• Title/Summary/Keyword: Acrolein

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Acrolein, the toxic endogenous aldehyde, induces neurofilament-L aggregation

  • Jeong, Moon-Sik;Kang, Jung-Hoon
    • BMB Reports
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    • v.41 no.9
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    • pp.635-639
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    • 2008
  • Acrolein is a highly reactive by product of lipid peroxidation and individuals with neurodegenerative disorders have been shown to contain elevated concentrations of this molecule in the brain. In the present study, we examined the pattern of neurofilament-L (NF-L) modification elicited by acrolein. When NF-L was incubated with acrolein, protein aggregation occurred in a acrolein concentration-dependent manner. Exposure of NF-L to acrolein also led to the generation of protein carbonyl compounds. Through the addition of free radical scavengers we observed a significant decrease in acrolein-mediated NF-L aggregation. These results indicate that free radicals may be involved in the modification of NF-L by acrolein. In addition, dityrosine crosslink formation was observed in acrolein-mediated NF-L aggregates and these aggregates displayed thioflavin T reactivity, reminiscent of amyloid. This study suggests that acrolein-mediated NF-L aggregation might be closely related to oxidative reactions, thus these reactions may play a critical role in neuro-degenerative diseases.

Modification and inactivation of Cu,Zn-superoxide dismutase by the lipid peroxidation product, acrolein

  • Kang, Jung Hoon
    • BMB Reports
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    • v.46 no.11
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    • pp.555-560
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    • 2013
  • Acrolein is the most reactive aldehydic product of lipid peroxidation and is found to be elevated in the brain when oxidative stress is high. The effects of acrolein on the structure and function of human Cu,Zn-superoxide dismutase (SOD) were examined. When Cu,Zn-SOD was incubated with acrolein, the covalent crosslinking of the protein was increased, and the loss of enzymatic activity was increased in a dose-dependent manner. Reactive oxygen species (ROS) scavengers and copper chelators inhibited the acrolein-mediated Cu,Zn-SOD modification and the formation of carbonyl compound. The present study shows that ROS may play a critical role in acrolein-induced Cu,Zn-SOD modification and inactivation. When Cu,Zn-SOD that has been exposed to acrolein was subsequently analyzed by amino acid analysis, serine, histidine, arginine, threonine and lysine residues were particularly sensitive. It is suggested that the modification and inactivation of Cu,Zn-SOD by acrolein could be produced by more oxidative cell environments.

Studies on Copolymerization of Acrolein with Styrene, Methyl methacrylate and Vinyl acetate (Acrolein과 Vinyl Compounds의 共重合에 關한 硏究)

  • Jyong Sup Shim;Young-Sung Jun
    • Journal of the Korean Chemical Society
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    • v.13 no.4
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    • pp.373-377
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    • 1969
  • In order to determine the monomer reactivity ratio in copolymerization of acrolein, the copolymerization of acrolein with styrene, methyl methacrylate and vinyl acetate respectively was studied. The Q and e value of acrolein in each copolymerization were also calculated from those of monomer reactivity ratios, but the calculated values were slightly different from each other. The Q and e of acrolein for the system of acrolein-styrene copolymerization were Q = O.64 and e = O.62 respectively. Relations among the Q and e value, the composition and structure of copolymers and the mean sequence length in copolymerization were also discussed for acrolein copolymers.

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Korean Red Ginseng water extract inhibits COX-2 expression by suppressing p38 in acrolein-treated human endothelial cells

  • Lee, Seung Eun;Park, Yong Seek
    • Journal of Ginseng Research
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    • v.38 no.1
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    • pp.34-39
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    • 2014
  • Cigarette smoke is considered a major risk factor for vascular diseases. There are many toxic compounds in cigarette smoke, including acrolein and other ${\alpha},{\beta}$-unsaturated aldehydes, which are regarded as mediators of inflammation and vascular dysfunction. Furthermore, recent studies have revealed that acrolein, an ${\alpha},{\beta}$-unsaturated aldehyde in cigarette smoke, induces inflammatory mediator expression, which is known to be related to vascular diseases. In this study, we investigated whether Korean Red Ginseng (KRG) water extract suppressed acrolein-induced cyclooxygenase (COX)-2 expression in human umbilical vein endothelial cells (HUVECs). Acrolein-induced COX-2 expression was accompanied by increased levels of phosphorylated p38 in HUVECs and KRG inhibited COX-2 expression in HUVECs. These results suggest that KRG suppresses acrolein-induced COX-2 expression via inhibition of the p38 mitogen-activated protein kinase signaling pathway. In addition, KRG exhibited an inhibitory effect on acrolein-induced apoptosis, as demonstrated by annexin Vepropidium iodide staining and terminal deoxynucleotidyl transferase-mediated dUTP nick end-labeling assay. Consistent with these results, KRG may exert a vasculoprotective effect through inhibition of COX-2 expression in acrolein-stimulated human endothelial cells.

Upregulation of Heme Oxygenase-1 as an Adaptive Mechanism against Acrolein in RAW 264.7 Macrophages

  • Lee, Nam-Ju;Lee, Seung-Eun;Park, Cheung-Seog;Ahn, Hyun-Jong;Ahn, Kyu-Jeung;Park, Yong-Seek
    • Molecular & Cellular Toxicology
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    • v.5 no.3
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    • pp.230-236
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    • 2009
  • Acrolein, a known toxin in cigarette smoke, is the most abundant electrophilic $\alpha$, $\beta$-unsaturated aldehyde to which humans are exposed in a variety of environmental pollutants, and is also product of lipid peroxidation. Increased unsaturated aldehyde levels and reduced antioxidant status plays a major role in the pathogenesis of various diseases such as diabetes, Alzheimer's and atherosclerosis. The findings reported here show that low concentrations of acrolein induce heme oxygenase-1 (HO-1) expression in RAW 264.7 macrophages. HO-1 induction by acrolein and signal pathways was measured using reverse transcription-polymerase chain reaction, Western blot and immunofluorescence staining analyses. Inhibition of extracellular signal-regulated kinase activity significantly attenuated the induction of HO-1 protein by acrolein, while suppression of Jun N-terminal kinase and p38 activity did not affect induction of HO-1 expression. Moreover, rottlerin, an inhibitor of protein kinase $\delta$, suppressed the upregulation of HO-1 protein production, possibly involving the interaction of NF-E2-related factor 2 (Nrf2), which has a key role as a HO-1 transcription factor. Acrolein elevated the nuclear translocation of Nrf2 in nuclear extraction. The results suggest that RAW 264.7 may protect against acrolein-mediated cellular damage via the upregulation of HO-1, which is an adaptive response to oxidative stress.

Protection by Histidine Dipeptides against Acrolein-induced Neurofilament-L Aggregation

  • Kang, Jung-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.29 no.9
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    • pp.1732-1736
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    • 2008
  • The endogenous dipeptides, carnosine and related compounds, are the naturally occurring dipeptides with multiple neuroprotective properties. We have examined the protective effects of carnosine, homocarnosine and anserine on the aggregation of neurofilament-L (NF-L) induced by neurotoxin, acrolein. When NF-L was incubated with acrolein in the presence of carnosine, homocarnosine or anserine, protein aggregation was inhibited in a concentration-dependent manner. These compounds inhibited the formation of protein carbonyl compounds and dityrosine in acrolein-mediated NF-L aggregates. The aggregates of NF-L displayed thioflavin T reactivity, reminiscent of amyloid. This thioflavin T reactivity was inhibited by carnosine and related compounds. This effect was associated with decreased formation of oxidatively modified proteins. Our results suggested that carnosine and related compounds might have protective effects to brain proteins under pathophysiological conditions leading to degenerative damage such as neurodegenerative disorders.

Oxidation of Propylene on Copper(Ⅱ)-Exchanged Zeolite. Active Site for the Formation of Acrolein (구리(Ⅱ)를 이온교환한 제올라이트 Y 에서 프로필렌의 산화반응. 아크롤레인 생성의 활성점)

  • Uh Young Sun;Chon Hakze
    • Journal of the Korean Chemical Society
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    • v.23 no.2
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    • pp.80-87
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    • 1979
  • The active site for the formation of acrolein in propylene oxidation reaction over copper(Ⅱ)-exchanged zeolite Y has been studied. At the early stage of the reaction, the formation of hydrocarbons was observed. The formation of hydrocarbons decreased gradually during the course of reaction, apparently due to the poisoning the Bronsted acid sites. The formation of acrolein was quite low when the formation of hydrocarbons was proceeding. The formation of acrolein was depend on the copper ion content and this can be related to the availability of the copper ions inside the supercage. It seems that it is the copper ion not the Bronsted acid site which is primarily responsible for the formation of acrolein.

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A Study on the Peak Separation of Acetone and Acrolein Based on High-Performance Liquid Chromatography (HPLC) Method

  • Kim, Shin-Do;Kim, Chang-Hwan;Park, Jin-Su;Lee, Jeong-Joo
    • Bulletin of the Korean Chemical Society
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    • v.30 no.9
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    • pp.2011-2016
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    • 2009
  • To resolve the differentiation problem of acetone and acrolein in the analysis of carbonyls by high-performance liquid chromatography (HPLC), we investigated the optimum analytical conditions for their separation. Carbonyl compounds were collected by 2,4-dinitrophenylhydrazine (DNPH)-coated cartridges. We examined the influence of three experimental variables: temperature (25, 30, 40, 50 and 60 ${^{\circ}C}$), flow rate (1.0 and 1.2 mL/min), and relative mobile phase composition (among acetonitrile, water and tetrahydrofuran). The experimental results revealed the optimum analytical condition of a flow rate of 1.2 mL/min, temperature of 32 ${^{\circ}C}$ and mobile phase composition of acetonitrile: water: tetrahydrofuran = 34 : 52.8 : 13.2. The analysis of indoor air composition indicated that acrolein and acetone comprised 11% and 42% of all aldehydes, respectively.

MODELING AND OPTIMIZATION Of A FIXED-BED CATALYTIC REACTOR FOR PARTIAL OXIDATION OF PROPYLENE TO ACROLEIN

  • Lee, Ho-Woo;Ha, Kyoung-Su;Rhee, Hyun-Ku
    • 제어로봇시스템학회:학술대회논문집
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    • 2000.10a
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    • pp.451-451
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    • 2000
  • This study aims for the optimization of process conditions in a fixed-bed catalytic reactor system with a circulating molten salt bath, in which partial oxidation of propylene to acrolein takes place. Two-dimensional pseudo-homogeneous model is adopted with estimation of suitable parameters and its validity is corroborated by comparing simulation result with experimental data. The temperature of the molten salt and the feed composition are found to exercise significant influence on the yield of acrolein and the magnitude of hot spot. The temperature of the molten salt is usually kept constant. This study, however, suggests that the temperature of the molten salt must be axially adjusted so that the abrupt peak of hot spot should not appear near the reactor entrance. The yield of acrolein is maximized and the position and the magnitude of hot spot are optimized by the method of the iterative dynamic programming (IDP).

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STUDY OF CATALYSIS FOR MAKING ALCOHOL FROM ACROLEIN AND ISOPROPYL ALCOHO

  • Nagase, Yoshinori
    • Journal of the Korean institute of surface engineering
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    • v.29 no.6
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    • pp.640-643
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    • 1996
  • The vapor phase hydrogen trancefer reaction between acrolein and isopropyl alcohol has been investigated over $Ag_2O$-Cao catalyst. A high selectivity of allyl alcohol was obtained at 88.7% with conversion of 75.4%.

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