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Chemical Compound Review

OXYTHIAMINE     5-[[5-(2-hydroxyethyl)-4- methyl-1,3...

Synonyms: Oxythiamin, SureCN244784, AG-J-27850, NSC-56348, AC1L1RHV, ...
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Disease relevance of OXYTHIAMINE

  • Using oxythiamine (an irreversible inhibitor of transketolase) and metabolic control analysis (MCA) methods, we measured an in vivo tumour growth control coefficient of 0.9 for the thiamine-transketolase complex in mice with Ehrlich's ascites tumour [1].
  • In addition to EMS-like neurological signs, OXY caused dose-dependent increases in hydrocephalus, developmental arrest, and vitelline congestion in the Lake Ontario stock [2].
 

Psychiatry related information on OXYTHIAMINE

 

High impact information on OXYTHIAMINE

 

Biological context of OXYTHIAMINE

 

Anatomical context of OXYTHIAMINE

 

Associations of OXYTHIAMINE with other chemical compounds

  • The substrate-induced increases in apical Na permeability were fully reversed by appropriate metabolic inhibitors, i.e. 2-deoxyglucose and oxythiamine [14].
  • Brain lipid composition was studied in thiamine deficient rats treated with thiamine antimetabolites (oxythiamine: OT, and pyrithiamine: PT) and thiamine deficient diet (TDD) [15].
  • The oxythiamine effects seem to be due to its being phosphorylated to yield diphosphate ester which, as kinetic studies on highly purified PDC from bovine adrenals have shown, is a strong competitive inhibitor (Ki = 0.07 microM) with respect to TPP (Km = 0.11 microM) [16].
  • The competitive inhibition of transketolase by oxythiamine and neopyrithiamine was measured and the Ki values obtained of 1.4 and 4.3 mM, respectively, were compared with the affinity of adsorbents prepared from these two inhibitors [17].
 

Gene context of OXYTHIAMINE

  • When the activities were measured in the absence of exogenous thiamine pyrophosphate (TPP), the PDC inhibition was significant after 20 oxythiamine injections [16].
  • We hypothesize that somatostatin- and oxythiamine-induced antiproliferative action is mediated by the inhibition of G6PD, transketolase, or both [10].

References

  1. The effect of thiamine supplementation on tumour proliferation. A metabolic control analysis study. Comín-Anduix, B., Boren, J., Martinez, S., Moro, C., Centelles, J.J., Trebukhina, R., Petushok, N., Lee, W.N., Boros, L.G., Cascante, M. Eur. J. Biochem. (2001) [Pubmed]
  2. The use of thiamine and thiamine antagonists to investigate the etiology of early mortality syndrome in lake trout (Salvelinus namaycush). Fitzsimons, J.D., Vandenbyllaardt, L., Brown, S.B. Aquat. Toxicol. (2001) [Pubmed]
  3. Both ethanol toxicity and thiamine deficiency are necessary to produce long-term memory deficits in the young chick. Crowe, S.F., Kempton, S. Pharmacol. Biochem. Behav. (1997) [Pubmed]
  4. Oxythiamine and dehydroepiandrosterone inhibit the nonoxidative synthesis of ribose and tumor cell proliferation. Boros, L.G., Puigjaner, J., Cascante, M., Lee, W.N., Brandes, J.L., Bassilian, S., Yusuf, F.I., Williams, R.D., Muscarella, P., Melvin, W.S., Schirmer, W.J. Cancer Res. (1997) [Pubmed]
  5. Breakdown of 2-hydroxylated straight chain fatty acids via peroxisomal 2-hydroxyphytanoyl-CoA lyase: a revised pathway for the alpha-oxidation of straight chain fatty acids. Foulon, V., Sniekers, M., Huysmans, E., Asselberghs, S., Mahieu, V., Mannaerts, G.P., Van Veldhoven, P.P., Casteels, M. J. Biol. Chem. (2005) [Pubmed]
  6. Oxythiamine and dehydroepiandrosterone induce a G1 phase cycle arrest in Ehrlich's tumor cells through inhibition of the pentose cycle. Raïs, B., Comin, B., Puigjaner, J., Brandes, J.L., Creppy, E., Saboureau, D., Ennamany, R., Lee, W.N., Boros, L.G., Cascante, M. FEBS Lett. (1999) [Pubmed]
  7. A constitutive thiamine metabolism mutation, thi80, causing reduced thiamine pyrophosphokinase activity in Saccharomyces cerevisiae. Nishimura, H., Kawasaki, Y., Nosaka, K., Kaneko, Y., Iwashima, A. J. Bacteriol. (1991) [Pubmed]
  8. Leukocyte transketolase activity as an indicator of thiamin nutriture in rats. Cheng, C.H., Koch, M., Shank, R.E. J. Nutr. (1976) [Pubmed]
  9. Modification of thiamine pyrophosphate dependent enzyme activity by oxythiamine in Saccharomyces cerevisiae cells. Tylicki, A., Czerniecki, J., Dobrzyn, P., Matanowska, A., Olechno, A., Strumilo, S. Can. J. Microbiol. (2005) [Pubmed]
  10. Inhibition of the oxidative and nonoxidative pentose phosphate pathways by somatostatin: a possible mechanism of antitumor action. Boros, L.G., Brandes, J.L., Yusuf, F.I., Cascante, M., Williams, R.D., Schirmer, W.J. Med. Hypotheses (1998) [Pubmed]
  11. Reversal of pyrithiamine-induced growth inhibition of Saccharomyces cerevisiae by oxythiamine. Iwashima, A., Yoshioka, K., Nishimura, H., Nosaka, K. Experientia (1984) [Pubmed]
  12. Dominant resistance to oxythiamin in Saccharomyces cerevisiae and its mapping. Ruml, T., Silhánková, L. Folia Microbiol. (Praha) (1990) [Pubmed]
  13. Hepatocyte susceptibility to glyoxal is dependent on cell thiamin content. Shangari, N., Mehta, R., O'brien, P.J. Chem. Biol. Interact. (2007) [Pubmed]
  14. Metabolic regulation of apical sodium permeability in toad urinary bladder in the presence and absence of aldosterone. Garty, H., Edelman, I.S., Lindemann, B. J. Membr. Biol. (1983) [Pubmed]
  15. Changes in brain lipid composition in thiamine deficient rats. Okazaki, M., Sakamoto, H., Ohtsuki, A., Oguchi, K. Jpn. J. Pharmacol. (1990) [Pubmed]
  16. Effect of oxythiamine on adrenal thiamine pyrophosphate-dependent enzyme activities. Strumilo, S.A., Senkevich, S.B., Vinogradov, V.V. Biomed. Biochim. Acta (1984) [Pubmed]
  17. The affinity chromatography of transketolase. Wood, T., Fletcher, S. Biochim. Biophys. Acta (1978) [Pubmed]
 
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