• Title/Summary/Keyword: Carbonyl Compound

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Formation of Oxidative Cleavage from Phytofluene by Autoxidation (자동산화에 의한 Phytofluene으로부터 산화개열산물의 생성)

  • 김선재
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.29 no.4
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    • pp.568-574
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    • 2000
  • Phytofluene was subjected to ozonolysis in ice-cold dichloromethane. The ozonolysis products were fractionated with a silica column and the carbonyl fraction was analyzed by ODS-HPLC with a photodiode array detector. Phytofluene was solubilized in 5% tween 40, and then oxidized by incubating under dim yellow light at 37$^{\circ}C$, 24 hr with continuous shaking. Carbonyl compound and acidic compound were produced. In comparison with autoxidation and ozonolysis, each compound showed the same retention time and UV-vis spectra were identical to the reference cleavage products prepared by ozeonolysis of phytofluene. Absorption spectrum of acidic compound was similar to that of standard 4,5-didehydrogeranyl geranyl acid which is known to possess biological activity. Thus, eccentric cleavage of phytofluene was confirmed to occur in vitro under oxidation condition.

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Formation of Oxidative Cleavage Products from Lycopene (Lycopene으로부터 산화개열산물의 생성)

  • Kim, Seon-Jae
    • Korean Journal of Food Science and Technology
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    • v.32 no.6
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    • pp.1227-1233
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    • 2000
  • Lycopene was subjected to ozonolysis in ice-cold dichloromethane. The ozonolysis products were fractionated with a silica column and the carbonyl fraction was analyzed by ODS-HPLC with a photodiode array detector and by LC-MS. UV-vis spectra and $[M+H]^+$ of the carbonyl compound peaks showed clearly that acycloretinal, apo-14'-lycopenal, apo-12'-lycopenal, apo-10'-lycopenal, apo-8'-lycopenal and apo-6'-lycopenal were formed by ozonolysis of lycopene. Lycopene was solubilized in toluene and aqueous Tween 40, and then oxidized by incubating at $37^{\circ}C$ under atmospheric oxygen. Carbonyl compounds were produced. In comparison with autoxidation and ozonolysis, each compound showed the same retention time and UV-vis spectra are identical to the reference cleavage products prepared by ozonolysis of lycopene. Thus, eccentric cleavage of lycopene was confirmed to occur in vitro under oxidation condition.

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Oxidative Cleavage Products of ${\zeta}-Carotene$ (${\zeta}-Carotene$의 산화개열산물)

  • Kim, Seon-Jae
    • Korean Journal of Food Science and Technology
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    • v.32 no.5
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    • pp.985-990
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    • 2000
  • ${\zeta}-Carotene$ was subjected to ozonolysis in ice-cold dichloromethane. The ozonolysis products were fractionated with a silica column and the carbonyl fraction was analyzed by ODS-HPLC with a photodiode array detector. ${\zeta}-Carotene$ was solubilized in toluene, and then oxidized by incubating at $37^{\circ}C$, 72 hr under atmospheric oxygen. Carbonyl compound and acidic compound were produced. In comparison with autoxidation and ozonolysis, each compound showed the same retention time and UV-vis spectra were identical to the reference cleavage products prepared by ozonolysis of ${\zeta}-carotene$. Absorption spectrum of acidic compound was similar to that of standard 4,5-didehydrogeranyl geranyl acid which is known to possess biological activity. Thus, eccentric cleavage of ${\zeta}-carotene$ was confirmed to occur in vitro under oxidation condition.

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Carbonyl Emissions during Food Decay from Kimchi, Fish, and Salted Fish

  • Kabir, Ehsanul;Kim, Ki-Hyun
    • Asian Journal of Atmospheric Environment
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    • v.2 no.2
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    • pp.109-115
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    • 2008
  • In this study, the emissions of carbonyl compounds as offensive odorants were measured using three food types (Kimchi, fresh fish, and salted fish) as a function of time. Odor samples for each food type, collected at 0, 1, 3, 7, and 14 days, were analyzed by high performance liquid chromatography (HPLC). Only three kinds of carbonyl compounds were quantified above their respective detection limits: formaldehyde, acetaldehyde, and acetone. The emission patterns of these compounds were distinguishable from each other. Formaldehyde tends to peak at the beginning and decrease through time with unique patterns. Conversely, acetaldehyde and acetone seem to increase gradually through time. The results showed that relative patterns of carbonyl emissions were more distinguishable by compound type rather than food type.

Oxidative Modification of Cytochrome c by Tetrahydropapaveroline, an Isoquinoline-Derived Neurotoxin

  • Kang, Jung Hoon
    • Bulletin of the Korean Chemical Society
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    • v.34 no.2
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    • pp.406-410
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    • 2013
  • Tetrahyropapaveroline (THP) is compound derived from dopamine metabolism and is capable of causing dopaminergic neurodegenerative disorder, such as Parkinson's disease (PD). The aim of this study was to evaluate the potential of THP to cause oxidative damage on the structure of cytochrome c (cyt c). Our data showed that THP led to protein aggregation and the formation of carbonyl compound in protein aggregates. THP also induced the release of iron from cyt c. Reactive oxygen species (ROS) scavengers and iron specific chelator inhibited the THP-mediated cyt c modification and carbonyl compound formation. The results of this study show that ROS may play a critical role in THP-induced cyt c modification and iron releasing of cyt c. When cyt c that has been exposed to THP was subsequently analyzed by amino acid analysis, lysine, histidine and methionine residues were particularly sensitive. It is suggested that oxidative damage of cyt c by THP might induce the increase of iron content in cells and subsequently led to the deleterious condition. This mechanism is associated with the deterioration of organs under neurodegenerative disorder such as PD.

A Convenient Allylation of 1,n-Dicarbonyl Compounds Using Organoindium Reagents

  • Lee, Pil Ho;DongSeo, Mun;Lee, Gu Yeon
    • Bulletin of the Korean Chemical Society
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    • v.22 no.12
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    • pp.1380-1384
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    • 2001
  • The chemoselective reactions of 1,n-dicarbonyl compounds with allyl halides using indium metal were investigated. $\alpha-Ketoesters$ such as ethyl pyruvate, ethyl 3-methyl-2-oxobutyrate and ethyl benzoylformate reacted with a variety of allyl halides i n the presence of indium to afford hydroxy unsaturated carbonyl compounds in good to excellent yields in MeOH/HCl at $25^{\circ}C.$ For the allyl bromide, the presence of various substituents at the $\alpha$ or $\gamma$ position exhibited little effects on both the reaction rates and yields. Ethyl acetoacetate or ethyl levulinate was treated with allylindium reagent to give hydroxy unsaturated carbonyl compounds in good yield. These results mean that both reactivity and selectivity are independent of the distance between carbonyl groups. 2,3-Butanedione or 1-phenyl-1,2-propanedione reacted with allylindium to produce monoallylation product as major compound.

The Effect of Gamma-Irradiation on Aqueous Solutions of Triglycine 2. Electrophoretic and Paper Chromatographic Study of Irradiated Triglycine (Triglycine 수용액에 미치는 감마선의 영향 2. Electrophoresis 와 Paper Chromatogrphay 에 의한 연구)

  • LEONE, Charles A
    • The Korean Journal of Zoology
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    • v.7 no.1
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    • pp.1-5
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    • 1964
  • GamnH-irradiated aqueous solutions of triglycine were studied using low voltage electrophoresis, paper chromatography, and determination of carbonyl compound. Four generalizations can be made as follows: 1. One component from irradiated triglycine formed a complex with copper ions and had higher electronegativity than did triglycine. 2. Five components from irradiated triglycine were separated by paper chromatography; of these, two were identified. 3. Carbonyl compound formation in irradiated triglycine increased up to $5{\times}10^{20}\;ev/ml$ and decreased at higher doses up to $1.9{\times}10^{21}\;ev/ml$ indicating its participation in secondary reaction in the complex system. 4. The possibility of hydrolytic brcabtgc of peptide bond was indicated by the separation of glycine from irradiated triglycine.lycine.

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