• Title/Summary/Keyword: Active isomers

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Bioactive Conjugated Linoleic Acid (CLA) in Milk

  • Kee, Jun-Ill;Ganesan, Palanivel;Kwak, Hae-Soo
    • Food Science of Animal Resources
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    • v.30 no.6
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    • pp.879-885
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    • 2010
  • Conjugated linoleic acid (CLA) isomers are found naturally in foods, such as milk, milk products, beef and others, from biohydrogenation of vegetable oils. They are heterogenous group of isomers of linoleic acid in the family of polyunsaturated fatty acids. Among the isomers of linoleic acid cis9, trans11- CLA (c9, t11-CLA) and trans10, cis12- CLA (t10, c12-CLA) are found to be biologically active isomers. These biologically active isomers either individual or combined found to be health beneficial in various diseases, such as cancer, diabetes, obesity, and atherosclerosis, conclusive participation in physiological processes are necessary. This review focused on the current study of CLA in prevention of disease, such as cancer, diabetes and atherosclerosis, and their effective function in body fat reduction, improvement of bone and muscle mass at a cellular, clinical and systematic level.

The Effect of Conjugated Linoleic Acid Isomers on the Cell Proliferation, Apotosis and Expressions of Uncoupling Protein (Ucp) Genes during Differentiation of 3T3-L1 Preadipocytes (Conjugated Linoleic Acid 이성체가 3T3-L1 지방전구세포 분화중 세포증식, 세포사멸 및 Ucp 유전자 발현에 미치는 영향)

  • Kwon So-Young;Kang Keum-Jee
    • Journal of Nutrition and Health
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    • v.37 no.7
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    • pp.533-539
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    • 2004
  • It has been reported that CLA decreases fat deposition in vivo and in vitro experiments. Among CLA isomers, c9t11 and t10c12 have been shown to exert active biological activities. For example, t10c12 reduces body weight and increases lean body mass, whereas, c9t11 has little effect on body fattness. However, the underlying molecular mechanism for the anti-obesity action of CLA isomers are not well understood. The purpose of this study was to examine the effects of t10c12 and c9t11 on lipid accumulation, cell proliferation, cell death and the expression levels of Ucp genes which are proposed as targets for anti-obesity in 3T3-L1 preadipocytes. Isomers of CLA at 50$\mu$M were added into preadipocyte differentiation medium for 3, 6 and 9days. Control cells received only the vehicle in the differentiation medium. Cytochemical analyses for lipid accumulation, cell proliferation and apotosis were carried out to compare lipidogenesis and cellular activity. RT-PCR analysis of GAPDH, Ucp 2,3 and 4 were also performed to find any modulatory effects of CLA isomers on the metabolic genes. Lipid accumulation indicated by Oil Red-O staining was inhibited in CLA isomers as compared to the control. T10c12 isomer showed less lipidogenesis than c9t11 did. A decrease occurred in CLA isomers as shown by BrdU incorporation. Apotosis has occured at higher level in t10c12 when compared to that of t9c11. Ucp 2, 3 and 4 genes were also upregulated in CLA isomers. T10c12 showed higher level of Ucp gene expressions than the c9t11 did. The biological activities of CLA isomers were also found to be different during differentiation of 3T3-L1 preadipocytes, suggesting that different isomers may be active in certain stage of lipidogenesis. The results indicate that both c9t11 and t10c12 CLA isomers decrease lipidogenesis, inhibit cell proliferation, increase cell death and upregulate in Ucp gene expressions during 3T3-L1 preadipocyte differentiation. T10c12 isomer was more effective than c9t11 in overall anti-obesity activity.

DFT Study on the Different Oligomers of Glycerol (n=1-4) in Gas and Aqueous Phases

  • Valadbeigi, Younes;Farrokhpour, Hossein
    • Journal of the Korean Chemical Society
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    • v.57 no.6
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    • pp.684-690
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    • 2013
  • Since a glycerol molecule has three active sites, two ${\alpha}$ and one ${\beta}$ hydroxyl groups; it undergoes condensation by releasing water molecules to produce linear, nonlinear and heterocyclic oligomers. The Gibbs free energy (G), enthalpy (H) and internal energy (E) of 7 diglycerol, 15 triglycerol and 23 tetraglycerol isomers were calculated at B3LYP level of theory using 6-311++G(d, p) basis set, in both gas and aqueous phases. Linear oligomers, ${\alpha}{\alpha}$-diglycerol, ${\alpha}{\alpha}$, ${\alpha}{\alpha}$-triglycerol and ${\alpha}{\alpha}$, ${\alpha}{\alpha}$, ${\alpha}{\alpha}$-tetraglycerol, were found to be the most stable oligomers in aqueous phase. It was found that the stability of cyclic oligomers decreases as the size of their rings increases. Cyclic oligomers are produced by dehydration of the acyclic ones which is an endothermic reaction while its ${\Delta}G$ is negative. The dehydration reaction is less endothermic in aqueous phase.

Separation of Amino Acid Enantiomers by Gas Chromatography II (가스크로마토그라피에 의한 아미노산 광학이성체의 분리 II)

  • 박만기;강종성;유재하;박정일;전동원
    • YAKHAK HOEJI
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    • v.30 no.1
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    • pp.47-50
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    • 1986
  • The enantiomers of five amino acids (alanine, valine, threonine, leucine and phenylalanine) could be separated by gas chromatography with optically active (S)-5-isopropyll-$N^3$-phenyl-2-thiohydantoinic stationary phase, which prepared from L-valine and phenylisothiocyanate. Gas chromatographic separations on methylesterificated and N-trifluoroacetylated amino acids have been conducted in isothermal at several column temperatures (180~190, 200, $210^{\circ}C$). The separation factors were 1.29 (alanine, $190^{\circ}C$), 1.35 (valine, $190^{\circ}C$), 1.33 (threonine, $190^{\circ}C$), 1.17 (leucine, $190^{\circ}C$) and 1.05 (phenylalanine, $190^{\circ}C$) and D-isomers eluted prior to L-isomers in every instance. The result of this experiment shows that this stationary phase can be used for the separation of the other amino acids enantiomers.

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Separation of D and L Amino Acids by High-Performance Liquid Chromatography

  • Lee, Sun-Haing;Ryu, Jae-Wook;Park ,Kyoung-Sug
    • Bulletin of the Korean Chemical Society
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    • v.7 no.1
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    • pp.45-50
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    • 1986
  • Separation of optical isomers of some derivatives of amino acids by reversed-phase HPLC has been accomplished by adding a chelate of an optically active amino acid to copper(Ⅱ) to the mobile phase. Cu(Ⅱ) complexes of L-proline and L-hydroxyproline in the mobile phase showed different degrees of separation. Optical isomers of DNS derivatives of amino acids are selectively separated, but those of several other derivatives are not at all. The kinds of buffer agents, the pH, and the concentrations of acetonitrile and the Cu(Ⅱ) ligand all affect the separations. The elution behavior between D and L DNS-amino acids appears to depend on the alkyl side chain of the amino acids. A chromatographic mechanism is proposed that is based on a stereospecificity of the formation of ternary complexes by the D, L-DNS-amino acids and the chiral additive associated with the stationary phase. The steric effects of the ligand exchange reactions are related with the feasibility of cis and/or trans attack of the amino acids to the binary chiral chelate retained on the stationary phase.

Stereospecific Coordination of 2,2$^\prime$-Diaminobiphenyl in the Square Planar Platinum(Ⅱ) Comdlexes

  • Jun, Moo-Jin;Choi, Sung-Rack
    • Bulletin of the Korean Chemical Society
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    • v.5 no.6
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    • pp.237-240
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    • 1984
  • 2,2'-Diaminobiphenyl platinum (II) complexes of optically active trans-1,2-diaminocyclohexane and 1,2-diaminopropane, [Pt(S,S-chxn)(dabp)]Cl2, [Pt(R,R-chxn)(dabp)]$C_{12}$, [Pt(S-pn)(dabp)]$C_{l2}$, and [Pt(R-pn)(dabp)]Cl2, where S,S-chxn and R,R-chxn are, respectively, S and R isomers of trans-1,2-diaminocyclohexane, and S-pn and R-pn are, respectively, S and R isomers of 1,2-diaminopropane, and dabp the 2,2'-diaminobipheny, have been prepared. The dabp ligand has been found to take the $=delta$ conformation in the S,S-chxn and S-pn platinum (II) complexes, while it takes the $\lambda$ conformation in the R,R-chxn and R-pn platinum (II) complexes.

Effects of Ginsenoside Rg3 Epimers on Swine Coronary Artery Contractions

  • Kim, Jong-Hoon;Nah, Seung-Yeol
    • Journal of Ginseng Research
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    • v.29 no.3
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    • pp.119-125
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    • 2005
  • The previous reports demonstrated that ginseng saponins, active ingredient of Panax ginseng, inhibited blood vessel contraction induced by various hormones or high $K^+$. Recently, we demonstrated that 20(R)- and 20(S)-ginsenoside $Rg_3$. regulate ion channel activities with differential manners. The aim of this study was to examine whether ginsenoside $Rg_3$ isomers also show differential effects on swine coronary artery contractionresponses induced by high $K^+$, serotonin (5-HT) or acetylcholine. Treatment of 20(S)- but not 20(R)-ginsenoside $Rg_3$ caused a concentration-dependent relaxation of coronary artery contracted by 25mM KCI. 20(S)- and 20(R)-ginsenoside $Rg_3$ induced significant relaxations of coronary artery contraction induced by 5-HT $(3{\mu}M)$ in the presence of endothelium with concentration-dependent manner and, also in the absence of endothelium only 20(S)-ginsenoside $Rg_3$ induced a strong Inhibition of coronary artery contraction induced by 5-HT in a concentration-dependent manner. 20(S)-ginsenoside $Rg_3$ caused relaxation of coronary artery in the absence and presence of endothelium. In contrast, treatment of 20(S)- and 20(R)-ginsenoside $Rg_3\;(100{\mu}M)$ did not show significant inhibition of coronary artery contraction induced by acetylcholine $(0.01\;to\;30{\mu}M)$ in the presence of endothelium, whereas both isomers caused significant inhibition of coronary artery contraction induced by acetylcholine $(0.01\;to\;30{\mu}M)$ in the absence of endothelium in a concentration-dependent manner. These findings indicate that 20(S)-or 20(R)-ginsenoside $Rg_3$ exhibits differential relaxation eff3cts of swine coronary artery contractions caused by high $K^+$, acetylcholine, and 5-HT treatment and that this differential vasorelaxing effects of ginsenoside $Rg_3$ isomers also might be dependent on endothelium.

Development of Optically Active Chelate Resin for Direct Resolution of Enantiomers (I) -Solvent Effects in Chloromethylation of Crosslinked Polystyrene Resin Matrix- (Enantiomer의 분리에 이용될 수 있는 Chelate Resin의 개발 (제1보) -가교 폴리스티렌 Resin Matrix의 염화메칠화에 있어서의 용매효과-)

  • Kim, Kil-Soo;Jeon, Dong-Won;Park, Kyoung-Hae
    • Journal of Pharmaceutical Investigation
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    • v.18 no.2
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    • pp.69-81
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    • 1988
  • We studied on the synthesis of chloromethylated polystyrene as a precursor of optically active polymers for direct resolution of optical isomers. Changing the degree of crosslinking and the kind of crosslinking agents, several polystyrene resin matrices were synthesized. The matrices were chloromethylated with methylal and chlorosulfonic acid as chloromethylating agents. The effects of solvents of various dielectric constants on the chloromethylation were quantitavely examined. We also synthesized chloromethylated polystyrene of macroreticular type that retained large surface area and good physical stability. The differences between the macroreticular type and macroporous type were investigated.

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Immunoenhancing Effect of Conjugated Linoleic Acids on Phagocytic Activity of Porcine Peripheral Blood Phagocytes (돼지 말초혈액 탐식세포의 탐식활성에 있어서 CLA의 면역증강효과)

  • Kang Ji-houn;Kim Ju-hyang;Chung Chung-soo;Lee Chul-young;Yang Mhan-pyo
    • Journal of Veterinary Clinics
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    • v.21 no.4
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    • pp.336-342
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    • 2004
  • The immunoenhancing effect of CLA isomers (CLA mixture, 10t-12c CLA, 9c-11c CLA, 9c-11c CLA, and 9t-11t CLA) on phagocytic activity of porcine peripheral blood leukocytes was examined. The phagocytic activities of peripheral blood mononuclear cells (PBMC) and polymorphonuclear cells (PMN) were analyzed by a flow cytometry system. The direct treatments of CLA isomers have no effect on phagocytosis of PMN as well as PBMC composed of approximately 10% monocytes and 90% lymphocytes. However, the phagocytic activities of PMN and monocyterich fraction from PBMC were remarkably enhanced by culture supernatant from PBMC treated with CLA mixture, 10t-12c CLA and 9c-11t CLA but not 9c-11c CLA and 9t-11t CLA. The phagocytic activity of PBMC was not enhanced by culture supernatant from PBMC treated with all CLA isomers. These results indicated that CLA isomers such as CLA mixture, l0t -12c CLA and 9c-11t CLA have an enhancing effect on phagocytosis of PMN and monocytes, which may be mediated through active humoral substances produced by CLA-stimulated PBMC. This study suggested that CLA stimulates PBMC to elaborate soluble factor(s), which may be an important mechanism for the enhancement of phagocytosis in non-specific immunity.

Macrocyclic Isomers with S2O-Donor Set as Silver(I) Ionophores

  • Park, Sung-Bae;Yoon, Il;Seo, Joo-beom;Kim, Hyun-Jee;Kim, Jae-Sang;Lee, Shim-Sung
    • Bulletin of the Korean Chemical Society
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    • v.27 no.5
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    • pp.713-717
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    • 2006
  • $S_2O$-donor macrocyclic isomers incorporating a xylyl group in o- ($L^1$), m- ($L^2$) and p-positions ($L^3$) extract no metal ions except silver(I) from aqueous to chloroform phase. And the magnitudes of %Ex for silver(I) are in the order of $L^1$ > $L^2$ > $L^3$. Taking this result into account, $L^1$-$L^3$ were utilized as membrane active components to prepare potentiometric silver(I)-selective electrodes. The proposed macrocycles-based electrodes E1 ($L^1$), E2 ($L^2$) and E3 ($L^3$) exhibited comparable results which show considerable selectivity toward silver(I) over alkali, alkali earth and other transition metal ions. Comparative NMR study on $L^1$-$L^3$ and their complexes with silver(I) in solution was also accomplished. In addition, a unique sandwich-type complex $[Ag(L^1)_2]CIO_4$ was prepared from the assembly reaction of $L^1$ with $AgClO_4$ and structurally characterized by an X-ray diffraction analysis.