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Chemical Compound Review

Phenylethanol     2-phenylethanol

Synonyms: Phenethanol, Benzenethanol, Benzeneethanol, Benzylcarbinol, Benzyl carbinol, ...
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Disease relevance of Benzyl carbinol


Psychiatry related information on Benzyl carbinol


High impact information on Benzyl carbinol


Chemical compound and disease context of Benzyl carbinol


Biological context of Benzyl carbinol


Anatomical context of Benzyl carbinol


Associations of Benzyl carbinol with other chemical compounds

  • Biochemical characterization of a purified recombinant benzoyl-CoA:benzyl alcohol/phenylethanol benzoyltransferase protein showed that it can produce benzylbenzoate and phenylethyl benzoate, both present in petunia corollas, with similar catalytic efficiencies [25].
  • Novel type of in situ extraction: Use of solvent containing microcapsules for the bioconversion of 2-phenylethanol from L-phenylalanine by Saccharomyces cerevisiae [26].
  • A predictive thermodynamic model for the bioreduction of acetophenone to phenethyl alcohol using resting cells of Saccharomyces cerevisiae [27].
  • Fructan and fructose-oligosaccharide (FOS) production in both strains was inducible by reutericyclin, trans-isohumulone, and nigericin at the levels of their minimum inhibitory concentrations (MIC) as well as phenylethanol (6mM) and elevated growth temperatures (45 degrees C), but not by nisin, CCCP or gramicidin [28].
  • From a methanolic extract of leaves of Alangium platanifolium var. trilobum, benzyl alcohol xylopyranosyl(1---6)glucopyranoside, phenethyl alcohol xylopyranosyl(1----6)glucopyranoside and Z-hex-3-en-1-ol (aoba alcohol) xylopyranosyl(1----6)glucopyranoside were isolated [29].

Gene context of Benzyl carbinol

  • The effects of the local anesthetics phenethyl alcohol (PEA) and procaine (both environmental perturbants) were investigated with lacZ operon fusions to either adi or cad and their respective hns mutants [14].
  • METHODS: We assessed olfactory threshold for phenylethyl alcohol in 91 patients with symptoms of allergic rhinitis and 80 nonatopic control subjects [30].
  • Phenethyl alcohol disorders phospholipid acyl chains and promotes translocation of the mitochondrial precursor protein apocytochrome c across a lipid bilayer [31].
  • Precursor forms of periplasmic and outer membrane proteins were accumulated in phenethyl-alcohol-treated cells in membrane fractions [32].
  • 2-Phenylethanol, one of the volatiles emitted from their prey's host plants (alfalfa and corn) evoked a significant EAG response from antennae of C. carnea [33].

Analytical, diagnostic and therapeutic context of Benzyl carbinol


  1. Identification of the signal peptidase cleavage site in Bacillus licheniformis prepenicillinase. Chang, C.N., Nielsen, J.B., Izui, K., Blobel, G., Lampen, J.O. J. Biol. Chem. (1982) [Pubmed]
  2. Cromolyn sodium in seasonal allergic conjunctivitis. Kray, K.T., Squire, E.N., Tipton, W.R., Selner, J.C., O'Dea, J., Nelson, H.S. J. Allergy Clin. Immunol. (1985) [Pubmed]
  3. Olfactory dysfunction in parkinsonism: a general deficit unrelated to neurologic signs, disease stage, or disease duration. Doty, R.L., Deems, D.A., Stellar, S. Neurology (1988) [Pubmed]
  4. Effect of phenethyl alcohol on Staphylococcus aureus alpha-lysin production. Lee, K.Y., Birkbeck, T.H. Infect. Immun. (1985) [Pubmed]
  5. Nitrosoguanidine sequential mutagenesis mapping of Mycobacterium tuberculosis genes. Woodley, C.L., Baldwin, J.N., Greenberg, J. J. Bacteriol. (1981) [Pubmed]
  6. Effects of various exposure levels of 2-phenylethanol on fetal development and survival in Long-Evans rats. Mankes, R.F., LeFevre, R., Bates, H., Abraham, R. Journal of toxicology and environmental health. (1983) [Pubmed]
  7. Reverse transcriptase with concomitant ribonuclease H activity in the cell-free synthesis of branched RNA-linked msDNA of Myxococcus xanthus. Lampson, B.C., Inouye, M., Inouye, S. Cell (1989) [Pubmed]
  8. Imprinting to chemical cues: the basis for home stream selection in salmon. Scholz, A.T., Horrall, R.M., Cooper, J.C., Hasler, A.D. Science (1976) [Pubmed]
  9. Tomato aromatic amino acid decarboxylases participate in synthesis of the flavor volatiles 2-phenylethanol and 2-phenylacetaldehyde. Tieman, D., Taylor, M., Schauer, N., Fernie, A.R., Hanson, A.D., Klee, H.J. Proc. Natl. Acad. Sci. U.S.A. (2006) [Pubmed]
  10. Role for membrane potential in the secretion of protein into the periplasm of Escherichia coli. Daniels, C.J., Bole, D.G., Quay, S.C., Oxender, D.L. Proc. Natl. Acad. Sci. U.S.A. (1981) [Pubmed]
  11. Carbon radicals in the metabolism of alkyl hydrazines. Ortiz de Montellano, P.R., Augusto, O., Viola, F., Kunze, K.L. J. Biol. Chem. (1983) [Pubmed]
  12. Translocation and assembly of outer membrance proteins of Escherichia coli. Selective accumulation of precursors and novel assembly intermediates caused by phenethyl alcohol. Halegoua, S., Inouye, M. J. Mol. Biol. (1979) [Pubmed]
  13. Susceptibility testing: inoculum size dependency of inhibition using the Colworth MIC technique. Lambert, R.J. J. Appl. Microbiol. (2000) [Pubmed]
  14. Effect of the local anesthetics phenethyl alcohol and procaine on hns mutants of the acid-induced biodegradative arginine (adi) and lysine (cad) decarboxylases of Escherichia coli. Stim-Herndon, K.P. Curr. Microbiol. (1995) [Pubmed]
  15. Genetic mapping of the chromosome of Rhizobium trifolii. Zurkowski, W., Lorkiewicz, Z. Acta Microbiol. Pol. (1978) [Pubmed]
  16. Mechanistic studies on the cyclization of (Z)-1,2,4-heptatrien-6-yne in methanol: a possible nonadiabatic thermal reaction. Cremeens, M.E., Hughes, T.S., Carpenter, B.K. J. Am. Chem. Soc. (2005) [Pubmed]
  17. The cell cycle thermal-inactivation sensitive stage of Schizosaccharomyces pombe is independent of 2-phenylethanol-induced changes in S phase location. Bullock, J.G., Coakley, W.T. Exp. Cell Res. (1979) [Pubmed]
  18. Biotransformation of tritiated fentanyl in human liver microsomes. Monitoring metabolism using phenylacetic acid and 2-phenylethanol. Tateishi, T., Wood, A.J., Guengerich, F.P., Wood, M. Biochem. Pharmacol. (1995) [Pubmed]
  19. Prediction of signal sequence-dependent protein translocation in bacteria: assessment of the Escherichia coli minicell system. Davies, D.B., Shohayeb, M., Chopra, I. Biochem. Biophys. Res. Commun. (1988) [Pubmed]
  20. Identification of malodorous, a wild species allele affecting tomato aroma that was aelected against during domestication. Tadmor, Y., Fridman, E., Gur, A., Larkov, O., Lastochkin, E., Ravid, U., Zamir, D., Lewinsohn, E. J. Agric. Food Chem. (2002) [Pubmed]
  21. Effect of corticotropin-releasing factor on adrenal DBH and PNMT activity. Lima, L., Sourkes, T.L. Peptides (1987) [Pubmed]
  22. Bromophenols coupled with methyl gamma-ureidobutyrate and bromophenol sulfates from the red alga Rhodomela confervoides. Ma, M., Zhao, J., Wang, S., Li, S., Yang, Y., Shi, J., Fan, X., He, L. J. Nat. Prod. (2006) [Pubmed]
  23. The inhibition of phospholipid synthesis in escherichia coli by phenethyl alcohol. Nunn, W.D. Biochim. Biophys. Acta (1975) [Pubmed]
  24. Modification of membrane lipids. Phenethyl alcohol-induced alteration of lipid composition in Tetrahymena membranes. Nozawa, Y., Kasai, R., Sekiya, T. Biochim. Biophys. Acta (1979) [Pubmed]
  25. Understanding in vivo benzenoid metabolism in petunia petal tissue. Boatright, J., Negre, F., Chen, X., Kish, C.M., Wood, B., Peel, G., Orlova, I., Gang, D., Rhodes, D., Dudareva, N. Plant Physiol. (2004) [Pubmed]
  26. Novel type of in situ extraction: Use of solvent containing microcapsules for the bioconversion of 2-phenylethanol from L-phenylalanine by Saccharomyces cerevisiae. Stark, D., Kornmann, H., Münch, T., Sonnleitner, B., Marison, I.W., von Stockar, U. Biotechnol. Bioeng. (2003) [Pubmed]
  27. A predictive thermodynamic model for the bioreduction of acetophenone to phenethyl alcohol using resting cells of Saccharomyces cerevisiae. Zhao, Y., DeLancey, G.B. Biotechnol. Bioeng. (1999) [Pubmed]
  28. Effect of membrane lateral pressure on the expression of fructosyltransferases in Lactobacillus reuteri. Schwab, C., Gänzle, M.G. Syst. Appl. Microbiol. (2006) [Pubmed]
  29. Xyloglucosides of benzyl and phenethyl alcohols and Z-hex-3-en-1-ol from leaves of Alangium platanifolium var. trilobum. Otsuka, H., Takeda, Y., Yamasaki, K. Phytochemistry (1990) [Pubmed]
  30. Hyposmia in allergic rhinitis. Cowart, B.J., Flynn-Rodden, K., McGeady, S.J., Lowry, L.D. J. Allergy Clin. Immunol. (1993) [Pubmed]
  31. Phenethyl alcohol disorders phospholipid acyl chains and promotes translocation of the mitochondrial precursor protein apocytochrome c across a lipid bilayer. Jordi, W., Nibbeling, R., de Kruijff, B. FEBS Lett. (1990) [Pubmed]
  32. Maturation of exported proteins in Escherichia coli. Requirement for energy, site and kinetics of processing. Pages, J.M., Lazdunski, C. Eur. J. Biochem. (1982) [Pubmed]
  33. Attraction of two lacewing species to volatiles produced by host plants and aphid prey. Zhu, J., Obrycki, J.J., Ochieng, S.A., Baker, T.C., Pickett, J.A., Smiley, D. Naturwissenschaften (2005) [Pubmed]
  34. Taste, smell and neuropsychological performance of individuals at familial risk for Alzheimer's disease. Schiffman, S.S., Graham, B.G., Sattely-Miller, E.A., Zervakis, J., Welsh-Bohmer, K. Neurobiol. Aging (2002) [Pubmed]
  35. Effects of phenethyl alcohol on Bacillus and Streptococcus. Silva, M.T., Sousa, J.C., Macedo, M.A., Polónia, J., Parente, A.M. J. Bacteriol. (1976) [Pubmed]
  36. Enhancement of 2-phenylethanol productivity by Saccharomyces cerevisiae in two-phase fed-batch fermentations using solvent immobilization. Serp, D., von Stockar, U., Marison, I.W. Biotechnol. Bioeng. (2003) [Pubmed]
  37. Accumulation of a precursor of subunit S1 of pertussis toxin in cell envelopes of Bordetella pertussis in response to the membrane perturbant phenethyl alcohol. Perera, V.Y., Freer, J.H. J. Med. Microbiol. (1987) [Pubmed]
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