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Chemical Compound Review

propanol     propan-1-ol

Synonyms: Propylol, Albacol, Propanole, Propanoli, n-propanol, ...
 
 
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Disease relevance of propanol

 

Psychiatry related information on propanol

 

High impact information on propanol

  • Plasmids can be dissected in propanol by increasing the force applied by the AFM tip at selected locations [8].
  • They are inactivated upon treatment with propanol, heat, and acid; the covalent and equimolar complexes formed between these PAIs and 125I-uPA are dissociated by ammonium hydroxide, suggesting that the PAIs are linked to uPA via an ester bond [9].
  • For alcohols with a molecular volume of < or = 42.2 ml/mol, potency for inhibiting ATP-activated current was correlated with lipid solubility (order of potency: 1-propanol = trifluoroethanol > monochloroethanol > ethanol > methanol) [10].
  • 1-Propanol induces the alpha-helical conformation into RNase S peptide also [1].
  • On HPLC, the putative proenkephalin was eluted at a much higher propanol concentration than the 18.2-kDa enkephalin-containing peptide isolated previously [11].
 

Chemical compound and disease context of propanol

 

Biological context of propanol

  • Reduction and alkylation of bovine insulin (pH 8.3, aq. 50% propanol) gives fully S-substituted derivatives in excellent yields [17].
  • Experiments with a structure inducer, 15% 1-propanol in buffer, reveal that the refolding pattern of MBP in reverse micelles is specific to the membrane biomimetic system and is not produced by organic solvent per se [18].
  • 2.5% propanol-1 for 15 min induces a slight reduction of cell growth but a clear-cut overexpression of stress proteins [19].
  • The phenomenon, first observed for n-propanol (Goresky et al., Am. J Physiol. 244: G215-G244, 1983a), is explained by a nonsaturable (partition coefficient, 3.8-5) and a saturable binding (binding site concentration, 352-98 microM) component in the tissue [20].
  • Sol-gel hydrolysis reactions in propanol of two or more metal acetates or alkoxides in n-alkylamines have been found to yield porous mixed oxides with the presence of pores largely in the 10-20 [Angstrom] region [21].
 

Anatomical context of propanol

  • PMA similarly stimulated [14C]phosphatidylpropanol formation from propanol using membranes from [14C]myristic acid-prelabeled cells, confirming the activation of PLD [22].
  • Based on the respiratory control index, the order of potency for impairment of mitochondria was PG > PG-dimer > gallic acid = 4-O-methyl-gallic acid = ellagic acid - propyl alcohol [23].
  • Capillary multipurpose columns were prepared in silanized fused-silica capillaries of 50, 75, and 100 microm inner diameters by thermally induced in situ copolymerization of methacrylic monomers in the presence of n-propanol and formamide as porogens and azobisisobutyronitrile as initiator [24].
  • Incubation of rat liver microsomes with 1-propanol and 1-butanol in the presence of NADPH and of the spin trapping agent 4-pyridyl-1-oxide-t-butyl nitrone (4-POBN) allowed the detection of free radical intermediates tentatively identified as 1-hydroxypropyl and 1-hydroxybutyl radical, respectively [25].
  • In addition, PDGF-BB stimulated the accumulation of phosphatidylpropanol, produced by phospholipase D phosphatidyl transferase activity, when 1-propanol was added to mesangial cells [26].
 

Associations of propanol with other chemical compounds

 

Gene context of propanol

  • In the present study, we investigated the effect of the NR2B-selective NMDA receptor antagonist Ro 25-6981 [(+/-)-(R*,S*)-alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidine propanol] on nicotine-stimulated LMA and nicotine-induced DA release in the nucleus accumbens (NAcc) in rats [32].
  • First of all, as propanol is synthesised from alpha-ketobutyrate, the first metabolic intermediate in the anabolic pathway of isoleucine, neither the eca39 nor eca40 mutations have any effect on the production of this higher alcohol [33].
  • In contrast to WI38, both cSrc and MAPK in VA13 were strongly activated regardless of FGF stimulation or GM3 depletion by P4 [34].
  • R-(R*,S*)-alpha-(4-Hydroxyphenyl)-beta-methyl-4-(phenyl-methyl)-1-piperidine propanol (RO 25-6981), is a high-affinity and selective blocker of NMDA receptors containing the NR2B subunit [35].
  • Butanol produced a maximal 37-42% increase in prolactin binding at a concentration of 1.0%, propanol produced a maximal 40-56% increase in prolactin binding at a concentration of 3.8%, and ethanol produced a maximal 54-77% increase in prolactin binding at concentration of 4.8% [36].
 

Analytical, diagnostic and therapeutic context of propanol

  • To determine whether the changes in glycolipid content were functionally significant, diabetic and control groups were treated with the GlcCer synthase inhibitor, D-threo-1-phenyl-2-decanoyl-amino-3-morpholino-1- propanol, 2 wk after the induction of diabetes [37].
  • To test the hypothesis that conformational alterations might be involved in the elution of proteins from reversed-phase HPLC columns, the conformations of proteins bound onto a C-8 alkyl-bonded silica surface have been examined in the presence of increasing concentrations of the commonly employed eluent, 1-propanol [38].
  • Reproducible images of pBR322 plasmid molecules have been recorded by scanning force microscopy under 1-propanol [39].
  • Reverse phase high performance liquid chromatography (HPLC) (C3) revealed one major CN-Br 32P-peptide (CB1) that eluted at about 6% propanol [40].
  • SIRS-beta elutes in 30% propanol, and on isoelectric focusing the biologic activity is found only at approximately pH7 (SIRS-beta 7) [41].

References

  1. Conformational studies of alpha-globin in 1-propanol: propensity of the alcohol to limit the sites of proteolytic cleavage. Iyer, K.S., Acharya, A.S. Proc. Natl. Acad. Sci. U.S.A. (1987) [Pubmed]
  2. Atomic force microscopy of DNA in aqueous solutions. Hansma, H.G., Bezanilla, M., Zenhausern, F., Adrian, M., Sinsheimer, R.L. Nucleic Acids Res. (1993) [Pubmed]
  3. Atomic force microscopy of DNA and bacteriophage in air, water and propanol: the role of adhesion forces. Lyubchenko, Y.L., Oden, P.I., Lampner, D., Lindsay, S.M., Dunker, K.A. Nucleic Acids Res. (1993) [Pubmed]
  4. Preliminary investigation of crystals of the neutral lipase from Pseudomonas fluorescens. Larson, S., Day, J., Greenwood, A., Oliver, J., Rubingh, D., McPherson, A. J. Mol. Biol. (1991) [Pubmed]
  5. Filamentous bacteriophage stability in non-aqueous media. Olofsson, L., Ankarloo, J., Andersson, P.O., Nicholls, I.A. Chem. Biol. (2001) [Pubmed]
  6. Low-level hyperbaric exposure antagonizes locomotor effects of ethanol and n-propanol but not morphine in C57BL mice. Alkana, R.L., Davies, D.L., Mørland, J., Parker, E.S., Bejanian, M. Alcohol. Clin. Exp. Res. (1995) [Pubmed]
  7. Ethanol production by Candida albicans in postmortem human blood samples: Effects of blood glucose level and dilution. Yajima, D., Motani, H., Kamei, K., Sato, Y., Hayakawa, M., Iwase, H. Forensic Sci. Int. (2006) [Pubmed]
  8. Reproducible imaging and dissection of plasmid DNA under liquid with the atomic force microscope. Hansma, H.G., Vesenka, J., Siegerist, C., Kelderman, G., Morrett, H., Sinsheimer, R.L., Elings, V., Bustamante, C., Hansma, P.K. Science (1992) [Pubmed]
  9. Plasminogen activator-specific inhibitors produced by human monocytes/macrophages. Wohlwend, A., Belin, D., Vassalli, J.D. J. Exp. Med. (1987) [Pubmed]
  10. Alcohol action on a neuronal membrane receptor: evidence for a direct interaction with the receptor protein. Li, C., Peoples, R.W., Weight, F.F. Proc. Natl. Acad. Sci. U.S.A. (1994) [Pubmed]
  11. Intact proenkephalin is the major enkephalin-containing peptide produced in rat adrenal glands after denervation. Fleminger, G., Howells, R.D., Kilpatrick, D.L., Udenfriend, S. Proc. Natl. Acad. Sci. U.S.A. (1984) [Pubmed]
  12. Secretion of proteins by Bacillus subtilis 168 grown in the presence of membrane active agents (alcohols). Baykousheva, S. J. Chromatogr. (1988) [Pubmed]
  13. Cutaneous reactions to lower aliphatic alcohols before and during disulfiram therapy. Haddock, N.F., Wilkin, J.K. Archives of dermatology. (1982) [Pubmed]
  14. Novel efficient mesoporous solid acid catalyst UDCaT-4: dehydration of 2-propanol and alkylation of mesitylene. Yadav, G.D., Murkute, A.D. Langmuir : the ACS journal of surfaces and colloids. (2004) [Pubmed]
  15. Lession on the hypothalamic arcuate nucleus by estradiol valerate results in a blockade of ethanol-induced locomotion. Sanchis-Segura, C., Correa, M., Aragon, C.M. Behav. Brain Res. (2000) [Pubmed]
  16. A comparison of the effects of cationic, anionic, and neutral amphipathic agents on the contractile behaviour of frog skeletal muscle. II. Amplitude of depolarization and repolarization-induced contractures. Foulks, J.G., Morishita, L. Can. J. Physiol. Pharmacol. (1984) [Pubmed]
  17. 4-pyridylmethyl, a thiol-protecting group suitable for the partial synthesis of proteins. Rüegg, U.T., Jarvis, D., Rudinger, J. Biochem. J. (1979) [Pubmed]
  18. Limited proteolysis of myelin basic protein in a system mimetic of the myelin interlamellar aqueous space. Nicot, C., Vacher, M., Denoroy, L., Kahn, P.C., Waks, M. J. Neurochem. (1993) [Pubmed]
  19. Expression of stress proteins in cultured HT29 human cell-line; a model for studying environmental aggression. Delmas, F., Trocheris, V., Murat, J.C. Int. J. Biochem. Cell Biol. (1995) [Pubmed]
  20. Demonstration of rapid entry and a cellular binding space for salicylamide in perfused rat liver: a multiple indicator dilution study. Pang, K.S., Barker, F., Schwab, A.J., Goresky, C.A. J. Pharmacol. Exp. Ther. (1994) [Pubmed]
  21. New families of supermicroporous metal oxides: the link between zeolites and mesoporous materials. Shpeizer, B.G., Clearfield, A., Heising, J.M. Chem. Commun. (Camb.) (2005) [Pubmed]
  22. Activation of phospholipase D by protein kinase C. Evidence for a phosphorylation-independent mechanism. Conricode, K.M., Brewer, K.A., Exton, J.H. J. Biol. Chem. (1992) [Pubmed]
  23. Metabolism and cytotoxicity of propyl gallate in isolated rat hepatocytes: effects of a thiol reductant and an esterase inhibitor. Nakagawa, Y., Nakajima, K., Tayama, S., Moldéus, P. Mol. Pharmacol. (1995) [Pubmed]
  24. High-efficiency peptide analysis on monolithic multimode capillary columns: Pressure-assisted capillary electrochromatography/capillary electrophoresis coupled to UV and electrospray ionization-mass spectrometry. Ivanov, A.R., Horváth, C., Karger, B.L. Electrophoresis (2003) [Pubmed]
  25. Role of ethanol-inducible cytochrome P450 (P450IIE1) in catalysing the free radical activation of aliphatic alcohols. Albano, E., Tomasi, A., Persson, J.O., Terelius, Y., Goria-Gatti, L., Ingelman-Sundberg, M., Dianzani, M.U. Biochem. Pharmacol. (1991) [Pubmed]
  26. Effects of homo- and heterodimeric isoforms of PDGF on signalling events in rat renal mesangial cells. Pfeilschifter, J., Hosang, M. Cell. Signal. (1991) [Pubmed]
  27. Epidermal growth factor-like transforming growth factor. I. Isolation, chemical characterization, and potentiation by other transforming factors from feline sarcoma virus-transformed rat cells. Massagué, J. J. Biol. Chem. (1983) [Pubmed]
  28. Permeability of human red cells to a homologous series of aliphatic alcohols. Limitations of the continuous flow-tube method. Brahm, J. J. Gen. Physiol. (1983) [Pubmed]
  29. Crystallization and preliminary X-ray diffraction studies of a peroxidase from barley grain. Henriksen, A., Petersen, J.F., Svensson, A., Hejgaard, J., Welinder, K.G., Gajhede, M. J. Mol. Biol. (1992) [Pubmed]
  30. Innocent and less-innocent solvent ligands: a systematic investigation of cationic iron chloride/alcohol complexes by electrospray ionization mass spectrometry complemented by DFT calculations. Trage, C., Diefenbach, M., Schröder, D., Schwarz, H. Chemistry (Weinheim an der Bergstrasse, Germany) (2006) [Pubmed]
  31. Proteome analysis of Sulfolobus solfataricus P2 propanol metabolism. Chong, P.K., Burja, A.M., Radianingtyas, H., Fazeli, A., Wright, P.C. J. Proteome Res. (2007) [Pubmed]
  32. The NR2B-selective N-methyl-D-aspartate receptor antagonist Ro 25-6981 [(+/-)-(R*,S*)-alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidine propanol] potentiates the effect of nicotine on locomotor activity and dopamine release in the nucleus accumbens. Kosowski, A.R., Liljequist, S. J. Pharmacol. Exp. Ther. (2004) [Pubmed]
  33. Involvement of branched-chain amino acid aminotransferases in the production of fusel alcohols during fermentation in yeast. Eden, A., Van Nedervelde, L., Drukker, M., Benvenisty, N., Debourg, A. Appl. Microbiol. Biotechnol. (2001) [Pubmed]
  34. Cell growth regulation through GM3-enriched microdomain (glycosynapse) in human lung embryonal fibroblast WI38 and its oncogenic transformant VA13. Toledo, M.S., Suzuki, E., Handa, K., Hakomori, S. J. Biol. Chem. (2004) [Pubmed]
  35. Identification of critical residues in the amino terminal domain of the human NR2B subunit involved in the RO 25-6981 binding pocket. Malherbe, P., Mutel, V., Broger, C., Perin-Dureau, F., Kemp, J.A., Neyton, J., Paoletti, P., Kew, J.N. J. Pharmacol. Exp. Ther. (2003) [Pubmed]
  36. Modulation of prolactin binding sites in vitro by membrane fluidizers. I. Effects on adult rat ventral prostatic membranes. Dave, J.R., Witorsch, R.J. Biochem. Biophys. Res. Commun. (1983) [Pubmed]
  37. A role for glycosphingolipid accumulation in the renal hypertrophy of streptozotocin-induced diabetes mellitus. Zador, I.Z., Deshmukh, G.D., Kunkel, R., Johnson, K., Radin, N.S., Shayman, J.A. J. Clin. Invest. (1993) [Pubmed]
  38. Role of conformational changes in the elution of proteins from reversed-phase HPLC columns. Katzenstein, G.E., Vrona, S.A., Wechsler, R.J., Steadman, B.L., Lewis, R.V., Middaugh, C.R. Proc. Natl. Acad. Sci. U.S.A. (1986) [Pubmed]
  39. Chirality of DNA supercoiling assigned by scanning force microscopy. Samorí, B., Siligardi, G., Quagliariello, C., Weisenhorn, A.L., Vesenka, J., Bustamante, C.J. Proc. Natl. Acad. Sci. U.S.A. (1993) [Pubmed]
  40. Ca2+/calmodulin-dependent protein kinase II. Identification of a regulatory autophosphorylation site adjacent to the inhibitory and calmodulin-binding domains. Schworer, C.M., Colbran, R.J., Keefer, J.R., Soderling, T.R. J. Biol. Chem. (1988) [Pubmed]
  41. Purification and analysis of isoforms of soluble immune response suppressor (SIRS). Webb, D.R., Mason, K., Semenuk, G., Aune, T.M., Pierce, C.W. J. Immunol. (1985) [Pubmed]
 
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