and on pCRE3, so that screening for zeocin sensitivity indicates both chromosomal marker loss and loss of the pCRE3 vector [20].
  • METHODS: A lipofection technique was used to transfect a betaTC-3 tumor cell line with a plasmid (pcDNA3.1/Zeo) carrying the Fas-L gene and a zeocin resistance gene [21].
  • Selection was carried out in G418 (InR1-G9/PC1) or Zeocin (InR1-G9/ASPC2) [22].
  • Transfection of CHO-K1 cells by this vector and subsequent selection by Zeocin resulted in cell lines that express and secrete EGFP, a variant of the green fluorescent protein GFP [23].
  • This suggests that a p53-independent mitochondrial caspase cascade pathway is primarily involved in Zeocin-induced apoptosis [15].

Analytical, diagnostic and therapeutic context of Zeocin

  • Zeocin-resistant Arabidopsis calli were used to generate a suspension cell culture [9].
  • To establish in vivo growth, DSGFP cells were subsequently injected intraperitoneally (i.p.) without additional selection by zeocin and GFP expression was monitored by flow cytometry [24].
  • The resulting vectors enabled selection of Zeocin-resistant clones after transformation by LiCl method and electroporation [25].
  • RESULTS: Zeocin resistance and RT-PCR confirmed successful transfection of Fas-L into NB cells [26].
  • We hypothesize that Zeocin could be active against cervical cancer cell resistance to conventional chemotherapy and postulate that Zeocin is a novel candidate for the development of new chemotherapeutic treatments of gynecological cancers [15].


  1. Chimeric retroviral helper virus and picornavirus IRES sequence to eliminate DNA methylation for improved retroviral packaging cells. Young, W.B., Link, C.J. J. Virol. (2000) [Pubmed]
  2. The fate of mesenchymal stem cells transplanted into immunocompetent neonatal mice: implications for skeletal gene therapy via stem cells. Niyibizi, C., Wang, S., Mi, Z., Robbins, P.D. Mol. Ther. (2004) [Pubmed]
  3. Baculovirus immediate-early promoter-mediated expression of the Zeocin resistance gene for use as a dominant selectable marker in dipteran and lepidopteran insect cell lines. Pfeifer, T.A., Hegedus, D.D., Grigliatti, T.A., Theilmann, D.A. Gene (1997) [Pubmed]
  4. Functional genomics of eukaryotic photosynthesis using insertional mutagenesis of Chlamydomonas reinhardtii. Dent, R.M., Haglund, C.M., Chin, B.L., Kobayashi, M.C., Niyogi, K.K. Plant Physiol. (2005) [Pubmed]
  5. Construction and characterization of a replication-competent retroviral shuttle vector plasmid. Oh, J., Julias, J.G., Ferris, A.L., Hughes, S.H. J. Virol. (2002) [Pubmed]
  6. Targeted correction of a defective selectable marker gene in human epithelial cells by small DNA fragments. Colosimo, A., Goncz, K.K., Novelli, G., Dallapiccola, B., Gruenert, D.C. Mol. Ther. (2001) [Pubmed]
  7. New strategy for efficient selection of dendritic cell-tumor hybrids and clonal heterogeneity of resulting hybrids. Matsue, H., Matsue, K., Edelbaum, D., Walters, M., Morita, A., Takashima, A. Cancer Biol. Ther. (2004) [Pubmed]
  8. Overexpression of 15-lipoxygenase-1 in PC-3 human prostate cancer cells increases tumorigenesis. Kelavkar, U.P., Nixon, J.B., Cohen, C., Dillehay, D., Eling, T.E., Badr, K.F. Carcinogenesis (2001) [Pubmed]
  9. A Turnip yellow mosaic virus infection system in Arabidopsis suspension cell culture. Camborde, L., Tournier, V., Noizet, M., Jupin, I. FEBS Lett. (2007) [Pubmed]
  10. Camptothecin and Zeocin can increase p53 levels during all cell cycle stages. Houser, S., Koshlatyi, S., Lu, T., Gopen, T., Bargonetti, J. Biochem. Biophys. Res. Commun. (2001) [Pubmed]
  11. Characterization of the Trypanosoma cruzi Rad51 gene and its role in recombination events associated with the parasite resistance to ionizing radiation. Regis-da-Silva, C.G., Freitas, J.M., Passos-Silva, D.G., Furtado, C., Augusto-Pinto, L., Pereira, M.T., Darocha, W.D., Franco, G.R., Macedo, A.M., Hoffmann, J.S., Cazaux, C., Pena, S.D., Teixeira, S.M., Machado, C.R. Mol. Biochem. Parasitol. (2006) [Pubmed]
  12. Feasibility of CTLA4Ig gene delivery and expression in vivo using retrovirally transduced myeloid dendritic cells that induce alloantigen-specific T cell anergy in vitro. Takayama, T., Morelli, A.E., Robbins, P.D., Tahara, H., Thomson, A.W. Gene Ther. (2000) [Pubmed]
  13. Transgene expression after stable transfer of a mammalian artificial chromosome into human hematopoietic cells. Vanderbyl, S.L., Sullenbarger, B., White, N., Perez, C.F., MacDonald, G.N., Stodola, T., Bunnell, B.A., Ledebur, H.C., Lasky, L.C. Exp. Hematol. (2005) [Pubmed]
  14. Isolation and enrichment of skeletal muscle progenitor cells from mouse bone marrow. Bhagavati, S., Xu, W. Biochem. Biophys. Res. Commun. (2004) [Pubmed]
  15. The time-dependent serial gene response to Zeocin treatment involves caspase-dependent apoptosis in HeLa cells. Hwang, J., Kim, Y.Y., Huh, S., Shim, J., Park, C., Kimm, K., Choi, D.K., Park, T.K., Kim, S. Microbiol. Immunol. (2005) [Pubmed]
  16. Fusion of green fluorescent protein with the Zeocin-resistance marker allows visual screening and drug selection of transfected eukaryotic cells. Bennett, R.P., Cox, C.A., Hoeffler, J.P. BioTechniques (1998) [Pubmed]
  17. Chronic exposure to sublethal doses of radiation mimetic Zeocin selects for clones deficient in homologous recombination. Delacôte, F., Deriano, L., Lambert, S., Bertrand, P., Saintigny, Y., Lopez, B.S. Mutat. Res. (2007) [Pubmed]
  18. Towards establishing a method to screen for inhibitors of essential genes in mycobacteria: evaluation of the acetamidase promoter. Raghunand, T.R., Bishai, W.R., Chen, P. Int. J. Antimicrob. Agents (2006) [Pubmed]
  19. Multiple gene expression by chromosomal integration and CRE-loxP-mediated marker recycling in Saccharomyces cerevisiae. Johansson, B., Hahn-Hägerdal, B. Methods Mol. Biol. (2004) [Pubmed]
  20. Overproduction of pentose phosphate pathway enzymes using a new CRE-loxP expression vector for repeated genomic integration in Saccharomyces cerevisiae. Johansson, B., Hahn-Hägerdal, B. Yeast (2002) [Pubmed]
  21. Overexpression of Fas ligand does not confer immune privilege to a pancreatic beta tumor cell line (betaTC-3). Okamoto, S., Takamizawa, S., Bishop, W., Wen, J., Kimura, K., Sandler, A. J. Surg. Res. (1999) [Pubmed]
  22. Proglucagon processing in an islet cell line: effects of PC1 overexpression and PC2 depletion. Dhanvantari, S., Brubaker, P.L. Endocrinology (1998) [Pubmed]
  23. Production of cell lines secreting TAT fusion proteins. Barka, T., Gresik, E.S., Henderson, S.C. J. Histochem. Cytochem. (2004) [Pubmed]
  24. An in vivo tumor model expressing green fluorescent protein for the investigation of metastasis. Thews, O., Lambert, C., Kelleher, D.K., Biesalski, H.K., Vaupel, P., Frank, J. Int. J. Oncol. (2005) [Pubmed]
  25. A transformation system for the nonuniversal CUG(Ser) codon usage species Candida rugosa. Tang, S.J., Sun, K.H., Sun, G.H., Chang, T.Y., Wu, W.L., Lee, G.C. J. Microbiol. Methods (2003) [Pubmed]
  26. Overexpression of Fas-ligand by neuroblastoma: a novel mechanism of tumor-cell killing. Takamizawa, S., Okamoto, S., Wen, J., Bishop, W., Kimura, K., Sandler, A. J. Pediatr. Surg. (2000) [Pubmed]
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