• Title/Summary/Keyword: Ethanolamines

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Fragmentations and Proton Transfer Reactions of Product Ions Formed from Mono-, Di-, and Triethanolamines

  • Choi, Sung-Seen;So, Hun-Young
    • Bulletin of the Korean Chemical Society
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    • v.25 no.10
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    • pp.1538-1544
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    • 2004
  • Fragmentations and proton transfer reactions of mono-, di-, and triethanolamines were studied using FTMS. It was found that the most abundant fragment ion was $[M-CH_2OH]^+$. The $[M-CH_2OH-H_2O]^+$ was observed in the mass spectra of diethanolamine and triethanolamine. By increasing the ion trapping time in the ICR cell, the $[M+H]^+$ and $[M+H-H_2O]^+$ ions were notably increased for all the samples while the $[M+H-2H_2O]^+$ was observed in the mass spectra of diethanolamine and triethanolamine. The proton transfer reactions between the fragment ions and neutral molecules occurred predominantly by increasing the ion trapping time. The rate constants for the proton transfer reactions were calculated from experimental results. The proton transfer reaction of $CHO^+$ was the fastest one, which is consistent with the heats of reaction. The rate constants for proton transfer reactions of triethanolamine were much slower than those of ethanolamine and diethanolamine because of the steric hindered structure of triethanolamine. The plausible structures of observed ions and heats of reaction for proton transfer were calculated with AM1 semiempirical method.

Lipids and Fatty Acid Composition of Barley Grain (보리의 지방질 성분에 관한 연구)

  • Shin, Hyo-Sun;Gray, J. Ian
    • Korean Journal of Food Science and Technology
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    • v.15 no.2
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    • pp.195-201
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    • 1983
  • Lipids isolated from three barley samples were identified and quantitated by column, thin layer and gas liquid chromatographic techniques. These lipids were shown to consist of 69.3-73.1% neutral lipids, 9.6-16.5% glycolipids, and 14.2-17.9% phospholipids. Among the neutral lipids, triglycerides were predominant (54.2 to 55.7%) with smaller amounts of 1,2-diglycerides, 1,3-diglycerides, free sterols, free fatty acids, steryl esters, and three unknown being present. Among the glycolipids, digalactosyl diglycerides (31.3 to 33.2%) and monogalactosyl diglycerides (26.2 to 29.6%) were the most abundant. Esterified steryl glycosides, steryl glycosides, cerebrosides, sulfolipids, and an unknown component were present as minor components. Of the phosopholipids, phosphatidyl cholines and serines, lysophosphatidyl cholines, and phosphatidyl ethanolamines were the major components, comprising over 80% of this class. The major fatty acids in the total and the three lipid classes were palmitic, oleic, linoleic and linolenic acids. However, the neutral lipids fraction contained more oleic acid than other lipid fractions, and the phospholipids fraction contained more palmitic acid than the other lipid fractions.

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Unraveling dynamic metabolomes underlying different maturation stages of berries harvested from Panax ginseng

  • Lee, Mee Youn;Seo, Han Sol;Singh, Digar;Lee, Sang Jun;Lee, Choong Hwan
    • Journal of Ginseng Research
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    • v.44 no.3
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    • pp.413-423
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    • 2020
  • Background: Ginseng berries (GBs) show temporal metabolic variations among different maturation stages, determining their organoleptic and functional properties. Methods: We analyzed metabolic variations concomitant to five different maturation stages of GBs including immature green (IG), mature green (MG), partially red (PR), fully red (FR), and overmature red (OR) using mass spectrometry (MS)-based metabolomic profiling and multivariate analyses. Results: The partial least squares discriminant analysis score plot based on gas chromatography-MS datasets highlighted metabolic disparity between preharvest (IG and MG) and harvest/postharvest (PR, FR, and OR) GB extracts along PLS1 (34.9%) with MG distinctly segregated across PLS2 (18.2%). Forty-three significantly discriminant primary metabolites were identified encompassing five developmental stages (variable importance in projection > 1.0, p < 0.05). Among them, most amino acids, organic acids, 5-C sugars, ethanolamines, purines, and palmitic acid were detected in preharvest GB extracts, whereas 6-C sugars, phenolic acid, and oleamide levels were distinctly higher during later maturation stages. Similarly, the partial least squares discriminant analysis based on liquid chromatography-MS datasets displayed preharvest and harvest/postharvest stages clustered across PLS1 (11.1 %); however, MG and PR were separated from IG, FR, and OR along PLS2 (5.6 %). Overall, 24 secondary metabolites were observed significantly discriminant (variable importance in projection > 1.0, p < 0.05), with most displaying higher relative abundance during preharvest stages excluding ginsenosides Rg1 and Re. Furthermore, we observed strong positive correlations between total flavonoid and phenolic metabolite contents in GB extracts and antioxidant activity. Conclusion: Comprehending the dynamic metabolic variations associated with GB maturation stages rationalize their optimal harvest time per se the related agroeconomic traits.

Simple and Robust Measurement of Blood Plasma Lysophospholipids Using Liquid Chromatography Mass Spectrometry

  • Ji, Dong Yoon;Lee, Chang-Wan;Park, Se Hee;Lee, Eun Jig;Lee, Do Yup
    • Mass Spectrometry Letters
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    • v.8 no.4
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    • pp.109-113
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    • 2017
  • Single analytical procedure including extraction, liquid chromatography, and mass spectrometric analysis was evaluated for the simultaneous measurement of lysophospholipids (LPLs). LPLs, particularly, lysophosphatidic acids (LPA) and sphingosine 1-phosphate (S1P) are lipid messengers ubiquitously found in various biological matrix. The molecular species mediate important physiological roles in association with many diseases (e.g. cancer, inflammation, and neurodegenerative disease), which emphasize the significance of the simple and reliable analytical method for biomarker discovery and molecular mechanistic understanding. Thus, we developed analytical method mainly focusing on, but not limited by those lipid species S1P and LPA using reverse phase liquid chromatography-tandem mass spectrometry (RPLC-ESI-MS-MS). Extraction method was modified based on Folch method with optimally minimal level of ionization additive (ammonium formate 10 mM and formic acid). Reverse-phase liquid-chromatography was applied for chromatographical separation in combination with negative ionization mode electrospray-coupled Orbitrap mass spectrometry. The method validation was performed on human blood plasma in a non-targeted lipid profiling manner with full-scan MS mode and data-dependent MS/MS. The proposed method presented good inter-assay precision for primary targets, S1P and LPA. Subsequent analysis of other types of LPLs identified a broad range of lysophosphatidylcholines (LPCs) and lysophosphatidyl-ethanolamines (LPEs).

Effect of Ethanolamine Species on Paper Aging by Metals (에탄올아민이 금속에 의한 종이의 노화 방지에 미치는 영향)

  • Yoon, Byung-Ho;Kim, Yong-Sik;Choi, Kyoung-Hwa
    • Journal of Korea Technical Association of The Pulp and Paper Industry
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    • v.40 no.3
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    • pp.36-41
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    • 2008
  • It is known that ethanolamines play a critical role for deacidification of paper sized by alum-rosin. However, amines also are effective as a chelating agent of metal. The present work was focused on whether amines could scavenge metals and prevent from the aging of paper. Metals such as alum, copper(II) and iron(III) was added to paper, and the paper treated with amines was aged in a thermo-hygrostat for 3-6 days. In the case of paper added to alum, the amines efficiency against paper aging was good in the oder of triethanolamine, diethanolamine and monoethanolamine attributable to the intensity of basicity and steric effect. Even in the case of paper treated with copper(II) chloride, iron(III) chloride, and copper(II) chloride, the significant preservation efficiency was shown by ethanolamine during accelerated aging. This outcome pinpoints the fact that ethanolamine can prevent paper aging not only from acid by neutralizing acid contained in paper but also from metals by producing of complexes with metals. These consequences above convince that ethanolamine makes it possible for mass deacidification for paper which contains acid and metals. Future studies should be conducted concerning whether, in reality, the treatment of its gas mode, in a single or multiple applications, has significant effect on lessening paper aging.

Synergistic Effect of Molybdate and Monoethanolamine on Corrosion Inhibition of Ductile Cast Iron in Tap Water

  • Kim, K.T.;Chang, H.Y.;Lim, B.T.;Park, H.B.;Kim, Y.S.
    • Corrosion Science and Technology
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    • v.16 no.1
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    • pp.31-37
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    • 2017
  • A synergistic effect was observed in the combination of nitrite and ethanolamines. Ethanolamine is one of the representative organic corrosion inhibitors and can be categorized as adsorption type. However, nitrosamines can form when amines mix with sodium nitrite. Since nitrosamine is a carcinogen, the co-addition of nitrite and ethanolamine will be not practical, and thus, a non-toxic combination of inhibitors shall be needed. In order to maximize the effect of monoethanolamine, we focused on the addition of molybdate. Molybdate has been used to alternate the addition of chromate, but it showed insufficient oxidizing power relative to corrosion inhibitors. This work evaluated the synergistic effect of the co-addition of molybdate and monoethanolamine, and its corrosion mechanism was elucidated. A high concentration of molybdate or monoethanolamine was needed to inhibit the corrosion of ductile cast iron in tap water, but in the case of the co-addition of molybdate and monoethanolamine, a synergistic effect was observed. This synergistic effect could be attributed to the molybdate that partly oxidizes the metallic surface and the monoethanolamine that is simultaneously adsorbed on the graphite surface. This adsorbed layer then acts as the barrier layer that mitigates galvanic corrosion between the graphite and the matrix.

Determination of the mole fractions of ethylene oxide and freons in medical liquefied gas mixture by GC/AED (GC/AED를 이용한 의료용 액화혼합가스 중 산화에틸렌 및 프레온 가스류의 몰분율 측정)

  • Kim, Hyunjoo;Kim, Dalho;Lim, Arang;Lee, Taeck-Hong;Kim, Jin Seog
    • Analytical Science and Technology
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    • v.25 no.6
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    • pp.382-387
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    • 2012
  • Ethylene oxide ($C_2H_4O$, EtO) is used as a raw material for the production of ethylene glycol and other industrially important material such as ethanolamines and also used as a disinfecting agent. It is applied for gas-phase sterilization of thermally sensitive medical equipment, and for processing of storage facilities as a mixture with fluorinated hydrocarbon. In this perspective, accurate determination of the mole fractions of components in the liquefied gas mixture is required for the quality control and safety of production and use. Each component of the liquefied gas mixture has different chemical and physical properties such as vapor pressure and boiling point. Therefore, we can suppose that analytical results can be different according to the introduction method for the gas phase of upper layer, or for the liquid phase of lower layer in gas cylinder. In this study, we designed a new on-line sample injection device for the liquefied gas mixture in liquid or gas state, and applied to the analysis of liquefied gas mixture of ethylene oxide and fluorinated hydrocarbons by GC/AED (gas chromatograph-atomic emission detector). We studied performance of AED, and effect of sample introduction and selected wavelength to the accuracy and repeatability of analytical results.

A Comparative Study on the Lipid components of Barley and Malt -II. Composition of Polar Lipids- (보리와 맥아(麥芽)의 지방질(脂肪質) 성분(成分)에 관한 비교(比較) 연구 -제(第)2보(報) : 극성지질(極性脂質)의 조성(組成)-)

  • Lee, Sang-Young;Kim, Jong-Sung;Shin, Hyo-Sun
    • Korean Journal of Food Science and Technology
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    • v.13 no.1
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    • pp.37-42
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    • 1981
  • Polar lipids of the total lipid extracted from 4 representative varieties of barley grown in Korea and their corresponding malt were studied. The average content of glycolipids and phospholipids in barley were 8.9 and 17.3% and their average content of malt were 12.3 and 19.2%, respectively. Among the glycoliplds of the barley, digalactosyl diglycerides and monogalactosyl diglycerides were the major components, and the malts showed somewhat lower amounts of those components. Steryl glycosides and cerebrosides were the minor components of the glycolipids, and malts of the barley showed somewhat increased amounts of those components. Phosphatidyl cholines, lysophosphatidyl cholines, diphosphatidyl glycerols, and phosphatidyl ethanolamines were the major components of the phospholipids for the barley and represented 85 to 90% of the total phospholipids. The malts had lower amounts of phosphatidyl cholines and the lyso analog, and higher amounts of phosphatidyl ethnolamines and diphosphatidyl glycerols. The fatty acid composition in the glycolipids and phospholipids were similar to the pattern in those of the neutral lipids. But glycolipids and phospholipids fractions contained a higher percent of linoleic and palmitic acid than other lipid fractions, respectively.

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A Study on the Lipid Components in Oyster Mushroom (느타리버섯의 지방성분(脂肪成分)에 관한 연구(硏究))

  • Kwon, Yong-Ju;Uhm, Tai-Boong
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.13 no.2
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    • pp.175-180
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    • 1984
  • Lipids in oyster mushroom (Pleurotus florida) were extracted by the mixture of chloroform-methanol (2: 1, v/v) and fractionated into neutral lipids, glycolipids and phospholipids by silicic acid column chromatography. Components and fatty acid composition of each fraction were deter- mined by thin-layer and gas-liquid chromatographies. Fresh oyster mushroom contained 0.5% total lipid in which the contents if neutral lipids, glycolipids and phospholipids were 33.8%, 19.7% and 45. 6%, respectively, Triglycerides(38.2%), free fatty acids (20%) and free sterol (10%) were the major components among the neutral lipids. Diglycerides, monoglycerides, sterol esters and three unidentified neutral lipids were the minor components. Major components of glycolipids were steryl glycosides(35.9%) and esterified steryl glycosides (23.7%). Digalactosyl diglycerides, mono-galactosyl diglycerides and two unknown components were also present. Of the phospholipids, phosphatidyl cholines and serines (48.2%), and phosphatidyl ethanolamines(44.4%) were the major components. On the other hand, the major fatty acids of neutral lipids we.e linoleic, palmitoleic, oleic and palmitic acid. Linoleic and palmitic acid were the predominant fatty acids of both glycolipids and phospholipids.

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Studies on the Lipid Composition of Bush Clover (Lespedeza bicolor) Seed (싸리종자(Lespedeza bicolor)의 지질성분(脂質成分)에 관한 연구(硏究))

  • Kim, Hyang-Ran;Koh, Moo-Seok;Yang, Hee-Cheon
    • Journal of the Korean Society of Food Science and Nutrition
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    • v.16 no.3
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    • pp.75-84
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    • 1987
  • Lipids in Bush Clover (Lespedza bicolor) seed were extracted with the mix ture of chloro-form-methanol (2 : 1, v/v) and then fractionated into neutral lipids, glycolipids and phospholipids by silicic acid column chromatography. Components and fatty acid composition of each fraction were determined by thin layer and gas chromatographies. The results were summarized as follows. In Bush Clover seed, the contents of neutral lipids, glycolipids and phospholipids were 71.75%, 23.26% and 4.99% respectively. Triglycerides(61.90%) and free fatty acids(22.04%) were the major components among the neutral lipids. Esterified sterols, free sterols, diglycerides and monoglycerides were the minor components. The major components of glycolipids were monogalactosyl diglycerides(38.19%) the others were esterified steryl glycosides, cerebrosides and digalactosyl diglycerides. The major components of the phospholipids were phosphatidyl cholines(36.46%), phosphatidyl inositols(21.52%) and phosphatidyl ethanolamines(17.29%). The major fatty acid of total lipid, neutral lipids and glycolipids were linoleic acid, linolenic acid, oleic acid and palmitic acid. On the other hand, predominate fatty acid of phospholipids were linoleic acid, palmitic acid, linolenic acid and stearic acid.

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