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Chemical Compound Review

AC1L3GYQ     (1S,4R,5S,6R,7R,8R)-6- acetyloxy-7-amino-4...

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Disease relevance of Tagetitoxin


High impact information on Tagetitoxin

  • Transcription required supercoiled templates and was inhibited by tagetitoxin, an inhibitor of plastid transcription [4].
  • Unlike other eukaryotic U2 snRNA genes, the T. brucei homolog is transcribed by an RNA polymerase III-like enzyme on the basis of its sensitivity to the inhibitors alpha-amanitin and tagetitoxin [5].
  • In vitro transcription of TARE-6 was resistant to 1 microg/ml alpha-amanitin but sensitive to 100 microg/ml alpha-amanitin and tagetitoxin, suggesting involvement of RNA polymerase III [6].
  • Tagetitoxin inhibition of in vitro transcription of the yeast SUP4 and SUP6 tRNA(Tyr) genes demonstrates template dependence and indicates that inhibition may occur after UMP incorporation [7].
  • In addition, tagetitoxin inhibited in vitro RNA synthesis directed by the RNA polymerase from Escherichia coli [1].

Biological context of Tagetitoxin


Anatomical context of Tagetitoxin


Associations of Tagetitoxin with other chemical compounds

  • A synthesis of the 9-oxa-3-thiabicyclo[3.3.1]nonane ring system, which constitutes the core of the RNA polymerase inhibitor tagetitoxin, has been achieved through cyclisation of a thiol onto an electrophilic ketone [9].

Gene context of Tagetitoxin

  • However, our in vitro transcription study reveals that transcription from the human L1 promoter is highly sensitive to tagetitoxin, a selective inhibitor of RNA polymerase III (pol III), but insensitive to 1 micrograms/ml of alpha-amanitin, indicating that the human L1 promoter is pol III-dependent [10].
  • The effect of tagetitoxin is selective because this compound does not inhibit barley leaf growth, or the normal accumulation of nuclear-encoded actin and BN3 transcripts and plastid DNA which occurs during chloroplast development [11].

Analytical, diagnostic and therapeutic context of Tagetitoxin

  • The turnover of RNAs encoded by seven different barley chloroplast genes was analyzed after treatment of barley shoots with tagetitoxin, a selective inhibitor of chloroplast transcription [12].


  1. Tagetitoxin inhibits RNA synthesis directed by RNA polymerases from chloroplasts and Escherichia coli. Mathews, D.E., Durbin, R.D. J. Biol. Chem. (1990) [Pubmed]
  2. Tagetitoxin: a new inhibitor of eukaryotic transcription by RNA polymerase III. Steinberg, T.H., Mathews, D.E., Durbin, R.D., Burgess, R.R. J. Biol. Chem. (1990) [Pubmed]
  3. In vitro transcription from baculovirus late gene promoters: accurate mRNA initiation by nuclear extracts prepared from infected Spodoptera frugiperda cells. Glocker, B., Hoopes, R.R., Hodges, L., Rohrmann, G.F. J. Virol. (1993) [Pubmed]
  4. Identification of a sequence-specific DNA binding factor required for transcription of the barley chloroplast blue light-responsive psbD-psbC promoter. Kim, M., Mullet, J.E. Plant Cell (1995) [Pubmed]
  5. RNA polymerase III-mediated transcription of the trypanosome U2 small nuclear RNA gene is controlled by both intragenic and extragenic regulatory elements. Fantoni, A., Dare, A.O., Tschudi, C. Mol. Cell. Biol. (1994) [Pubmed]
  6. Human transaldolase-associated repetitive elements are transcribed by RNA polymerase III. Perl, A., Colombo, E., Samoilova, E., Butler, M.C., Banki, K. J. Biol. Chem. (2000) [Pubmed]
  7. Tagetitoxin inhibition of RNA polymerase III transcription results from enhanced pausing at discrete sites and is template-dependent. Steinberg, T.H., Burgess, R.R. J. Biol. Chem. (1992) [Pubmed]
  8. A mutation in an exbD gene reduces tagetitoxin production by Pseudomonas syringae pv. tagetis. Kong, H., Patterson, C.D., Mitchell, R.E., Buyer, J.S., Aime, M.C., Lydon, J. Can. J. Microbiol. (2006) [Pubmed]
  9. Synthesis of the bicyclic core of tagetitoxin. Plet, J.R., Porter, M.J. Chem. Commun. (Camb.) (2006) [Pubmed]
  10. RNA polymerase III dependence of the human L1 promoter and possible participation of the RNA polymerase II factor YY1 in the RNA polymerase III transcription system. Kurose, K., Hata, K., Hattori, M., Sakaki, Y. Nucleic Acids Res. (1995) [Pubmed]
  11. Chloroplast transcription is required to express the nuclear genes rbcS and cab. Plastid DNA copy number is regulated independently. Rapp, J.C., Mullet, J.E. Plant Mol. Biol. (1991) [Pubmed]
  12. Direct evidence for selective modulation of psbA, rpoA, rbcL and 16S RNA stability during barley chloroplast development. Kim, M., Christopher, D.A., Mullet, J.E. Plant Mol. Biol. (1993) [Pubmed]
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