• Title/Summary/Keyword: amino-carbonyl reaction

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A Study on the Amino-Carbonyl Reaction (아미노-카르보닐 반응(反應)에 관한 연구)

  • Yang, Ryung;Shin, Dong-Bum
    • Korean Journal of Food Science and Technology
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    • v.12 no.2
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    • pp.88-96
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    • 1980
  • Reaction conditions in the amino-carbonyl reaction, and the effect of amino acids on the reactivity of amino-carbonyl reaction were investigated. Results obtained are as follows : 1. When the pH of the reaction mixture was increased above the isoelectric point of an amino acid, a significant increase in the color intensity was observed. 2. The color intensity increased gradually up to 1 : 1 of the molar ratio of reactants. This result was interpreted to show that sugar and free amino group combined in 1 : 1 ratio. 3. Amino-carbonyl reaction showed a significant time and temperature-dependences. The activation energy at 0.2 M glucose and 0.2 M glycine system was 37.5 Kcal/mole. 4. Among amino acids tested, glycine, lysine and $\beta$-alanine caused a significant increase in the color intensity, but acidic amino acids showed the least color intensity. The latter was interpreted to show that one of carboxyl groups of acidic amino acid has an inhibiting effect on the reactivity of the amino group. 5. The color intensity of sugars tested was in the order of xylose>arabibose>fructose>glucose>maltose>lactose.

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Carbon-based Solid Acid Catalyzed One-pot Mannich Reaction: A Facile Synthesis of β-Amino Carbonyl Compounds

  • Davoodnia, Abolghasem;Tavakoli-Nishaburi, Afsaneh;Niloofar, Tavakoli-Hoseini
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.635-638
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    • 2011
  • A simple and efficient method for the synthesis of $\beta$-amino carbonyl compounds by one-pot three-component Mannich reaction of acetophenone, aromatic aldehydes and aromatic amines using a carbon-based solid acid (CBSA), as an effective and reusable catalyst, is described. The present methodology offers several advantages such as simple procedure with an easy work-up, shorter reaction times, and high yields.

Antioxidative Characteristics of Browning Reaction Products of Glucose-Poly-${\gamma}$-Glutamate (GIu-PGA) obtained from Amino-carbonyl Reaction (Amino-carbonyl 반응에 의한 glucose-poly-${\gamma}$-glutamate (Glu-PGA) 갈변 반응물질의 항산화적 특성 연구)

  • Lee, Nam-Keun;Hahm, Young-Tae
    • Korean Journal of Food Science and Technology
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    • v.37 no.5
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    • pp.812-815
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    • 2005
  • Effects of poly-${\gamma}$-glutamate (PGA) on antioxidative characteristics of amino-carbonyl reaction products of glucose were investigated. Rapid browning reaction was observed under heat and alkaline condition (pH 8.2). Browning products were separated by Sephadex G-50, and brown color intensity and electron-donating ability of DPPH (2,2-diphenyl-1-picrylhydrazyl) of each fraction were measured. Fraction-7 (F-7) and -20 (F-20) showed high DPPH scavenging values. UV-VIS absorption spectrum of F-20 was similar to melanoidin peak, and F-7 showed maximum absorption peak at 270 nm. Molecular weight of F-7 was over 35 kDa as determined by SDS-PAGE. Although F-20 could not be measured on SDS-PAGE, its size was smaller than F-7.

Polyaniline/SiO2 Catalyzed One-pot Mannich Reaction: An Efficient Synthesis of β-amino Carbonyl Compounds (Polyaniline/SiO2를 이용한 one-pot Mannich 반응: β-amino carbonyl 화합물의 효율적인 합성)

  • Yelwande, Ajeet A.;Arbad, Balasaheb R.;Lande, Machhindra K.
    • Journal of the Korean Chemical Society
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    • v.55 no.4
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    • pp.644-649
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    • 2011
  • Polyaniline/$SiO_2$ catalyzed one-pot mannich reaction of acetophenone, aromatic aldehydes and aromatic amines are carried out in ethanol to afford various ${\beta}$-amino ketones. The various wt% of polyaniline were supported on pure silica synthesized by using chemical oxidative method. The catalyst prepared has been characterized by means of thermal analysis (TG-DTA), X-ray diffraction (XRD), scanning electron microscopy (SEM) energy dispersive spectroscopy (EDS), and Fourier transform infrared spectroscopy (FT-IR). Solvent stability of catalyst was tested using UV-Visible spectroscopy. This protocol has several advantages such as high yield, simple work up procedure, non-toxic, clean, easy recovery and reusability of the catalyst.

Antibacterial Activity of Lysozyme-Galactomannan Conjugate against Escherichia coli

  • Hwang, Jae-Kwan;Kim, Hyun-Jin;Park, Moon-Jung;Shin, Hae-Hun;Pyun, Yu-Ryang
    • Preventive Nutrition and Food Science
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    • v.3 no.4
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    • pp.320-323
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    • 1998
  • Lysozyme was covalentyl conjugated with galactomannan through a amino-carbonyl reaction between the lysine $\varepsilon$-amino groups of lysozyme and the reducing ends of galactomannan at a relative humidity of 79% and 6$0^{\circ}C$. The resulting lysozyme-galactomannan conjugate (LGC) was investigated for its antibacterial activity against Escherichia coli. Lysozyme alone did not exhibit antibacterial activity against E. coli. in contrast , significant bactericidal effect was observed for LGC, depending on the reaction temperature. The degree of conjugation between lysozyme and galactomannan was dependent on the incubation time, which affected the antibacterial efficiency against E. coli. This study demonstrated that the amino-carbonyl reaction between lysozyme and galactomannan could be a potential tool to modify lysozyme toward broadening its antibacterial spectrum to Gram-negative bacteria.

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Highly Selective Synthesis of β-Amino Carbonyl Compounds over ZSM-5-SO3H under Solvent-free Conditions

  • Massah, Ahmad Reza;Kalbasi, Roozbeh Javad;Samah, Neda
    • Bulletin of the Korean Chemical Society
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    • v.32 no.5
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    • pp.1703-1708
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    • 2011
  • ZSM-5-$SO_3H$ efficiently catalyzed the one-pot three-component Mannich reaction of aldehydes, anilines, and ketones. ${\beta}$-Aminocarbonyl compounds were obtained in reasonable yields and excellent stereoselectivities when the reaction was carried out at room temperature under solvent-free conditions. Simple experimental conditions and product isolation procedure makes this protocol potential for the development of clean and environment-friendly strategy for the synthesis of ${\beta}$-amino-ketones. The catalyst was recovered and reused for subsequent runs.

Emulsion Properties of Casein-Alginate Mixtures (카제인-알긴산 혼합물의 유화특성)

  • 황재관;최문정;김종태
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.26 no.6
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    • pp.1102-1108
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    • 1997
  • Proteins and polysaccharides confer distinct functional properties in food systems. This research was attempted to improve emulsion properties of casein by protein-polysaccharide conjugation, in which alginates with various molecular weights were employed as polysaccharide sources. Casein-alginate mixtures were conjugated by the amino-carbonyl or Maillard reaction at 6$0^{\circ}C$ and 79% relative humidity. The resulting casein-alginate conjugates were tested for their emulsion activity and emulsion stabilizing properties. In general, the emulsion stability of casein-alginate mixture greatly increased due to the amino-carbonyl reaction between casein and alginates, whose magnitude depended on the molecular weight of alginate, weight ratio of casein to alginate and incubation time. It was also found that thermal stability and pH stability were markedly improved by the casein-alginate conjugation.

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Structural Characteristics of the Water Soluble Browning Reeaction Products Isolated from Korean Red Ginseng (홍삼으로부터 분리한 수용성 갈변물질의 구조 특성)

  • 이종원;고학룡;심기환
    • The Korean Journal of Food And Nutrition
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    • v.11 no.5
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    • pp.499-505
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    • 1998
  • The purpose of this study was to ivestigate the structural characteristics of waste soulble browning reaction prodcuts (WS-BRPs) isolated from Korean red ginseng. They all showed the maximum absorbances at near 280 nm. Their IR spectra suggested the presence of hydroxyl, amide carbonyl and aliphatic methine groups. From sugar analysis it was identified that L and S-1 contained two kinds of suggar, glucose and xylose, and S-2, a fructose together with glucose and xylose. Thirteen different amino acids were identified in L. Ten amino acids from S-1 and seven amino acids from S-2 were identified using Auto Amino Acid Analyzer. Glycine, serine and glutamic acid in S-1 and one unknown amino acid and glycine in S-2 were detected as the major amino acids, respectively. From the 1H-and 13C-NMR spectra, it was identified that a number of sugar moieties, carbonyl and carbon double bonds (only in S-2) were contained in the three WS-BRP components. Approximate number of sugar moiety of L, S-1 and S-2 was determined to be 8∼10, 9∼11 and 4∼5, respectively. Contents of nitrogen, carbon and hydrogen showed L>S-1>S-2.

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