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Chemical Compound Review

Sumagit     (E)-1-(4-chlorophenyl)-4,4- dimethyl-2-(1,2...

Synonyms: Fenpentezol, Uniconazole, SureCN19804, CHEMBL138177, CHEBI:38000, ...
 
 
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High impact information on Sumagit

  • Supporting this observation, cell division in the cortex was inhibited by treatment of the cotyledon with 10(-4) M uniconazole-P (an inhibitor of GA biosynthesis), and this inhibition was also reversed by simultaneous application of GA [1].
  • The use of a 50 mM phosphate buffer (pH 6.5) containing 5 mM CM-gamma-CD and a temperature of 50 degrees C enabled the baseline enantioresolution of mixtures of uniconazole and diniconazole in less than 5 min [2].
  • In contrast, when WT and 35S:KO (or 35S:KO-GFP) seeds, seedlings or pollen tubes are grown in the presence of chemical inhibitors of KO, such as paclobutrazol and uniconazole, plants with increased KO expression are partially resistant to the effects of these inhibitors [3].
  • The reduced axis growth seen with uniconazole treatment was due to reduced cell elongation, but not cell number, and the co-applied GA(1) thus prevented the uniconazole-induced reduction in cell length [4].
  • Concomitant with this inhibition, the cortical microtubule (CMT) array within root epidermal cells became disorganized in the presence of uniconazole-P from 6 h onwards [5].
 

Biological context of Sumagit

  • Uniconazole specifically suppressed the accumulation of transcripts for genes that were induced in the final stage of differentiation in association with secondary wall formation and cell death [6].
  • Gibberellin (GA) inhibited the early stage of embryogenic cell differentiation/development to the globular stage and uniconazole, an inhibitor of GA synthesis, promoted the secondary embryogenesis from the primary embryo [7].
  • Illumination of the system from a xenon lamp (>290 nm) greatly accelerated the degradation of uniconazole-P via photoinduced isomerization between E- and Z-isomers with a subsequent intramolecular cyclization, and its aquatic half-life was greatly reduced to 0.6 d [8].
 

Anatomical context of Sumagit

 

Associations of Sumagit with other chemical compounds

 

Gene context of Sumagit

  • The relative activity of GAs for promoting germination of uniconazole-treated seeds was GA4 > GA1 = GA9 > GA20 [11].
 

Analytical, diagnostic and therapeutic context of Sumagit

  • Enantiomeric separation of the structural analogs, diniconazole and uniconazole, can be achieved by cyclodextrin (CD)-modified micellar electrokinetic chromatography (MEKC) [12].

References

  1. Gibberellin produced in the cotyledon is required for cell division during tissue reunion in the cortex of cut cucumber and tomato hypocotyls. Asahina, M., Iwai, H., Kikuchi, A., Yamaguchi, S., Kamiya, Y., Kamada, H., Satoh, S. Plant Physiol. (2002) [Pubmed]
  2. Fast enantiomeric separation of uniconazole and diniconazole by electrokinetic chromatography using an anionic cyclodextrin: application to the determination of analyte-selector apparent binding constants for enantiomers. Martín-Biosca, Y., García-Ruiz, C., Marina, M.L. Electrophoresis (2000) [Pubmed]
  3. Plants with increased expression of ent-kaurene oxidase are resistant to chemical inhibitors of this gibberellin biosynthesis enzyme. Swain, S.M., Singh, D.P., Helliwell, C.A., Poole, A.T. Plant Cell Physiol. (2005) [Pubmed]
  4. The role of gibberellins in embryo axis development. Hays, D.B., Yeung, E.C., Pharis, R.P. J. Exp. Bot. (2002) [Pubmed]
  5. Involvement of cortical microtubules in plastic extension regulated by gibberellin in Lemna minor root. Inada, S., Shimmen, T. Plant Cell Physiol. (2001) [Pubmed]
  6. Brassinosteroids induce entry into the final stage of tracheary element differentiation in cultured Zinnia cells. Yamamoto, R., Demura, T., Fukuda, H. Plant Cell Physiol. (1997) [Pubmed]
  7. Involvement of gibberellin and cytokinin in the formation of embryogenic cell clumps in carrot (Daucus carota). Tokuji, Y., Kuriyama, K. J. Plant Physiol. (2003) [Pubmed]
  8. Metabolism of uniconazole-P in water-sediment systems under illumination. Kodaka, R., Sugano, T., Katagi, T. Environ. Toxicol. Chem. (2006) [Pubmed]
  9. A plant growth retardant, Uniconazole, is a potent inhibitor of ABA catabolism in Arabidopsis. Saito, S., Okamoto, M., Shinoda, S., Kushiro, T., Koshiba, T., Kamiya, Y., Hirai, N., Todoroki, Y., Sakata, K., Nambara, E., Mizutani, M. Biosci. Biotechnol. Biochem. (2006) [Pubmed]
  10. Discrimination of enantiomers by means of NMR spectroscopy using chiral liquid crystalline solution: application to triazole fungicides, uniconazole and diniconazole. Sugiura, M., Kimura, A., Fujiwara, H. Magnetic resonance in chemistry : MRC. (2006) [Pubmed]
  11. Effects of gibberellins on seed germination of phytochrome-deficient mutants of Arabidopsis thaliana. Yang, Y.Y., Nagatani, A., Zhao, Y.J., Kang, B.J., Kendrick, R.E., Kamiya, Y. Plant Cell Physiol. (1995) [Pubmed]
  12. Chiral separation of diniconazole, uniconazole and structurally related compounds by cyclodextrin-modified micellar electrokinetic chromatography. Furuta, R., Doi, T. Electrophoresis (1994) [Pubmed]
 
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