• Title/Summary/Keyword: Henry reaction

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Enzyme-Catalyzed Henry Reaction in Choline Chloride-Based Deep Eutectic Solvents

  • Tian, Xuemei;Zhang, Suoqin;Zheng, Liangyu
    • Journal of Microbiology and Biotechnology
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    • v.26 no.1
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    • pp.80-88
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    • 2016
  • The enzyme-catalyzed Henry reaction was realized using deep eutectic solvents (DESs) as a reaction medium. The lipase from Aspergillus niger (lipase AS) showed excellent catalytic activity toward the substrates aromatic aldehydes and nitromethane in choline chloride:glycerol at a molar ratio of 1:2. Addition of 30 vol% water to DES further improved the lipase activity and inhibited DES-catalyzed transformation. A final yield of 92.2% for the lipase AS-catalyzed Henry reaction was achieved under optimized reaction conditions in only 4 h. In addition, the lipase AS activity was improved by approximately 3-fold in a DES-water mixture compared with that in pure water, which produced a final yield of only 33.4%. Structural studies with fluorescence spectroscopy showed that the established strong hydrogen bonds between DES and water may be the main driving force that affects the spatial conformation of the enzyme, leading to a change in lipase activity. The methodology was also extended to the aza-Henry reaction, which easily occurred in contrast to that in pure water. The enantioselectivity of both Henry and aza-Henry reactions was not found. However, the results are still remarkable, as we report the first use of DES as a reaction medium in a lipase-catalyzed Henry reaction.

The First Report on Chemoselective Biguanide-Catalyzed Henry Reaction under Neat Conditions

  • Alizadeh, Abdolhamid;Khodaei, Mohammad M.;Abdi, Gisya;Kordestani, Davood
    • Bulletin of the Korean Chemical Society
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    • v.33 no.11
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    • pp.3640-3644
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    • 2012
  • An efficient synthetic method for direct Henry reaction catalyzed by a biguanide; namely metformin, as an organosuper-base, between a variety of aromatic and aliphatic aldehydes and nitromethane under neat conditions has been developed. Convenient procedure for removal of the catalyst, chemoselective acquiring of ${\beta}$-nitroalcohols as predominant products, as far as possible short reaction time with excellent conversions are advantages of the developed protocol.

TMEDA Catalyzed Henry (Nitroaldol) Reaction under Metal and Solvent-free Conditions

  • Majhi, Anjoy;Kadam, Santosh T.;Kim, Sung-Soo
    • Bulletin of the Korean Chemical Society
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    • v.30 no.8
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    • pp.1767-1770
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    • 2009
  • The Henry (nitroaldol) reaction proceeds under mild conditions with catalytic amount of tetramethylethylenediamine (TMEDA) to afford $\beta$-nitro alkanol in considerably excellent yield. Structurally diverse aldehydes react with nitromethane in presence of 0.3 equiv of TMEDA under solvent-free condition at rt. The low catalytic loading and mild reaction condition are the key features of the catalytic method.

Osteopontin enhances sperm capacitation and in vitro fertilization efficiency in boars

  • Chen, Yun;Wang, Kai;Zhang, Shouquan
    • Journal of Animal Science and Technology
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    • v.64 no.2
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    • pp.235-246
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    • 2022
  • In this study, we used more reliable experimental materials and methods to detect the effects of osteopontin (OPN) on boar sperm in vitro capacitation, acrosome reaction, and fertilization efficiency. We reorganized and obtained the OPN protein of the porcine source. Immunofluorescence and Western blot show the localization and expression of the OPN protein before and after sperm capacitation. To determine whether OPN can affect sperm during sperm capacitation, we examined cyclic adenosine monophosphate (cAMP) concentrations after sperm capacitation, and the results showed that OPN significantly increased the cAMP concentration in sperm (p < 0.05). Flow cytometry showed that 0.1 ㎍/mL OPN-treated sperm had better acrosome reaction ability. In vitro fertilization (IVF) showed that 0.1 ㎍/mL OPN significantly increased the rate of embryo division. In conclusion, this study found that 0.1 ㎍/mL porcine OPN protein can significantly improve porcine capacitated sperm motility, cAMP concentration after capacitation sperm, acrosome reaction ability, and embryo division during IVF and provides new clues to explore the mechanism of OPN's function on sperm.

Addition Reaction of Glycidyl Methacrylate with Carbon Dioxide Using Quaternary Ammonium Salts as Catalys (4급 암모늄염 촉매에 의한 Glycidyl Methacrylate와 이산화탄소의 부가반응)

  • Yang, J.G.;Moon, J.Y.;Jung, S.M.;Park, D.W.;Lee, J.K.
    • Applied Chemistry for Engineering
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    • v.7 no.6
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    • pp.1156-1163
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    • 1996
  • This study is related to the investigation of the characteristics of quaternary ammonium salt catalyst on the addition reaction of carbon dioxide and glycidyl methacrylate(GMA) to form(2-oxo-1,3-dioxolane-4-yl)methacrylate(DOMA). Among the salts tested, the ones with higher alkyl chain length and with more nucleophilic counter anion showed a higher catalytic activity. Mixed catalysts of NaI and 18-crown-6 showed a good yield of DOMA, but when they are used alone, they showed no catalytic activity. The DOMA monomer was obtained in low polar solvents, while poly(DOMA) could be directly synthesized in aprotic dipolar solvents. Kinetic studies carried out by measuring $CO_2$ pressure in a high pressure batch reactor showed that the reaction rate was first order to the concentration of GMA and $CO_2$ respectively. The rate constant(k) was 0.56L/mol hr and Henry's constant(H') of $CO_2$ in diglyme at $80^{\circ}C$ was $6.5{\times}10^{-4}mol/L{\cdot}kPa$.

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Direct Incorporation of Carbon Dioxide to Poly(GMA) Using Quaternary Ammonium Salt Catalysts (4차 암모늄염 촉매를 이용한 Poly(GMA)에의 이산화탄소 직접 고정화)

  • Sung, Chung-Ki;Kim, Kyung-Hoon;Moon, Jeong-Yeol;Chun, Sung-Woo;Na, Suk-Eun;Park, Dae-Won
    • Applied Chemistry for Engineering
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    • v.10 no.1
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    • pp.129-134
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    • 1999
  • This study is related to the investigation of the direct incorporation of $CO_2$ to polymer using quaternary ammonium salt catalysts. Quaternary ammonium salts showed good catalytic activity of $CO_2$ fixation in the synthesis of poly[(1,3-dioxolane-2-oxo-4-yl)methyl methacrylate] [poly(DOMA)] by the direct incorporation of $CO_2$ to poly(glycidyl methacrylate)[poly(GMA)]. Among the salts tested, the ones with higher alkyl chain length and with more nucleophilic counter anion showed higher catalytic activity. The yield of carbon dioxide addition increased with the reaction temperature. Kinetic study was carried out by measuring the variation of $CO_2$, pressure in a high pressure batch reactor. The reaction rate was first order to the concentration of poly(GMA) and $CO_2$, respectively. The rate constant was $0.69L/mol{\cdot}h$ and Henry's constant of $CO_2$ in DMSO at $80^{\circ}C$ was $6.8{\times}10^{-4}mol/L{\cdot}KPa$.

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A Simulated Prediction for Influences of Operating Condition in an Alkaline Fuel Cell

  • Jo Jang-Ho;Yi Sung-Chul
    • Journal of the Korean Electrochemical Society
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    • v.2 no.3
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    • pp.163-170
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    • 1999
  • The effects of the operating conditions in AFC single cells have not been studied in detail. In this study, by using a one-dimensional isothermal model a computational simulation was conducted to investigate the effects of the initial electrolyte concentration and the operating gas pressure. According to the result, the optimum electrolyte concentration at the base-case was found to be within $3.0\~3.5$ M. The variation of the cell performance according to the electrolyte concentration was found to be caused mainly by the charge transfer resistances of both electrodes, Henry's constant and the liquid phase diffusivity of the dissolved gases. It was also found that an increase in operating pressure increased the reaction rates and the solubilities of the gases, which led to a considerable enhancement of the cell performance.

19th Century Chemistry Book of Korean Mathematician Sang-Seol LEE (한국 근대수학교육의 아버지 이상설(李相卨)이 쓴 19세기 근대화학 강의록 『화학계몽초(化學啓蒙抄)』)

  • Son, Yongkeun;Kim, Chae Sik;Lee, Sang-Gu;Lee, Jae Hwa
    • Korean Journal of Mathematics
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    • v.20 no.4
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    • pp.541-563
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    • 2012
  • Sang-Seol LEE wrote a manuscript HwaHakGyeMongCho(化學啓蒙抄) in the late 19th century. HwaHakGyeMongCho was transcribed from Science Primers: Chemistry (written by H. E. Roscoe), which is translated into Chinese by Joseph Edkins in 1886. LEE did not copy original writing exactly, but he understood the contents of each chapter and sections, then summarized and edited them in his caligraphic writing. In this paper, we introduce the contents for the first time and discuss the significance of this book.

CO2 Solubilities in Amide-based Brønsted Acidic Ionic Liquids

  • Palgunadi, Jelliarko;Im, Jin-Kyu;Kang, Je-Eun;Kim, Hoon-Sik;Cheong, Min-Serk
    • Bulletin of the Korean Chemical Society
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    • v.31 no.1
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    • pp.146-150
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    • 2010
  • A distinguished class of hydrophobic ionic liquids bearing a Br${\o}$nsted acidic character derived from amide-like compounds were prepared by a neutralization reaction of N,N-diethylformamide, N,N-dibutylformamide, 1-formylpiperidine, and $\varepsilon$-caprolactam with trifluoroacetic acid and physical absorptions of $CO_2$ in these ionic liquids were demonstrated and evaluated. $CO_2$ solubilities in these ionic liquids were influenced by the molecular structure of the cation and were apparently increased with the molar volume. Comparison based on a volume unit reveals that $CO_2$ solubilities in these liquids are relatively higher than those in imidazolium-based ionic liquids. Henry's coefficients calculated from low-pressure solubility tests at 313 to 333 K were used to derive the thermodynamics quantities. Enthalpy and entropy of solvation may share equal contributions in solubility.

Flux of Volatile Organic Compounds from Wastewater Treatment Plant (하수처리장에서 휘발성유기화합물의 FLUX)

  • Kim, Jong O;Chang, Daniel P.Y.;Lee, Woo Bum
    • Journal of Korean Society of Environmental Engineers
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    • v.22 no.1
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    • pp.91-101
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    • 2000
  • The emission sources of volatile organic compounds (VOCs) are wastewater treatment plants. sanitary landfills, automobile industries, and so on. The VOCs are harmful to human beings because of their toxicity and carcinogenicity, and cause the serious air pollution problem producing ozone ($O_3$) as a result of photochemical reaction. To investigate the emission of VOCs from wastewater treatment plant, aeration basins at the City of Los Angeles' Hyperion Treatment Plant were selected and measured flux was compared with calculated flux. For compounds commonly associated with wastewater (DCM, TCM, PCE, UM, DCB, UND) and not expected in vehicle exhaust or ambient air coming off the ocean, concentrations immediately downwind of the aeration basins were a factor of ten or higher than those measured in the upwind air. The airborne flux of less degradable or non-biodegradable compounds, e.g., DCE, DCM, TCA, DCA, TCM, PCE, DCB, through an imaginary plane at the downwind side of the aeration basins was in agreement with the estimated flux from measured liquid phase concentrations. Henry's constant. aeration rate, and an assumption of bubble saturation. For several compounds (PCE, DCE, TCA), the ratio (measured flux/calculated flux) is almost unity.

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