• Title/Summary/Keyword: Micellar

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Thermodynamic Study on the Solubilization of p-Halogenated Phenol Derivatives in TTAB Solution (TTAB 수용액에서 p-할로겐화 페놀유도체들의 가용화에 대한 열역학적 연구)

  • Lee, Byung-Hwan
    • Applied Chemistry for Engineering
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    • v.25 no.1
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    • pp.20-26
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    • 2014
  • The interaction of p-halogenated phenol derivatives with the micellar system of tetradecyltrimethylammonium bromide (TTAB) was studied by the UV/Vis spectrophotometric method. Effects of substituents, additives, and temperatures on the solubilization of phenol derivatives have been measured. The results show that all the values of ${\Delta}G^o$ and ${\Delta}H^o$ were negative and the values of ${\Delta}S^o$ were positive for all phenol derivatives within the measured temperature range. The calculated thermodynamic parameters depended on the size, the electro-negativity, and the hydrophobic property of halogen substituents. The addition of n-butanol results in the decrement in tthe Ks values and the addition of NaCl caused the increment in the Ks values for all the phenol derivatives. From these changes we can postulate that the solubilization sites of the phenol derivatives in the micelle depend severely on properties of the halogen-substituent.

Micellar Properties of Two-Headed Anionic Surfactants (헤드그룹이 두 개인 음이온성 계면활성제의 미셀특성)

  • Kim, Myeong-Soo;Jeong, Kwan-Kyeong;Jeong, Noh-Hee;Nam, Ki-Dae
    • Journal of the Korean Applied Science and Technology
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    • v.18 no.2
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    • pp.111-117
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    • 2001
  • Density, viscosity, conductance, dye solubility and carbon-13 nmr studies were performed in aqueous solution of three disodium 4-n-alkyl-3-sulfonatosuccinate anionic surfactant at $20^{\circ}C$. The cmc values were 0.14 mol/l for the disodium-4-n-octyl-3-sulfonatosuccinate($R_{8)S$), 0.041mol/l for the disodium-4-n-decyl-3-sulfonatosuccinate($R_{10}S$), and 0.018mol/l for the disodium-n-dodecyl-3-sulfonatosuccinate <$R_{12}S$). The aggregation numbers determined viscometrically and conductimetrically were 28 for $R_{8}S$, 48 for $R_{10}S$, and 67 for $R_{12}S$. The volume changes upon micellization were $8.9cm^{3}/mol$ for $R_{8}S$, $9.5cm^{3}/mol$ for $R_{10}S$, and $10.1cm^{3}/mol$ for $R_{12}S$. Binding constants for the dye pada to the micelles and the fractions of unbound counter-ion were also obtained. The two polar heads with their carbon linkage were likely in an aqueous environment in the $R_{8}S$ micelles with the micelles themselves being spherical.

Electrophoretic Mobility to Monitor Protein-Surfacant Interactions

  • Hong, Soon-Taek
    • Preventive Nutrition and Food Science
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    • v.3 no.2
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    • pp.143-151
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    • 1998
  • Protein -surfactant interactions have been investigate by measuring ζ-potential of $\beta$-lactoglobulin-coated emulsion droplets and $\beta$-lactoglobulin in solution in the rpesenceof surfactant, with particular emphasis on the effect of protein heat treatment(7$0^{\circ}C$, 30min). When ionic surfactant (SDS or DATEM) is added to the protein solution, the ζ-potential of the mixture is found to increase with increasing surfactant concentration, indicating surfactant binding to the protein molecules. For heat-denatured protein,it has been observed that the ζ-potential tends to be lower than that of the native protein. The effect of surfactant on emulsions is rather complicated .With SDS, small amounts of surfactant addition induce a sharp increase in zeta potential arising from the specific interaction of surfactant with protein. With further surfacant addition, there is a gradual reductio in the ζ-potential, presumably caused by the displacement of adsorped protein (and protein-surfactant complex) from the emulsion droplet surfac by the excess of SDS molecules. At even higher surfactant concentrations, the measured zeta potential appears to increase slightly, possibly due to the formation of a surfactant measured zeta potential appears to increase slightly, possibly due to the formation of surfactant micellar structure at the oil droplet surface. This behaviour contrastswith the results of the corresponding systems containing the anionic emulsifier DATEM, in which the ζ-potential of the system is found to increase continuously with R, particularly at very low surfactant concentration. Overall, such behaviour is consisten with a combination of complexation and competitive displacement between surfactant and protein occurring at the oil-water interface. In addition, it has also been found that above the CMC, there is a time-dependent increase in the negative ζ-potential of emulsion droplets in solutions of SDS, possibly due to the solublization of oil droplets into surfactant micelles in the aqueous bulk phase.

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Preparation of Core-shell Type Nanoparticles of Poly($\varepsilon$-caprolactone) /Poly(ethylene glycol)/Poly( $\varepsilon$-caprolactone) Triblock Copolymers

  • Ryu, Jae Gon;Jeong, Yeong Il;Kim, Yeong Hun;Kim, In Suk;Kim, Do Hun;Kim, Seong Ho
    • Bulletin of the Korean Chemical Society
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    • v.22 no.5
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    • pp.467-475
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    • 2001
  • A triblock copolymer based on $poly(\varepsilon-caprolactone)$ (PCL) as the hydrophobic part and poly(ethylene glycol) (PEG) as the hydrophilic portion was synthesized by a ring-opening mechanism of ${\varepsilon}-caprolactone$ with PEG containing a hydroxyl group at bot h ends as an initiator. The synthesized block copolymers of PCL/PEG/PCL (CEC) were confirmed and characterized using various analysis equipment such as 1H NMR, DSC, FT-IR, and WAXD. Core-shell type nanoparticles of CEC triblock copolymers were prepared using a dialysis technique to estimate their potential as a colloidal drug carrier using a hydrophobic drug. From the results of particle size analysis and transmission electron microscopy, the particle size of CEC core-shell type nanoparticles was determined to be about 20-60 nm with a spherical shape. Since CEC block copolymer nanoparticles have a core-shell type micellar structure and small particle size similar to polymeric micelles, CEC block copolymer can self-associate at certain concentrations and the critical association concentration (CAC) was able to be determined by fluorescence probe techniques. The CAC values of the CEC block copolymers were dependent on the PCL block length. In addition, drug loading contents were dependent on the PCL block length: the larger the PCL block length, the higher the drug loading content. Drug release from CEC core-shell type nanoparticles showed an initial burst release for the first 12 hrs followed by pseudo-zero order release kinetics for 2 or 3 days. CEC-2 block copolymer core-shell type nanoparticles were degraded very slowly, suggesting that the drug release kinetics were governed by a diffusion mechanism rather than a degradation mechanism irrelevant to the CEC block copolymer composition.

Non-Ionic Surfactants Antagonize Toxicity of Potential Phenolic Endocrine-Disrupting Chemicals, Including Triclosan in Caenorhabditis elegans

  • Alfhili, Mohammad A.;Yoon, Dong Suk;Faten, Taki A.;Francis, Jocelyn A.;Cha, Dong Seok;Zhang, Baohong;Pan, Xiaoping;Lee, Myon-Hee
    • Molecules and Cells
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    • v.41 no.12
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    • pp.1052-1060
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    • 2018
  • Triclosan (TCS) is a phenolic antimicrobial chemical used in consumer products and medical devices. Evidence from in vitro and in vivo animal studies has linked TCS to numerous health problems, including allergic, cardiovascular, and neurodegenerative disease. Using Caenorhabditis elegans as a model system, we here show that short-term TCS treatment ($LC_{50}$: ~0.2 mM) significantly induced mortality in a dose-dependent manner. Notably, TCS-induced mortality was dramatically suppressed by co-treatment with non-ionic surfactants (NISs: e.g., Tween 20, Tween 80, NP-40, and Triton X-100), but not with anionic surfactants (e.g., sodium dodecyl sulfate). To identify the range of compounds susceptible to NIS inhibition, other structurally related chemical compounds were also examined. Of the compounds tested, only the toxicity of phenolic compounds (bisphenol A and benzyl 4-hydroxybenzoic acid) was significantly abrogated by NISs. Mechanistic analyses using TCS revealed that NISs appear to interfere with TCS-mediated mortality by micellar solubilization. Once internalized, the TCS-micelle complex is inefficiently exported in worms lacking PMP-3 (encoding an ATP-binding cassette (ABC) transporter) transmembrane protein, resulting in overt toxicity. Since many EDCs and surfactants are extensively used in commercial products, findings from this study provide valuable insights to devise safer pharmaceutical and nutritional preparations.

Experimental and theoretical investigation of micellization behavior of sodium dodecyl sulfate with cetyltrimethylammonium bromide in aqueous/urea solution at various temperatures

  • Hoque, Md. Anamul;Mahbub, Shamim;Rub, Malik Abdul;Rana, Shahed;Khan, Mohammed Abdullah
    • Korean Journal of Chemical Engineering
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    • v.35 no.11
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    • pp.2269-2282
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    • 2018
  • Mixed micelle formation behavior of cationic surfactant-cetyltrimethylammonium bromide (CTAB) and anionic surfactant sodium dodecyl sulfate (SDS) in aqueous as well as in urea medium from 303.15 K to 323.15 K at 5 K interval was carried out by conductometric method. The differences between the experimental values of critical micelle concentrations (cmc) and ideal critical micelle concentrations ($cmc^{id}$) illustrate the interaction between the amphiphiles studied. The values of micellar mole fraction ($X_1^{Rub}$ (Rubingh), $X_1^M$ (Motomura), $X_1^{Rod}$ (Rodenas) and $X_1^{id}$(ideal) of surfactant CTAB determined by different proposed models and outcome indicate high involvement of CTAB in SDS-CTAB mixed micellization, which enhance by means of the augment of mole fraction of CTAB. The negative value of interaction parameter (${\beta}$) showed an attractive interaction involving CTAB and SDS. Activity coefficients were less than unity in all case, which also reveals the presence of interaction between CTAB & SDS. The negative ${\Delta}G^0_m$ values imply the spontaneous mixed micellization phenomenon. The attained values of ${\Delta}H^0_m$ were positive at inferior temperature, while negative at superior temperature. The negative ${\Delta}H^0_m$ values in urea ($NH_2CONH_2$) medium illustrate exothermic micellization process. The magnitudes of ${\Delta}S^0_m$ were positive in almost all cases. The excess free energy of mixed micelle formation (${\Delta}G_{ex}$) was found to be negative, which indicates the stability of mixed micelle as compared to the individual's components micelles.

Effect of the Addition of Fluorinated Surfactant on the Solubilization of n-Hexane by Hydrocarbon Surfactant (불소계 계면활성제 첨가가 탄화수소계 계면활성제에 의한 n-헥산의 가용화에 미치는 영향에 관한 연구)

  • Hee Dong Shin;Ki Ho Park;Jong Choo Lim
    • Applied Chemistry for Engineering
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    • v.34 no.4
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    • pp.397-403
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    • 2023
  • In this study, the effect of the addition of fluorinated surfactant FS-606 on the solubilization of n-hexane by hydrocarbon surfactant CDP-W was investigated. Oil drop contacting experiments revealed that solubilization rate is independent of initial oil drop size and proportional to the initial surfactant concentration, suggesting that solubilization of n-hexane oil by the surfactant mixture of FS-606 and CDP-W is controlled by an interface-controlled mechanism. In addition, the solubilization rate has been shown to increase with an increase in FS-606 composition, reach a maximum, and then decrease with a further increase in FS-606 composition. On the other hand, the interfacial tension between micellar solution and n-hexane oil has been found to decrease with an increase in FS-606 composition, reach a minimum, and then increase with a further increase in FS-606 composition.

Effects of Coenzyme Q10 on the Expression of Genes involved in Lipid Metabolism in Laying Hens (Coenzyme Q10 첨가 급여가 산란계의 지방대사 연관 유전자 발현에 미치는 영향)

  • Jang, In Surk;Moon, Yang Soo
    • Korean Journal of Poultry Science
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    • v.43 no.1
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    • pp.47-54
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    • 2016
  • The aim of this study was to investigate the expression patterns of key genes involved in lipid metabolism in response to dietary Coenzyme Q10 (CoQ10) in hens. A total of 36 forty week-old Lohmann Brown were randomly allocated into 3 groups consisting of 4 replicates of 3 birds. Laying hens were subjected to one of following treatments: Control (BD, basal diet), T1 (BD+ CoQ10 100 mg/kg diet) and T2 (BD+ micellar of CoQ10 100 mg/kg diet). Birds were fed ad libitum a basal diet or the basal diet supplemented with CoQ10 for 5 weeks. Total RNA was extracted from the liver for quantitative RT-PCR. The mRNA levels of HMG-CoA reductase(HMGCR) and sterol regulatory element-binding proteins(SREBP)2 were decreased more than 30~50% in the liver of birds fed a basal diet supplemented with CoQ10 (p<0.05). These findings suggest that dietary CoQ10 can reduce cholesterol levels by the suppression of the hepatic HMGCR and SREBP2 genes. The gene expressions of liver X receptor (LXR) and SREBP1 were down regulated due to the addition of CoQ10 to the feed (p<0.05). The homeostasis of cholesterol can be regulated by LXR and SREBP1 in cholesterol-low-conditions. The supplement of CoQ10 caused a decreased expression of lipid metabolism-related genes including $PPAR{\gamma}$, XBP1, FASN, and GLUTs in the liver of birds (p<0.05). These data suggest that CoQ10 might be used as a dietary supplement to reduce cholesterol levels and to regulate lipid homeostasis in laying hens.

Chemical Reactions in Surfactant Solutions (Ⅳ) : Micellar Rate Effect on Reactions of Hydroxide and o-Iodosobenzoate Ions with Organic Phosphinates (계면활성제 용액속에서의 화학반응 (제 4 보) : $OH^-$ 및 o-Iodosobenzoate 이온에 의한 유기 포스피네이트의 탈인산화 반응에 미치는 CTAX 미셀의 영향)

  • Hong, Yeong Seok;Kim, Hyeon Muk
    • Journal of the Korean Chemical Society
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    • v.38 no.10
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    • pp.753-762
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    • 1994
  • Dephosphorylation of diphenyl- or isopropylphenyl-4-nitrophenylphosphinate (DPNPIN or IPNPIN) mediated by $OH^-$ or o-iodosobenzoate ion ($IB^-$) are relatively slow in aqueous solution. The reactions in CTAX micellar solutions are, however, very accelerated, because CTAX micelles can accommodate both reactants in their Stern layer in which they can easily react, while hydrophilic $OH^-$(or $IB^-$) and hydrophobic phosphinates are not mixed in water. Even though the concentrations (> $10^{-3}$ M) of $OH^-$(or $IB^-$) in CTAX solutions are much larger amounts than those ($6{\times}10^{-6}$ M) of phosphinates, the rate constants of the dephosphorylations are largely influenced by change of the concentration of the ions, which means that the reactions are not followed by the pseudo first order kinetics. In comparison to effect of the counter ions of CTAX in the reactions, CTACl is more effective on the dephosphorylation of DPNPIN (or IPNPIN) than CTABr due to easier expelling of $Cl^-$ ion by $OH^-$(or $IB^-$) ion from the micelle, because of easier solvation $Cl^-$ ion by water molecules. The reactivity of IPNPIN with $OH^-$(or $IB^-$) is lower than that of DPNPIN. The reason seems that the 'bulky' isopropyl group of IPNPIN hinders the attack of the nucleophiles. The mechanism of reaction of IPNPIN with IB- ion concluded as 'nucleophilic' instead of 'general basic' by a trapping experiment and a measured kinetic isotope effect.

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Effects of Green Tea Extract on Intestinal Mucosal Esterification of $^{14}C$-Oleic Acid in Rats (녹차 추출물이 흰쥐 소장세포의 지방 에스테르화 과정에 미치는 영향)

  • Seo, Yun-Jung;Noh, Sang-K.
    • Food Science and Preservation
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    • v.15 no.3
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    • pp.450-455
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    • 2008
  • Previously, we have shown that green tea extract lowers the intestinal absorption of cholesterol, fat, and other fat-soluble compounds. We conducted this study to determine whether green tea extract affects the rate of $^{14}C$-oleic acid esterification into various lipids in the intestinal mucosa of rats. Male Sprague-Dawley ruts were had free access to a nutritionally adequate AIN-93G diet and deionized water. Initially, the rat's mucosal content of total lipids was measured following 1 mL olive oil administration with (green tea group) or without (control group) 100 mg green tea extract powder. At 1 h and 5 h, intestinal segments were extracted for total lipid analysis. Secondly, to measure mucosal esterification rates of lipids, an abdominal incision was made along the midline, and a 10-cm long jejunal segment of the small intestine was ligated in situ. Then, micellar solutions with or without green tea extract were injected into the ligated jejunal segments and incubated for 10 mill. The micellar solution contained $200.0\;{\mu}$ Ci $^{14}C$-oleic acid, $200.1\;{\mu}mol$ unlabelled oleic acid, $66.7\;{\mu}mol$ 2-monooleoylglycerol, $66.7\;{\mu}mol$ palmitoyl-sn-glycero-3-phosphocholine, 2.2 mmol glucose, $50.0\;{\mu}mol$ albumin, and 16.5 mmol Na-taurocholate per L of phosphate buffered saline (pH, 6.3) with or without 8.87 g green tea extract powder. At 10 min, each rat was sacrificed by cervical dislocation under anesthesia and the segment was removed for lipid analysis. Significant differences were observed in mucosal triglyceride content at 1 h and 5 h in ruts given green tea extract. Significant differences in the rate of $^{14}C$-oleic acid esterification into triglycerides and phospholipids fractions were observed between control and green tea groups. However, There were no significant differences in other lipid fractions. These results indicate that the lowered esterification rates of $^{14}C$-oleic acid into triglycerides and phospholipids fractions is attributable to presence of green tea extract. This may be associated with an inhibitory effect of green tea catechin on the mucosal processes of lipids, leading to the inhibition of intestinal absorption of lipids.