• Title/Summary/Keyword: 7-epoxide

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Isolation and Identification of Cholesterol Oxidation products in heated tallow by TLC (TLC를 이용한 가열우지중 콜레스테롤 산화생성물의 분리 및 확인)

  • 장영상;양주홍
    • Food Science and Preservation
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    • v.8 no.3
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    • pp.338-344
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    • 2001
  • The oxidative stability of cholesterol in tallow heated at different frying temperatures (130$\^{C}$, 150$\^{C}$, and 180$\^{C}$) was studied by identifying cholesterol oxides by thin layer chromatography(TLC). And fatty acid compositions in tallow heated were also measured and compared with cholesterol oxides. Unsaturated fatty acid contents slightly decreased as the heating time increased, whereas saturated fatty acid contents increased This phenomenon became excessive especially by heating to higher temperature. It was found that RF value and spot color of the nonsaponifiable lipids from tallow heated on TLC analysis accorded with the synthetic cholesterol oxides in this experiment. Four kinds of cholesterol oxides were detected in tallow heated for 24 hours at three different temperatures. The oxides were identified as 7-$\alpha$-hydroxycholesterol, 7-$\beta$-hydroxycholesterol, 7-ketocholesterol and cholesterol epoxide. It was found that there was a little difference in oxidative pattern of cholesterol between several heating temperatures.

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A Cold-Adapted Epoxide Hydrolase from a Strict Marine Bacterium, Sphingophyxis alaskensis

  • Kang, Ji-Hyun;Woo, Jung-Hee;Kang, Sung-Gyun;Hwang, Young-Ok;Kim, Sang-Jin
    • Journal of Microbiology and Biotechnology
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    • v.18 no.8
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    • pp.1445-1452
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    • 2008
  • An open reading frame (ORF) encoding a putative epoxide hydrolase (EHase) was identified by analyzing the genome sequence of Sphingophyxis alaskensis. The EHase gene (seh) was cloned and expressed in E. coli. To facilitate purification, the gene was fused in-frame to 6$\times$ histidine at the C-terminus. The recombinant EHase (rSEH) was highly soluble and could be purified to apparent homogeneity by one step of metal affinity chromatography. The purified SEH displayed hydrolyzing activities toward various epoxides such as styrene oxide, glycidyl phenyl ether, epoxyhexane, epoxybutane, epichlorohydrin, and epifluorohydrin. The optimum activity toward styrene oxide was observed at pH 6.5 and $35^{\circ}C$. The purified SEH showed a cold-adapted property, displaying more than 40% of activity at low temperature of $10^{\circ}C$ compared with the optimum activity. Despite the catalytic efficiency, the purified SEH did not hydrolyze various epoxides enantioselectively. $K_m$ and $k_{cat}$ of SEH toward (R)-styrene oxide were calculated as 4$\pm$0.3 mM and 7.42$s^{-1}$ respectively, whereas $K_m$ and $k_{cat}$ of SEH toward (S)-styrene oxide were 5.25$\pm$0.3 mM and 10.08$s^{-1}$ respectively.

Half lives of Gaseous Organochlorine Pesticides in Atmosphere (대기 중에서 가스상 유기염소계 살충제의 반감기)

  • Choi, Min-Kyu;Chun, Man-Young
    • Environmental Analysis Health and Toxicology
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    • v.22 no.2 s.57
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    • pp.177-184
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    • 2007
  • Gaseous organochlorine pesticides (OCPs : heptachlor epoxide, p, p'-DDE, ${\gamma}-HCH,\;{\alpha}-chlordane,\;{\gamma}-chlordane$ and trans-nonachlor) concentration was measured using PUF high volume sampler from June, 2000 to June, 2002 in the semi-rural atmosphere. The OCPs concentration in atmosphere, which is estimated by the slope (m) of Clausius-Clapeyron equation and phase-transition energy $({\Delta}H)$, was influenced by revolatilization from environmental matrix (soil, water and tree leaves) and a long range transportation of air mass. But the former affected OCPs concentration more than the latter. The degradation rate constants (k) of OCPs calculated using multiple regression analysis and revised standard temperature method were in good agreement each other. The value of k of ${\gamma}-HCH$ was very low as -0.0007, but the range of k of other components were $-0.00l8{\sim}-0.0038$. The half-life $({\tau})$ which was calculated by k of ${\gamma}-HCH$ was 2.6 years-the longest one, but that of heptachlor epoxide was in 0.5 year-the shortest one. $({\tau})\;of\;{\alpha}-chlordane,\;{\gamma}-chlordane$ and trans-nonachlor in technical chlordane was 1.0, 1.1 and 0.7 year respectively.

Genetic Polymorphism of Epoxide Hydrolase and GSTM1 in Chronic Obstructive Pulmonary Disease (만성폐쇄성폐질환 발생에 Epoxide hydrolase와 GSTM1유전자 다형성의 의의)

  • Park, Sang Sun;Kim, Eun Joung;Son, Chang Young;Wi, Jeong Ook;Park, Kyung Hwa;Cho, Gye Jung;Ju, Jin Young;Kim, Kyu Sik;Kim, Yu II;Lim, Sung Chul;Kim, Young Chul;Park, Kyung Ok;Na, Kook Joo
    • Tuberculosis and Respiratory Diseases
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    • v.55 no.1
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    • pp.88-97
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    • 2003
  • Background : Although smoking is a major cause of chronic obstructive pulmonary disease (COPD), only 10-20% of cigarette smokers develop symptomatic COPD, which suggests the presence of genetic susceptibility. This genetic susceptibility to COPD might depend on variations in the activities of the enzyme that detoxify hazardous chemical products, such as microsomal epoxide hydrolase (mEPHX) and glutathione-S transferase M1 subunit (GSTM1) genes. Methods : The genotypes of 58 patients with COPD, and 79 age matched control subjects, were determined by a polymerase chain reaction, followed by restriction fragment length polymorphism (PCR-RFLP) for the mEPHX, and multiplex PCR for the GSTM1. Results : GSTM1 was deleted in 53.3% of the subjects. There was no difference in GSTM1 deletion rates between the COPD patients (32/58, 55.2%) and the control subjects (41/79, 51.9%). The combination patterns of two polymorphisms of mEPHX showed slow enzyme activity in 29(21.2%), normal in 73(53.3%) and fast in 32(23.4%). The COPD group (7/57, 12.3%) showed a significantly lower incidence of slow enzyme activity compared to the control subjects (22/77, 28.6%, p<0.05). However, when the COPD and control groups were compared with smokers only, there were no significant differences in the genotypes of GSTM1 and mEPHX. Conclusion : The genotypes of GSTM1 and mEPHX were not significant risk factors of COPD in this cohort of study.

Halogenated Cleavage of Epoxides into Halohydrins in the Presence of a Series of Diamine Podands as Catalyst with Elemental Idoine and Bromine

  • Sharghi, Hashem;Paziraee, Zahra;Niknam, Khodabakhsh
    • Bulletin of the Korean Chemical Society
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    • v.23 no.11
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    • pp.1611-1615
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    • 2002
  • The ring opening of epoxides with elemental iodine and bromine in the presence of three diamine podands 7-9 as new catalysts affords vicinal iodo alcohols and bromo alcohols in high yields. This new procedure occurs regioselectively under neutral and mild conditions in various aprotic solvents even when sensitive functional groups are presented.

Synthesis of Novel 9-Fluoroanthracycline Derivatives

  • Rho, Young S.;박시호;Kim, Sun Y.;조인호;이철현;정채준;Kang, Heun S.
    • Bulletin of the Korean Chemical Society
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    • v.19 no.1
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    • pp.74-78
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    • 1998
  • Synthesis of novel 9-fluoroanthracyclines carrying L-fucose as a sugar component is described. Compound 3 containing a fluorine at the C-9 position was synthesized from an epoxide 2 and HF/Pyr (7 : 3). Bromination and hydrolysis of compound 3 resulted in synthesis of an aglycone, 9-fluoroanthracyclinone 6. The α-(1b) and β -anomers (1a) of the final product were obtained in high yields by a coupling reaction with the L-fucose.

Phytochemical Constituents from the Aerial Part of Ducrosia ismaelis Asch.

  • Morgan, Abubaker M.A.;Kim, Jang Hoon;Lee, Hyun Woo;Lee, Sang-Hyun;Lim, Chi-Hwan;Jang, Hae-Dong;Kim, Young Ho
    • Natural Product Sciences
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    • v.21 no.1
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    • pp.6-13
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    • 2015
  • Phytochemical investigation of the aerial components of Ducrosia ismaelis Asch. led to the isolation of six known compounds, psoralen (1), isopsoralen (2), cnidioside A (3), (-)-syringaresinol-O-${\beta}$-D-glucopyranoside (4), (E)-plicatin B (5), trilinolein (6). The chemical structures of these compounds were elucidated from spectroscopic data and by comparison of these data with previously published results. The antioxidant, anti-osteoporotic and cardiovascular related activities of the isolated compounds were assessed using oxygen radical absorbance capacity (ORAC), reducing capacity, tartrate-resistant acid phosphatase (TRAP), and soluble epoxide hydrolase (sEH) inhibitory activity assays. Compounds (3-5) showed potent peroxyl radical-scavenging capacities with ORAC values of $11.06{\pm}0.39$, $7.98{\pm}0.10$, and $13.99{\pm}0.06$ Trolox equivalent (TE) at concentrations of $10{\mu}M$, respectively. Only compounds 4 and 5 was able to significantly reduce $Cu^{2+}$ ions, with a reduction value of $9.06{\pm}0.32$ and $4.61{\pm}0.00{\mu}M$ Trolox Equivalent (TE) at a concentration of $10{\mu}M$. Compound 5 at $10{\mu}M$ exhibited a potent inhibitory effect on osteoclastic TRAP activity with a TRAP value of $86.05{\pm}6.55%$ of the control. Compounds 1, 3 and 5 potently inhibited sEH activity with $IC_{50}$ values of 41.6 4.9, 16.0 1.1, and 49.0 $5.7{\mu}M$, respectively.

Effect of Graphene Oxide Addition to Tin Oxide Aerogel for Photocatalytic Rhodamine B Degradation (주석산화물 에어로겔의 Graphene Oxide 첨가에 따른 광촉매적 Rhodamine B 분해)

  • Kim, Taehee;Choi, Haryeong;Kim, Younghun;Lee, Jihun;Park, Hyung-Ho
    • Journal of the Microelectronics and Packaging Society
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    • v.28 no.1
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    • pp.61-66
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    • 2021
  • SnO2 has the wide bandgap which allows it to be used as the photocatalyst. There are many studies to enhance the photocatalytic properties of SnO2. In this study, 3-dimensional SnO2 aerogel was synthesized using epoxide-initiated sol-gel method for the optimal specific surface area. Also, graphene oxide (GO) was added before the gelation process of the aerogel to maximize the specific surface area. Addition of 0.5 wt% of GO would possibly enhance the specific surface area by 1.7 times compared with the bare tin oxide aerogel. Furthermore, enhanced specific surface area could degrade 67.3% of initial Rhodamine B in 120 minutes. To compare with the bare SnO2 aerogel, 0.5 wt% GO addition to SnO2 could double the reaction rate of the photocatalytic degradation.

Contents of Carotenoids and Chlorophylls in Dolsan Leaf Mustard(Brassica juncea) (돌산갓의 Carotenoids 및 Chlorophyll 함량)

  • Cho, Young-Sook;Ha, Bong-Seuk;Park, Seok-Kyu;Chun, Soon-Sil
    • Journal of the Korean Society of Food Culture
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    • v.8 no.2
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    • pp.153-157
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    • 1993
  • To furnish basic data for the utilization of leaf mustard as a raw material of salted and fermented vegetable food, the contents of carotenoids and chlorophylls of Dolsan Leaf Mustard(DLM) were investigated. Total carotenoid content of DLM was 4.75 mg%, and the compositions were ${\beta}-carotene(80.91%)$, lutein(13.07%), lutein epoxide(3.93%). The contents of chlorophyll a and b were 4.1 and 1.5 mg%, and leaf was 7.4- and 8.1-fold, respectively, higher than leaf stalk. The ratios of chlorophyll a/b in leaf (2.7:1) and leaf stalk(3.0:1) were similar to those of other vegetables.

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Degradation of Cholesterol by Bacillus subtilis SFF34 in Flatfish during Fermentation

  • Kim, Kwan-Pil;Rhee, In-Koo;Park, Heui-Dong
    • Journal of Microbiology
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    • v.41 no.4
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    • pp.284-288
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    • 2003
  • Bacillus subtilis SFF34 degrading cholesterol was applied to reduce residual cholesterol content in fermented flatfish. When the bacterial cells were inoculated as a start culture, a maximal level (1.7 U/g) of cholesterol oxidase was obtained after 10 days, which was two times higher than that (0.8 U/g) without inoculation. Residual cholesterol contents with and without inoculation of the cells were 0.5 mg/g and 0.8 mg/g after 12 days of fermentation, respectively. Cholesterol derivatives including cholesterol- 5${\alpha},\;6{\alpha}$-epoxide, 4-cholesten-3-one and 7${\beta}$-hydroxycholesterol were detected in raw flatfish as well as fermented flatfish. Campesterol and 25-hydroxycholesterol were detected only after fermentation. However, no significant differences in their contents were observed regardless of inoculation.