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Chemical Compound Review

Propenol     prop-2-en-1-ol

Synonyms: AllOH, Allylalkohol, Vinylcarbinol, ALLYL-ALCOHOL, Allyl al, ...
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Disease relevance of Propenol


Psychiatry related information on Propenol

  • When intracellular calcium concentrations were measured directly, using fura-2 as the calcium indicator, there was no effect of allyl alcohol on cytosolic free calcium during the first 60 min of exposure, a critical period for development of irreversible damage [6].

High impact information on Propenol


Chemical compound and disease context of Propenol


Biological context of Propenol

  • Effect of pd nanoparticle size on the catalytic hydrogenation of allyl alcohol [16].
  • The active sites of supported gold catalysts, favoring the adsorption of C=O groups of acrolein and subsequent reaction to allyl alcohol, have been identified as edges of gold nanoparticles [17].
  • Cytosolic metabolism of allyl alcohol also leads, in a dose-dependent manner, to extensive lipid peroxidation [18].
  • What distinguishes these mutants from other temperature-sensitive mutants is that the temperature-conditional growth phenotypes described here must be due to interactions between allyl alcohol levels and ADHI functional properties and cannot be due to lability of the enzyme at the restrictive temperature [19].
  • Unlike previous work with this this system using haploid strains, the NAD+/NADH ratios show no negative correlation with allyl alcohol resistance [20].

Anatomical context of Propenol


Associations of Propenol with other chemical compounds


Gene context of Propenol


Analytical, diagnostic and therapeutic context of Propenol


  1. Hepatotoxicity due to allyl alcohol in deermice depends on alcohol dehydrogenase. Belinsky, S.A., Bradford, B.U., Forman, D.T., Glassman, E.B., Felder, M.R., Thurman, R.G. Hepatology (1985) [Pubmed]
  2. Dehydration reaction of hydroxyl substituted alkenes and alkynes on the Ru(2)S(2) complex. Matsumoto, K., Moriya, Y., Sugiyama, H., Hossain, M.M., Lin, Y.S. J. Am. Chem. Soc. (2002) [Pubmed]
  3. Expression of liver functions following sub-lethal and non-lethal doses of allyl alcohol and acetaminophen in the rat. Tygstrup, N., Jensen, S.A., Krog, B., Dalhoff, K. J. Hepatol. (1997) [Pubmed]
  4. Iron release and erythrocyte damage in allyl alcohol intoxication in mice. Ferrali, M., Ciccoli, L., Signorini, C., Comporti, M. Biochem. Pharmacol. (1990) [Pubmed]
  5. Escherichia coli mutants with a temperature-sensitive alcohol dehydrogenase. Lorowitz, W., Clark, D. J. Bacteriol. (1982) [Pubmed]
  6. Allyl alcohol cytotoxicity in isolated rat hepatocytes: mechanism of cell death does not involve an early rise in cytosolic free calcium. Rikans, L.E., Cai, Y., Hornbrook, K.R. Arch. Toxicol. (1994) [Pubmed]
  7. Spontaneous forward mutation versus reversion frequencies for maize Adh1 in pollen. Freeling, M. Nature (1977) [Pubmed]
  8. Immunocytochemical detection of acetylcholine in the rat central nervous system. Geffard, M., McRae-Degueurce, A., Souan, M.L. Science (1985) [Pubmed]
  9. Derivation, characterization, and phenotypic variation of hepatic progenitor cell lines isolated from adult rats. Yin, L., Sun, M., Ilic, Z., Leffert, H.L., Sell, S. Hepatology (2002) [Pubmed]
  10. Participation of small intraportal stem cells in the restitutive response of the liver to periportal necrosis induced by allyl alcohol. Yavorkovsky, L., Lai, E., Ilic, Z., Sell, S. Hepatology (1995) [Pubmed]
  11. A new method to monitor Kupffer cell phagocytosis continuously in perfused rat liver. Ganey, P.E., Keller, B., Lichtman, S.N., Lemasters, J.J., Thurman, R.G. Hepatology (1991) [Pubmed]
  12. Characterization of a Pseudomonas putida allylic alcohol dehydrogenase induced by growth on 2-methyl-3-buten-2-ol. Malone, V.F., Chastain, A.J., Ohlsson, J.T., Poneleit, L.S., Nemecek-Marshall, M., Fall, R. Appl. Environ. Microbiol. (1999) [Pubmed]
  13. Mechanism of allyl alcohol toxicity and protective effects of low-molecular-weight thiols studied with isolated rat hepatocytes. Ohno, Y., Ormstad, K., Ross, D., Orrenius, S. Toxicol. Appl. Pharmacol. (1985) [Pubmed]
  14. The oxidation of acrolein by rat liver aldehyde dehydrogenases. Relation to allyl alcohol hepatotoxicity. Rikans, L.E. Drug Metab. Dispos. (1987) [Pubmed]
  15. Oxidative cell injury in the killing of cultured hepatocytes by allyl alcohol. Miccadei, S., Nakae, D., Kyle, M.E., Gilfor, D., Farber, J.L. Arch. Biochem. Biophys. (1988) [Pubmed]
  16. Effect of pd nanoparticle size on the catalytic hydrogenation of allyl alcohol. Wilson, O.M., Knecht, M.R., Garcia-Martinez, J.C., Crooks, R.M. J. Am. Chem. Soc. (2006) [Pubmed]
  17. Identification of active sites in gold-catalyzed hydrogenation of acrolein. Mohr, C., Hofmeister, H., Radnik, J., Claus, P. J. Am. Chem. Soc. (2003) [Pubmed]
  18. Measurement of in vivo lipid peroxidation and toxicological significance. Wendel, A. Free Radic. Biol. Med. (1987) [Pubmed]
  19. Functional alcohol dehydrogenase mutants of Saccharomyces cerevisiae conferring temperature-conditional allyl alcohol resistance. Hall, J.G., Wills, C. Genetics (1987) [Pubmed]
  20. Conditional overdominance at an alcohol dehydrogenase locus in yeast. Hall, J.G., Wills, C. Genetics (1987) [Pubmed]
  21. Metabolism and excretion of etoposide in isolated, perfused rat liver models. Hande, K., Bennett, R., Hamilton, R., Grote, T., Branch, R. Cancer Res. (1988) [Pubmed]
  22. Rates of allyl alcohol metabolism in periportal and pericentral regions of the liver lobule. Belinsky, S.A., Matsumura, T., Kauffman, F.C., Thurman, R.G. Mol. Pharmacol. (1984) [Pubmed]
  23. Activation of the microsomal glutathione-S-transferase and reduction of the glutathione dependent protection against lipid peroxidation by acrolein. Haenen, G.R., Vermeulen, N.P., Tai Tin Tsoi, J.N., Ragetli, H.M., Timmerman, H., Blast, A. Biochem. Pharmacol. (1988) [Pubmed]
  24. Serum gamma glutamyl transferase as a specific indicator of bile duct lesions in the rat liver. Leonard, T.B., Neptun, D.A., Popp, J.A. Am. J. Pathol. (1984) [Pubmed]
  25. Ene reaction of singlet oxygen, triazolinedione, and nitrosoarene with chiral deuterium-labeled allylic alcohols: the interdependence of diastereoselectivity and regioselectivity discloses mechanistic insights into the hydroxy-group directivity. Adam, W., Bottke, N., Krebs, O., Lykakis, I., Orfanopoulos, M., Stratakis, M. J. Am. Chem. Soc. (2002) [Pubmed]
  26. Aldose reductase-catalyzed reduction of acrolein: implications in cyclophosphamide toxicity. Kolb, N.S., Hunsaker, L.A., Vander Jagt, D.L. Mol. Pharmacol. (1994) [Pubmed]
  27. An efficient selection producing structural gene mutants of yeast alcohol dehydrogenase resistant to pyrazole. Wills, C., Hom, D. Genetics (1988) [Pubmed]
  28. 15-deoxy prostaglandin J2 enhances allyl alcohol-induced toxicity in rat hepatocytes. Maddox, J.F., Domzalski, A.C., Roth, R.A., Ganey, P.E. Toxicol. Sci. (2004) [Pubmed]
  29. Participation of different cell types in the restitutive response of the rat liver to periportal injury induced by allyl alcohol. Yin, L., Lynch, D., Sell, S. J. Hepatol. (1999) [Pubmed]
  30. FTIR studies of iron-carbonyl intermediates in allylic alcohol photoisomerization. Chong, T.S., Tan, S.T., Fan, W.Y. Chemistry (Weinheim an der Bergstrasse, Germany) (2006) [Pubmed]
  31. A fatal human intoxication with the herbicide allyl alcohol (2-propen-1-ol). Toennes, S.W., Schmidt, K., Fandiño, A.S., Kauert, G.F. Journal of analytical toxicology. (2002) [Pubmed]
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