• Title/Summary/Keyword: Sulfonic acids

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Reaction of Potassium 2-Thexyl-1,3,2-dioxaborinane Hydride with Selected Organic Compounds Containing Representative Functional Groups

  • Jin Soon Cha;Sung Eun Lee
    • Bulletin of the Korean Chemical Society
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    • v.13 no.5
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    • pp.531-537
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    • 1992
  • The approximate rates and stoichiometry of the reaction of excess potassium 2-thexyl-1,3,2-dioxaborinane hydride(KTDBNH) with 55 selected compounds containing representative functional groups under standardized conditions (tetrahydrofuran, TEX>$0^{\circ}C$, reagent : compound=4 : 1) was examined in order to define the characteristics of the reagent for selective reductions. Benzyl alcohol and phenol evolve hydrogen immediately. However, primary, secondary and tertiary alcohols evolve hydrogen slowly, and the rate of hydrogen evolution is in order of $1^{\circ}$> $2^{\circ}$> $3^{\circ}$. n-Hexylamine is inert toward the reagent, whereas the thiols examined evolve hydrogen rapidly. Aldehydes and ketones are reduced rapidly and quantitatively to give the corresponding alcohols. Cinnamaldehyde is rapidly reduced to cinnamyl alcohol, and further reduction is slow under these conditions. The reaction with p-benzoquinone dose not show a clean reduction, but anthraquinone is cleanly reduced to 9,10-dihydro-9,10-anthracenediol. Carboxylic acids liberate hydrogen immediately, further reduction is very slow. Cyclic anhydrides slowly consume 2 equiv of hydride, corresponding to reduction to the caboxylic acid and alcohol stages. Acid chlorides, esters, and lactones are rapidly and quantitatively reduced to the corresponding carbinols. Epoxides consume 1 equiv hydride slowly. Primary amides evolve 1 equiv of hydrogen readily, but further reduction is slow. Tertiary amides are also reduced slowly. Both aliphatic and aromatic nitriles consume 1 equiv of hydride rapidly, but further hydride uptake is slow. Analysis of the reaction mixture with 2,4-dinitrophenylhydrazine yields 64% of caproaldehyde and 87% of benzaldehyde, respectively. 1-Nitropropane utilizes 2 equiv of hydride, one for hydrogen evolution and the other for reduction. Other nitrogen compounds examined are also reduced slowly. Cyclohexanone oxime undergoes slow reduction to N-cyclohexylhydroxyamine. Pyridine ring is slowly attacked. Disulfides examined are reduced readily to the correponding thiols with rapid evolution of 1 equiv hydrogen. Dimethyl sulfoxide is reduced slowly to dimethyl sulfide, whereas the reduction of diphenyl sulfone is very slow. Sulfonic acids only liberate hydrogen quantitatively without any reduction. Finally, cyclohexyl tosylate is inert to this reagent. Consequently, potassium 2-thexyl-1,3,2-dioxaborinane hydride, a monoalkyldialkoxyborohydride, shows a unique reducing characteristics. The reducing power of this reagent exists somewhere between trialkylborohydrides and trialkoxyborohydride. Therefore, the reagent should find a useful application in organic synthesis, especially in the field of selective reduction.

Nutritional and antioxidative properties of black goat meat cuts

  • Kim, Hye-Jin;Kim, Hee-Jin;Jang, Aera
    • Asian-Australasian Journal of Animal Sciences
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    • v.32 no.9
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    • pp.1423-1429
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    • 2019
  • Objective: In this study, we evaluated the nutritional value and antioxidant activity of black goat loin (BGL) and black goat rump (BGR) meat. Methods: We evaluated the proximate compositions, collagen and mineral contents, and fatty acid compositions of BGL and BGR with respect to their nutritional value. The levels of bioactive compounds such as L-carnitine, creatine, creatinine, carnosine, and anserine were also measured. The ferric reducing antioxidant power (FRAP), 2,2-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) radical scavenging, and oxygen radical absorption capacity (ORAC) were assessed to evaluate the antioxidant activity of BGL and BGR. Results: BGR showed higher collagen, Fe, Ca, P, and Na contents than did BGL (p<0.05). Notably, the Ca/P ratio was high in both BGR and BGL (1.82 and 1.54, respectively), thus satisfying the recommendation that the Ca/P ratio is between 1 and 2. BGL showed a significantly higher content of desirable fatty acids (stearic acid and total unsaturated fatty acids) than did BGR. In addition, the levels of creatine, carnosine, and anserine in BGL were higher than those in BGR (p<0.05). There was no significant difference in the antioxidant activity between BGL and BGR, as assessed by FRAP (both $15.92{\mu}mol$ Trolox equivalent [TE]/g of dry matter [DM]), ABTS (12.51 and $12.90{\mu}mol\;TE/g\;DM$, respectively), and ORAC (101.25 and $99.06{\mu}mol\;TE/g\;DM$, respectively) assays. Conclusion: This was a primary study conducted to evaluate the differences in nutritional value and antioxidant activity between loin and rump cuts of black goat meat. Our results provide fundamental knowledge that can help understand the properties of black goat meat.

A study on the emission of fluorine-based chemicals and the detection of perfluorooctane sulfonic acids(PFOS) and perfluorooctanoic acids(PFOA) in domestic main rivers (국내 불소계 화학물질 배출 현황 및 주요 수계의 과불화화합물(PFOS, PFOA) 검출 특성에 관한 연구)

  • Sam-Bae Park;Yoon-Young Chang
    • Journal of the Korea Organic Resources Recycling Association
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    • v.31 no.2
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    • pp.5-18
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    • 2023
  • As a result of the survey on the emission status of fluorine-based chemicals in Korea, 13 kinds of substances, including hydrogen fluoride (91%) and perfluorocarbons (5%), were emitted in workplaces. By regional groups, about 98% was emitted in the Gyeongbuk, Gyeonggi and Chungcheong regions, and about 98% in three sectors of industry related to manufacture of electronic parts, chemicals and non-metallic mineral products. The detection status of PFOS and PFOA in domestic main rivers was continuously detected in the Nakdong River, the Geum River and the Anseong Stream estuary with high fluorine-related chemical emissions, and four sites of PFOS and two sites of PFOA were detected for the first time in 2021. PFOS and PFOA were continuously detected in relatively high concentrations in the rivers where there were many semiconductor and display related sectors of industry.

The characteristics of long- and short- chain PFCA and PFSA adsorption on granular activated carbon and surface-modified granular activated carbon (입상 활성탄 및 표면 개질 활성탄의 장·단사슬 PFCA와 PFSA 흡착 특성)

  • Jeongwoo Shin;Sangki Choi;Heejong Son;Byungryul An
    • Journal of Korean Society of Water and Wastewater
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    • v.38 no.4
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    • pp.199-208
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    • 2024
  • In this paper, the adsorption removal characteristic for 10 species of perfluoroalkyl and polyfluoroalkyl substances (PFAS) was investigated using GAC and modified GAC (GAC-Cu). After modification with Cu(II), the amount of copper was to 1.93 and 4.73 mg/g for GAC and GAC-Cu, respectively. The total amount of 10 species of PFAS per specific area was obtained to 0.548 and 0.612 ng/m2 for GAC and GAC-Cu, respectively. A series of batch test confirmed lower efficiency was observed with a smaller number of carbon chain length and the removal efficiency of PFCA (perfluoroalkyl carboxylic acids) was lower than that of PFSA (perfluoroalkyl sulfonic acids) with the same carbon chain length. Regarding the pH effect, the adsorption capacity was decreased with increase of pH due to the increase of electrostatic repulsion. According to pseudo first and second order (PFO and PSO) kinetic models, while the values of equilibrium uptake and time did not show significant difference, a difference in uptake was observed between 24-48h. Furthermore, based on correlation analysis, Log Kow and uptake have a high correlation with molecular weight (M.W.) and initial concentration, respectively. These results show that long-chain PFAS have higher removal efficiency due to their increased hydrophobicity.

Antioxidant activity of silkworm powder treated with protease

  • Bae, Sung-Min;Jo, You-Young;Lee, Kwang-Gill;Kim, Hyun-Bok;Kweon, HaeYong
    • International Journal of Industrial Entomology and Biomaterials
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    • v.33 no.2
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    • pp.78-84
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    • 2016
  • The antioxidant activity of silkworm powder treated by proteolytic enzyme was investigated. Total protein content of silkworm power was assayed using BCA, Bradford assays and SDS-polyacrylamide gel electrophoresis (PAGE) with alkaline protease treatment conditions including temperature and pH. The optimum condition of alkaline protease treatment for silkworm powder was found to be $60^{\circ}C$ and pH 7. The alkaline protease treatment resulted in increased contents of free amino acids, total polyphenol and total flavonoid compared to control group. The silkworm hydrolysates showed excellent antioxidant activities in various in vitro models such as 2,2 diphenyl-1-picrylhydrazyl (DPPH) radical scavenging activity, 2,2 - azino-bis(3-ethylbenzthiazoline-6)-sulfonic acid (ABTS) radical scavenging activity. These results provide useful information for using silkworm powder as an ingredient in functional foods and for exploiting alkaline protease treatment to improve the extractability and bioactivity of a raw material.

Separation and Purification of Antioxidant Peptide from Fermented Whey Protein by Lactobacillus rhamnosus B2-1

  • Hao Guo;Lei Fan;Lin Ding;Wenqin Yang;Chuangang Zang;Hong Guan
    • Food Science of Animal Resources
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    • v.43 no.1
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    • pp.10-24
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    • 2023
  • In this study, a antioxidant activity peptide fraction was separated and purified from metabolites of whey protein fermented by Lactobacillus rhamnosus B2-1. The fermentation sample was separated by macroporous resin D101 and Sephadex G-15. The collected fractions were tested for antioxidant and antitumor activities. In order to test the antioxidant activity of fractions, Hydroxyl (·OH), 2,2'-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid (ABTS), and Oxygen Radical Absorbance Capacity (ORAC) were used. The final purified peptide B11 showed highest ABTS and ·OH radical scavenging rate by 84.36±1.89% and 62.43±2.64%, respectively, and had an ORAC activity of 1,726.44±2.76 μM Trolox equivalent/g. Further, the inhibitory effect of B11 on the proliferation of LoVo human colon cancer cells, KB and Cal-27 human oral cancer cells were enhanced with increasing concentrations of B11. B11 contains 51.421% amino acids, with Glu and Asp being the major constituents. In this study, we obtained peptide fraction B11 with antioxidant activity, which is promising for development.

Functionality and Biological Activity of Isolate Processed Water Generated During Protein Isolate Preparation of Fish Roes Using an Isoelectric Solubilization and Precipitation Process (등전점 용해/침전 공정으로 어류 알 분리단백질의 제조과정에서 발생하는 가공처리수에 대한 식품기능성 및 생리활성)

  • Lee, Gyoon-Woo;Yoon, In Seong;Kang, Sang In;Lee, Su Gwang;Kim, Jae-Il;Kim, Jin-Soo;Heu, Min Soo
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.50 no.6
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    • pp.694-706
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    • 2017
  • This study evaluated the protein recovery, functional properties and biological activity of isolate processed water (IPW) generated in the preparation of protein isolates from fish roes (BH, bastard halibut Paralichthys olivaceus; ST, skipjack tuna Katsuwonus pelamis; YT, yellowfin tuna Thunnus albacares) by an isoelectric solubilization and precipitation process. The IPWs contained 2.7-5.4 mg/mL of protein, and the protein losses were 8-21% (P<0.05). The form capacity of IPW-3 for BH and ST, and IPW-4 for YT was 155, 194, and 164%, respectively. The emulsifying activity index ($27-43m^2/g$) of the YT-IPWs was the strongest, followed by ST ($7-29m^2/g$) and BH ($10-19m^2/g$). The 2,2-diphenyl-1-picrylhydrazyl scavenging activities of IPW-1 and -3 were higher than those of IPW-2 and -4. The 2,2'-azino-bis-3-ethylbenzothiazoline-6-sulfonic acid scavenging activity ($IC_{50}$, mg/mL) of IPW-2 and -4 was 0.03 mg/mL for BH, 0.04-0.08 mg/mL for ST, and 0.04-0.07 mg/mL for YT. BH IPW-3 had the strongest reducing power (0.41 mg/mL) and superoxide dismutase-like activity (1.68 mg/mL). The angiotensin-I converting enzyme inhibitory activity of IPW-3 was the highest for ST (1.52 mg/mL), followed by BH and YT. The common predominant amino acids in the IPWs were the essential amino acids Val, Leu, Lys, and Arg and the non-essential amino acids Ser, Glu, and Ala.

Synthesis of 4,5-Diphenyl Imidazolone and Studies on its Fluorescent Effect (4,5-Diphenyl-Imidazolone의 合成 及 螢光效果에 關한 硏究)

  • Jeon, Poong-Jin;Kim, Hyung-Sook
    • Journal of the Korean Chemical Society
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    • v.4 no.1
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    • pp.70-77
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    • 1957
  • 4,5-Diphenyl Imidazolone is synthesized from Benzoin, Urea, and Acetic acid catalyser. Nowadays, it is being used as an optical bleaching agent for wool and nylon textiles. Up to now, only one process of synthesis has been known. In order to find out the best conditions governing the yield were examined under various catalysers and conditions. In this experiment, the summary of results were as follows. a. On Acetic acid catalyser. The maximum yield conditions were mol ratio (Benzoin: Urea: Acetic acid) 1 : 2 : 14, Acetic acid concentration 99.9%. Reaction temperature 115$^{\circ}$. Under reaction time of 2 hours, above yield was 96.4%. b. On Mineral acid Catalyser. In using of Sulfonic acid, the color of solution was changed dark purlish black. With other mineral acid catalysers, in spite of increasing of temperature, it was proved that Benzoin floats on the solution, so that this reaction could not be continue. c. On Phosphoric acid catalyser. It was made clear that it can not be used for this reaction. d. On Sodium hydroxide catalyser. As one of Alkali catalyser, Sodium hydroxide was examined but this was unsuitable substance for this reaction. e. On Formic acid catalysers. The maximum yield conditions were mol ratio (Benzoin: Urea: Formic acid) 1: 2: 30. Formic acid concentration 85.%. Reaction temperature 150∼110$^{\circ}$. Under reaction time of 90 minutes, the best yield was 87%. Hereby, it was proved that organic acids such as Acetic acid and Formic acid can be used. When using Acetic acid, the yield was better than Formic acid, but it takes longer reaction time than Formic acid. About the fluorescent effect, the temperature of dye-bath must not be over 904,5-Diphenyl Imidazolone is synthesized from Benzoin, Urea, and Acetic acid catalyser. Nowadays, it is being used as an optical bleaching agent for wool and nylon textiles. Up to now, only one process of synthesis has been known. In order to find out the best conditions governing the yield were examined under various catalysers and conditions. In this experiment, the summary of results were as follows. a. On Acetic acid catalyser. The maximum yield conditions were mol ratio (Benzoin: Urea: Acetic acid) 1 : 2 : 14, Acetic acid concentration 99.9%. Reaction temperature 115$^{\circ}$. Under reaction time of 2 hours, above yield was 96.4%. b. On Mineral acid Catalyser. In using of Sulfonic acid, the color of solution was changed dark purlish black. With other mineral acid catalysers, in spite of increasing of temperature, it was proved that Benzoin floats on the solution, so that this reaction could not be continue. c. On Phosphoric acid catalyser. It was made clear that it can not be used for this reaction. d. On Sodium hydroxide catalyser. As one of Alkali catalyser, Sodium hydroxide was examined but this was unsuitable substance for this reaction. e. On Formic acid catalysers. The maximum yield conditions were mol ratio (Benzoin: Urea: Formic acid) 1: 2: 30. Formic acid concentration 85.%. Reaction temperature 150∼110$^{\circ}$. Under reaction time of 90 minutes, the best yield was 87%. Hereby, it was proved that organic acids such as Acetic acid and Formic acid can be used. When using Acetic acid, the yield was better than Formic acid, but it takes longer reaction time than Formic acid. About the fluorescent effect, the temperature of dye-bath must not be over 90$^{\circ}$. and the ratio of 4,5-Diphenyl Imidazolone and water should be from 1:50000. to 1:10000. It proved that the best effect on textiles, and the best condition were dye-temperature near 704,5-Diphenyl Imidazolone is synthesized from Benzoin, Urea, and Acetic acid catalyser. Nowadays, it is being used as an optical bleaching agent for wool and nylon textiles. Up to now, only one process of synthesis has been known. In order to find out the best conditions governing the yield were examined under various catalysers and conditions. In this experiment, the summary of results were as follows. a. On Acetic acid catalyser. The maximum yield conditions were mol ratio (Benzoin: Urea: Acetic acid) 1 : 2 : 14, Acetic acid concentration 99.9%. Reaction temperature 115$^{\circ}C$. . Under reaction time of 2 hours, above yield was 96.4%. b. On Mineral acid Catalyser. In using of Sulfonic acid, the color of solution was changed dark purlish black. With other mineral acid catalysers, in spite of increasing of temperature, it was proved that Benzoin floats on the solution, so that this reaction could not be continue. c. On Phosphoric acid catalyser. It was made clear that it can not be used for this reaction. d. On Sodium hydroxide catalyser. As one of Alkali catalyser, Sodium hydroxide was examined but this was unsuitable substance for this reaction. e. On Formic acid catalysers. The maximum yield conditions were mol ratio (Benzoin: Urea: Formic acid) 1: 2: 30. Formic acid concentration 85%. Reaction temperature 150∼110$^{\circ}C$. Under reaction time of 90 minutes, the best yield was 87%. Hereby, it was proved that organic acids such as Acetic acid and Formic acid can be used. When using Acetic acid, the yield was better than Formic acid, but it takes longer reaction time than Formic acid. About the fluorescent effect, the temperature of dye-bath must not be over 90$^{\circ}C$. and the ratio of 4,5-Diphenyl Imidazolone and water should be from 1:50000. to 1:10000. It proved that the best effect on textiles, and the best condition were dye-temperature near 70$^{\circ}C$. and dye-time 15 minutes. . and dye-time 15 minutes. . and the ratio of 4,5-Diphenyl Imidazolone and water should be from 1:50000. to 1:10000. It proved that the best effect on textiles, and the best condition were dye-temperature near 70$^{\circ}C$. and dye-time 15 minutes.

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General Characteristics of Taurine: A Review (타우린의 일반적 특성에 관한 선행연구 고찰)

  • Yoon, Jin A;Choi, Kyung-Soon;Shin, Kyung-Ok
    • The Korean Journal of Food And Nutrition
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    • v.28 no.3
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    • pp.404-414
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    • 2015
  • Taurine is one of the most abundant free ${\beta}$-amino acids in the human body that accounts for 0.1% of the human body weight. It has a sulfonic acid group in place of the more common carboxylic acid group. Mollusks and meat are the major dietary source of taurine, and mother's milks also include high levels of this amino acid. The leukocytes, heart, muscle, retina, kidney, bone, and brain contain more taurine than other organs. Furthermore, taurine can be synthesized in the brain and liver from cysteine. There are no side effects of excessive taurine intake in humans; however, in case of taurine deficiency, retinal abnormalities, reduced plasma taurine concentration, and other abnormalities may occur. Taurine enters the cell via a cell membrane receptor. It is excreted in the urine (approximately 95%) and feces (approximately 5%). Taurine has a number of features and functions, including conjugation with bile acid, reduction of blood cholesterol and triglyceride levels, promotion of neuron cell differentiation and growth, antioxidant effects, maintenance of cell membrane stability, retinal development, energy generation, depressant effects, regulation of calcium level, muscle contraction and relaxation, bone formation, anti-inflammatory effects, anti-cancer and anti-atherogenic effects, and osmotic pressure control. However, the properties, functions, and effects of taurine require further studies in future.

Synthesis and Characterization of Multi-Block Sulfonated Poly (Arylene Ether Sulfone) Polymer Membrane with Different Hydrophilic Moieties for PEMFC (서로 다른 친수성구조를 가지는 고분자전해질 연료전지용 멀티블록형 술폰산화 폴리아릴렌에테르술폰 전해질막의 합성 및 특성 분석)

  • Yuk, Jinok;Lee, Sojeong;Yang, Tae-Hyun;Bae, Byungchan
    • Journal of the Korean Electrochemical Society
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    • v.18 no.2
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    • pp.75-80
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    • 2015
  • Multi-block sulfonated poly(arylene ether sulfone) (SPAES) copolymer was synthesized via nucleophilic aromatic substitution reaction for proton exchange membrane fuel cell application. After synthesizing the hydrophilic and hydrophobic precursor oligomers having different end-groups (F-terminated or OH-terminated), the effect of end group on the molecular weight was investigated. Hydrophilic oligomers with hydroquinone showed better performance as fuel cell membranes. SPAES membranes showed comparable proton conductivity to that of Nafion at $80^{\circ}C$ and above 70% RH. In particular, SPAES 9 with hydroquinone showed higher proton conductivity than SPAES 10 in the whole RH range studied. Increased local concentration of sulfonic acids within hydrophilic block might develop the hydrophilic-hydrophobic phase separation in the block copolymers.