• Title/Summary/Keyword: hydroxyl group

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Miscibility in Binary Blends of Poly(vinyl phenol) and Poly(n-alkylene 2,6-naphthalates)

  • Lee, Joon-Youl;Han, Ji-Young
    • Macromolecular Research
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    • v.12 no.1
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    • pp.94-99
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    • 2004
  • We have performed Fourier transform infrared (FTIR) spectroscopy and differential scanning calorimetry (DSC) studies on blends of poly(vinyl phenol) (PVPh) with poly(n-alkylene 2,6-naphthalates) containing alkylene units of different lengths. The results indicate that each poly(ethylene 2,6-naphthalate) (PEN) and poly(trimethylene 2,6-naphthalate) (PTN) blend with PVPh is immiscible or partially miscible, but blends of poly(butylene 2,6-naphthalate) (PBN) with PVPh are miscible over the whole range of compositions in the amorphous state. FTIR spectroscopic analysis confirmed that significant degree of intermolecular hydrogen bonding occurs between the PBN ester carbonyl groups and the PVPh hydroxyl groups. The large difference in the degree of mixing in these blend systems is described in terms of the effect that chain mobility has on the accessibility of the ester carbonyl functional groups toward the hydroxyl groups of PVPh, which in turn impacts the miscibility of these blends.

Determination of Relative Reactivities of Free Hydroxyl Groups in β-Cyclodextrin, Amylose, and Cellulose by Reductive-Cleavage Method

  • 이창규;김은주;전중호
    • Bulletin of the Korean Chemical Society
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    • v.20 no.10
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    • pp.1153-1158
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    • 1999
  • β-Cyclodextrin, amylose, and cellulose were partially methylated and acetylated in order to examine the relative reactivities of 2-, 3-, and 6-OH groups to alkylation and acylation. The partially methylated samples of the polysaccharides were treated with excess of ethyl iodide and sodium hydroxide in dimethyl sulfoxide to convert all of the free hydroxyl groups to ethyl ether groups. The partially O-ethylated and O-methylated polysaccharides were reductively cleaved with triethylsilane in the presence of trimethylsilyl methanesulfonate and borontrifluoride etherate (5 : 1 by mole) and the resulting 4-OH group was acetylated and benzoylated to form mixtures of eight 4-O-acyl-1,5-anhydroalditols. The relative ratio of the alditol esters were analyzed by gas chromatography to determine the degree of substitution at each position. A similar sequence of reactions was carried out with partially acetylated polysaccharides. The results indicated that the order of relative reactivities for methylation are 2-OH > 6-OH > 3-OH and for acylation are 6-OH > 2-OH > 3-OH regardless of the anomeric configuration.

Composition and Structure Confirmation of Glucitol Fatty Acid Polyesters (Glucitol Fatty Acid Polyesters의 조성 및 구조확인)

  • Chung, Ha-Yull;Yoon, Hee-Nam;Kong, Un-Young;Kim, Jung-Han
    • Korean Journal of Food Science and Technology
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    • v.25 no.2
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    • pp.148-153
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    • 1993
  • Composition and structure of synthetic glucitol fatty acid polyesters (GPE)-a potential fat substitute-were investigated. Also degree of substitution (D.S) of GPE was determined according to the relative ester distribution within it to evaluate the feasibility of GPE using as a fat substitute. The GPE was separated into single ester group by a normal-phase HPLC and D.S of it was identified to be 6. Absorption band at $1747\;cm^{-1}$ in the IR spectrum of GPE indicated that there were ester bonds within GPE molecules. which link fatty acid moiety to glucitol. Disappearance of the hydroxyl proton signals of glucitol in the H-NMR spectrum of GPE implied that most of hydroxyl groups in glucitol participated in the formation of ester bonds with fatty acids. In addition the D.S estimated from the quantitative proton integration of GPE coincided well with the D.S of GPE determined by hydroxyl value measurement. In conclusion, the GPE synthesized in this study was found to be a glucitol fatty acid hexaester so that it is expected to be used as a fat substitute in the near future.

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Inhibitory Effect of Spermidine with Antioxidant Activity on Oxidative Stress in Human Dermal Fibroblasts (사람피부섬유아세포에서 산화적 스트레스에 대한 항산화 활성을 가진 spermidine의 억제효과)

  • Park, In-Hwan;Kim, Moon-Moo
    • Journal of Life Science
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    • v.21 no.5
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    • pp.693-699
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    • 2011
  • Spermidine is a ubiquitous polycation that is synthesized from putrescine, which serves as a precursor of spermine. In recent years, spermidine was found to be a polyamine that plays an important role in longevity. Reactive oxygen species (ROS) such as hydroxyl radical, superoxide and hydrogen peroxide have been shown to be involved in various pathogenic processes as well as aging. The direct scavenging effect of spermidine on DPPH radical, $H_2O_2$ and hydroxyl radical, and its protective effect against DNA oxidation related to oxidative stress were evaluated in vitro. It was observed that spermidine exhibits scavenging activities on DPPH radical and H2O2 above 500 ${\mu}M$. Spermidine was especially effective in exerting a scavenging activity on hydroxyl radical. In addition, spermidine at 1000 ${\mu}M$ showed a clear protective effect against DNA oxidation. Furthermore, the expression level of anti-oxidant enzymes such as superoxide dismutase in humam dermal fibroblasts increased in the presence of spermidine compared with blank group. These results suggest that spermidine can be used as an antioxidant to prevent ROS-related diseases including inflammation, cancer and aging.

Application of Computational Mineralogy to Studies of Hydroxyls in Clay Minerals (전산광물학을 이용한 점토광물 내의 수산기 연구 가능성)

  • Chae, Jin-Ung;Kwon, Kideok D.
    • Journal of the Mineralogical Society of Korea
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    • v.27 no.4
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    • pp.271-281
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    • 2014
  • The physicochemical properties of clay minerals have been investigated at the atomistic to nano scale. The microscopic studies are often challenging to perform by using experimental approaches alone. In particular, hydroxyl groups of octahedral sheets in 2:1 clay minerals have been hypothesized to impact the sorption process of metal cations; however, X-ray based techniques alone, a common tool for mineral structure examination, cannot properly test the hypothesis. The current study has examined whether computational mineralogy techniques can be applied to examine the hydroxyl structures of clay minerals. Based on quantum-mechanics and molecular-mechanics computational methods, geometry optimizations were carried out for representative dioctahedral and trioctahedral phyllosilicate minerals. Both methods well reproduced the experimental lattice parameters; however, for structural distortion occurring in the tetrahedral or octahedral sheets, molecular mechanics showed significant deviations from experimental data. The orientation angle of the hydroxyl with respect to (001) basal plane is determined by the balance of repulsion between the hydroxyl proton and Si cations of tetrahedral sites; the quantum-mechanics method predicted $25-26^{\circ}$ for the angle, whereas the angle predicted by the molecular-mechanics method was much higher by $10^{\circ}$ (i.e., $35^{\circ}$). These results demonstrate that computational mineralogy techniques are a reliable tool for clay mineral studies and can be used to further elucidate the roles of hydroxyls in metal sorption process.

Angiotensin Converting Enzyme 억제제 개발 약리연구

  • 진창배;김동현;박혜영;이향숙;박종세
    • Proceedings of the Korean Society of Applied Pharmacology
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    • 1994.04a
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    • pp.182-182
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    • 1994
  • Angiotensin converting enzyme (ACE)을 비가역적으로 불활성화시킴으로써 오랫동안 작용할 수 있는 고혈압치료제로서의 ACE억제제를 개발하기 위하여pseudomechanism-based inhibition이라는 새로운 억제기전을 가질 것으로 추정되는 아래 그림과 같은 기본 분자구조를 갖는 epoxide 유도체들을 합성하여 in vitro에서 ACE활성 억제효과를, HPLC법을 이용하여 측정하였다. 그 결과 합성되어진 epoxide 유도체들은, epoxide group대신에 sulfhydryl 또는 carboxyl group으로 치환되어져 있는 기존의 ACE 억제제들보다도 효능이 현저히 저하됨으로써, ACE의 $Zn^{2+}$ binding site와는 배위결합력이 미약하다는 것을 의미하여 준다. 또한 유도체들의 phenylring에 chloride, hydroxyl, nitro group과 같은 polar group 의 도입으로 말미암아 ACE 억제효과가 저하됨으로써 이 부위에서의 hydrophobic interaction이 ACE를 억제하는데 중요하다는 것을 시사해 주며 이외에도 이미 알려진 바와같이 carbonyl carbon과 인접한 carbon atom에 methyl group의 도입이 억제효과에 중요한 역활을 하였다. 따라서 향후에는 ACE의 $Zn^{2+}$ binding site와 강력한 배위결합을 하는 carboxyl group을 도입하고 epoxide의 위치를 변경시키며 또한 hydrophobic interaction하는 부위의 구조를 변화시켜 보다 효능이 우수한 새로운 기전의 ACE억제제를 개발해 나가고자 한다.

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Effects of Rhus verniciflua Stokes (RVS) on Cell-associated Detoxificant Enzymes and Glucose Oxidase-mediated Toxicity in Cultured Mouse Hepatocytes

  • Lim, Kye-Taek;Lee, Jeong-Chae;Jung, Hee-Young;Jo, Sung-Kyun
    • Toxicological Research
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    • v.16 no.2
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    • pp.125-131
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    • 2000
  • The ethanol extract of Rhus verniciflua Stokes (RVS), the Korean Lacquer tree, was subsequentely isolated and fractioned into two portions using distilled water (SED) and 99% ethanol (SEE) as elution buffers through silica gel column (4x28 em, 22 $\AA$. 28~200 mesh). To know the antioxidative effect of the RVS extracts, primary hepatocytes were exposed to hydroxyl radical generated by 20 mU/$m\ell$ glucose oxidase with SED or SEE for 4 hr. The addition of 100$\mu\textrm{g}$/$m\ell$ SED in culture medium showed good protection from glucose oxidase (GO)-mediated cytotoxicity of hepatocytes, showing approximately equivalent to control. When the hepatocytes were incubated with 100 $\mu\textrm{g}$/$m\ell$ SED or SEE only for 4 hr. the activities of cell-associated superoxide dismutase (SOD) and catalase were elevated up to 1.22 fold and 1.4 fold, respectively, compared to control. Further increase, 1.88fold in SOD activity or 1.64fold in catalase activity, was also observed when the hepatocytes were incubated with 100 units/$m\ell$ of commercial SOD or catalase for 4 hr. Moreover. the glucose oxidase-mediated cytotoxicity in cultured hepatocytes was generally reduced upon addition of lysate obtained from SED or SEE-stimulated hepatocytes in a dose-dependent manner. From these results, we suggest that, in cultured hepatocytes, RVS ethanol extract can efficiently reduce cytotoxicity induced by glucose oxidase and may increase the activity of cell-associated SOD and/or catalase, thereby preventing and/or scavenging superoxides and hydroxyl radicals in this experiment.

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Antioxidant Activities and Quality Characteristics of Jelly Added Rehmannia Radix Preparata Concentrate (숙지황 농축액 첨가 젤리의 품질특성 및 항산화성)

  • Kim, Na-Yeon;Jang, Hee-Kyeong;Yang, Kee-Heun;Lee, Kun-Jong;Kim, Mee-Ree
    • Journal of the East Asian Society of Dietary Life
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    • v.21 no.6
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    • pp.814-822
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    • 2011
  • We studied the antioxidant activities and quality characteristics of gelatin jelly prepared with different amounts (0%, 0.25%, 0.50%, and 0.75%) of Rehmannia Radix Preparata (RRP) concentrate. The moisture content of the control group was 61.62%, and the acidity and pH were 3.68 and 1.96%, respectively. The reducing sugar content of the jellies ranged from 10.83% to 13.1% (from 35.0 $^{\circ}Brix$ to 37.0 $^{\circ}Brix$). The acidity of the control group was the lowest, followed in order by the 0.25% RRP, 0.50% RRP, and 0.75% RRP groups. The lightness, redness, and yellowness of the Hunter color system decreased with increasing RRP concentrate, whereas the hardness, cohesiveness, and springiness increased with increasing concentrate. The total phenol content was the highest in 0.75%. Antioxidant activities such as DPPH radical scavenging and hydroxyl radical scavenging were the highest with the 0.75% group ($IC_{50}$ value of DPPH radical scavenging activity: 85.42 mg/mL for 0.75%, 484.25 mg/mL for control; $IC_{50}$ value of hydroxyl radical scavenging activity: 54.42 mg/mL for 0.75%, 135.54 mg/mL for control). The sensory evaluation results showed that overall preference and texture were the highest in the 5% addition group. From these results, it was suggested that the optimum amount of RRP concentrate to add to jelly is 0.50%.

Wastepaper Liquefaction Using Ethylene Glycol and Polyester Preparation from the Liquefied Wastepaper (Ethylene glycol을 사용한 폐지의 액화 및 액화물로부터 polyester 제조)

  • Lee, Dong-Hun;Kim, Chang-Joon;Kim, Sung-Bae
    • KSBB Journal
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    • v.25 no.3
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    • pp.251-256
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    • 2010
  • A novel method to prepare polyester from wastepaper through liquefaction and crosslinking stages was studied. At the first stage, the liquefaction of wastepaper was carried out in the presence of ethylene glycol under acidic conditions. The factors that affect on liquefaction yield were found to be reaction time, temperature, and acid concentration, and their ranges were 60~120 minutes, $150{\sim}170^{\circ}C$, and 2~4%, respectively. The optimum condition was found to be 100 minutes, $160^{\circ}C$, and 3% sulfuric acid concentration, and the liquefaction yield at this condition was 67%. At the second stage, polyester was prepared from the liquefied wastepaper obtained at the optimum liquefaction condition by crosslinking with succinic anhydride. The effect of reaction time and carboxylic group/hydroxyl group ratio on crosslinkage were investigated at conditions covering 30~50 minutes of reaction time and 1.5~2.5 of carboxylic group/hydroxyl group ratio. The crosslinkages of polyester prepared were 80~90%, which were almost same regardless of reaction conditions.

Phosphoprotein Partitioning in Metal-Affinity Aqueous Two-Phase Systems and Prediction of Partitioning Behavior (금속 친화성 액 이상분계 시스템에서 Phsphoprotein분배 및 분배예측)

  • 정봉현
    • KSBB Journal
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    • v.9 no.3
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    • pp.279-286
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    • 1994
  • A mathematical model has been derived and used to describe phosphoprotein partitioning in Fe(III) IDA-PEG/dextran two-phase systems. This model includes the inhibitory effects of hydrogen and hydroxyl ion concentrations on protein partitioning. For aqueous two-phase partitioning experiments, the Al and A2 subcomponents of ovalbumin carrying two and one surface phosphoryl group(s) were purified using an immobilized metal ion affinity chromatography (IMAC). The ratio of partition coefficients in the presence and absence of Fe(III)IDA-PEG, K/Ko, increased in the pH range of 3.0 to 5.0 due to deprotonation of the second oxygen of the phosphoryl group, and above pH 5.0 declined steeply by the inhibitory binding of hydroxyl ions to the metal ion. This partitioning behavior was well described by the mathematical model. The binding constants for formation of the complex between the phosphoryl group and the Fe(III)IDA-PEG were found to be $6.1{\times}10^3M^{-1} and 2.3{\times}10^4M^{-1}$ in the top and bottom phases, respectively. These values are 3-5 times those for interaction of Cu(II)IDA-PEG with a single surface-accessible histidine.

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