54151-38-1Relevant academic research and scientific papers
Monitoring carbonyl-amine reaction and enolization of 1-hydroxy-2- propanone (acetol) by FTIR spectroscopy
Yaylayan, Varoujan A.,Harty-Majors, Susan,Ismail, Ashraf A.
, p. 2335 - 2340 (2007/10/03)
Infrared absorption bands characteristic of the aldehydo, keto, and enediol forms of 1-hydroxy-2-propanone (acetol) were identified and used to study the effect of solvent on the absorption frequencies and the effect of temperature and acid/base catalysis on the enolization reactions. The data indicated that, in addition to water, acids and bases can catalyze the enolization of 1-hydroxy-2-propanone and that the temperature inversely effects the rate of enolization under basic conditions. However, under acidic conditions, increasing the temperature favors the enolization process. In addition, the reaction of 1-hydroxy-2-propanone with a primary and a secondary amine was also monitored by Fourier transform infrared spectroscopy. The data indicated that at room temperature the rate of amine reaction was faster than the rate of its catalysis of enolization; however, below room temperature, the rate of base-catalyzed enolization became comparable with the rate of carbonyl-amine reaction forming both Heyns and Amadori adducts.
Pyrolysis/GC/MS Analysis of 1--1-deoxy-D-fructose (Proline Amadori Compound)
Huyghues-Despointes, Alexis,Yaylayan, Varoujan A.,Keyhani, Anahita
, p. 2519 - 2524 (2007/10/02)
Pyrolysis/GC/MS was applied to the study of primary and secondary pyrolysis products of 1--1-deoxy-D-fructose (proline Amadori compound). The Amadori product was pyrolyzed on a ribbon probe at 150, 200, 250, 300, and 350 deg C for 10 s. The main products formed under these conditions were 1-(1'-pyrrolidinyl)-2-propanone, 2-hydroxy-1-(1/-pyrrolidinyl)-1-buten-3-one, and 2,3-dihydro-3,5-dihydroxy-6-methyl-4(H)-pyran-4-one in addition to acetic acid and pyrrolidine. The produce secondary pyrolysis products, the Amadori compound was pyrolyzed at 250 deg C in a quartz tube for 20 s; 14 secondary pyrolysis products were identified. The majority of the products were also reported to be formed during autoclaving of proline/monosaccharide mixtures at 150 deg C for 1.5 h in water. In addition, the pyrolysis of D-glucose/proline and the proline Amadori compound was compared. Keywords: Pyrolysis; proline; Amadori compound; decomposition; mechanism; Maillard reaction
