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Chemical Compound Review

Acetol     1-hydroxypropan-2-one

Synonyms: Methylketol, ACETYLCARBINOL, Acetylmethanol, Hydroxyacetone, Pyruvinalcohol, ...
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Disease relevance of ACETYLCARBINOL


High impact information on ACETYLCARBINOL

  • Theoretical studies on the role of water in controlling the regioselectivity revealed that the hydrogen bonds formed between the amide oxygen of proline amide, the hydroxy of hydroxyacetone, and water are responsible for the regioselectivity by microsolvation with explicit one water molecule as a hydrogen-bond donor and/or an acceptor [2].
  • The sugar, which is derived from glucose 6-P, supplies a "hydroxyacetone" fragment, which, via a transaldolase reaction, undergoes an aldol condensation with the l-aspartate semialdehyde to form 2-amino-3,7-dideoxy-D-threo-hept-6-ulosonic acid [3].
  • A 45-min direct methylation procedure was carried out at 24-29 degrees C on 150 microliter of plasma added with an internal standard in 5.0 ml of methanol-acetyl chloride 50:1 (v/v) [4].
  • The expression of gldA was induced by hydroxyacetone under stationary-phase growth conditions [5].
  • Theoretical study on the reaction of tropospheric interest: hydroxyacetone + OH. Mechanism and kinetics [6].

Anatomical context of ACETYLCARBINOL


Associations of ACETYLCARBINOL with other chemical compounds


Analytical, diagnostic and therapeutic context of ACETYLCARBINOL

  • RESULTS: Using MALDI-TOF MS and thin-layer chromatography, it was shown that gamma-irradiation of liposomes consisting of TMCL was accompanied by free-radical fragmentation of the lipid to form dimiristoylphosphatidic acid and dimiristoylphosphatidyl hydroxyacetone [12].


  1. D-1-amino-2-propanol:NAD+ oxidoreductase. Purification and general properties of the large molecular form of the enzyme from Escherichia coli K12. Kelley, J.J., Dekker, E.E. J. Biol. Chem. (1984) [Pubmed]
  2. Organocatalyzed highly enantioselective direct aldol reactions of aldehydes with hydroxyacetone and fluoroacetone in aqueous media: the use of water to control regioselectivity. Chen, X.H., Luo, S.W., Tang, Z., Cun, L.F., Mi, A.Q., Jiang, Y.Z., Gong, L.Z. Chemistry (Weinheim an der Bergstrasse, Germany) (2007) [Pubmed]
  3. L-Aspartate semialdehyde and a 6-deoxy-5-ketohexose 1-phosphate are the precursors to the aromatic amino acids in Methanocaldococcus jannaschii. White, R.H. Biochemistry (2004) [Pubmed]
  4. Specific methylation of plasma nonesterified fatty acids in a one-step reaction. Lepage, G., Roy, C.C. J. Lipid Res. (1988) [Pubmed]
  5. Mapping and cloning of gldA, the structural gene of the Escherichia coli glycerol dehydrogenase. Truniger, V., Boos, W. J. Bacteriol. (1994) [Pubmed]
  6. Theoretical study on the reaction of tropospheric interest: hydroxyacetone + OH. Mechanism and kinetics. Galano, A. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory. (2006) [Pubmed]
  7. Asymmetric reduction of hydroxyacetone to propanediol in immobilized halotolerant microalga Dunaliella parva. Hatanaka, Y., Kudo, T., Miyataka, M., Kobayashi, O., Higashihara, M., Hiyama, K. J. Biosci. Bioeng. (1999) [Pubmed]
  8. Inactivation of cellular enzymes by carbonyls and protein-bound glycation/glycoxidation products. Morgan, P.E., Dean, R.T., Davies, M.J. Arch. Biochem. Biophys. (2002) [Pubmed]
  9. Monitoring carbonyl-amine reaction and enolization of 1-hydroxy-2-propanone (Acetol) by FTIR spectroscopy. Yaylayan, V.A., Harty-Majors, S., Ismail, A.A. J. Agric. Food Chem. (1999) [Pubmed]
  10. Influence of epicatechin reactions on the mechanisms of Maillard product formation in low moisture model systems. Totlani, V.M., Peterson, D.G. J. Agric. Food Chem. (2007) [Pubmed]
  11. Mechanisms of acrylamide formation: Maillard-induced transformation of asparagine. Blank, I., Robert, F., Goldmann, T., Pollien, P., Varga, N., Devaud, S., Saucy, F., Huynh-Ba, T., Stadler, R.H. Adv. Exp. Med. Biol. (2005) [Pubmed]
  12. Radiation-induced fragmentation of cardiolipin in a model membrane. Shadyro, O.I., Yurkova, I.L., Kisel, M.A., Brede, O., Arnhold, J. Int. J. Radiat. Biol. (2004) [Pubmed]
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