• Title/Summary/Keyword: chemical acids

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Protein Tyrosine Phosphatase 1B Inhibitors: Heterocyclic Carboxylic Acids

  • Cho, Sung-Yun;Ahn, Jin-Hee;Ha, Jae-Du;Kang, Seung-Kyu;Baek, Ji-Yoen;Han, Sang-Sub;Shin, Eun-Young;Kim, Sung-Soo;Kim, Kwang-Rok;Cheon, Hyae-Gyeong;Choi, Joong-Kwon
    • Bulletin of the Korean Chemical Society
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    • v.24 no.10
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    • pp.1455-1464
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    • 2003
  • Several series of compounds (benzoic acids, pyrazolecarboxylic acids, phenoxyacetic acids, and quinolinoxyacetic acids) were prepared and evaluated for their inhibitory activity against PTP-1B. Several compounds showed submicromolar inhibitory activity.

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.

Response Surface-Optimized Isolation of Essential Fatty Acids via Castor Oil Dehydration

  • Suratno, Lourentius;Imanuel, Anugerahwan;Brama, Andika;Adriana Anteng, Anggorowati;Ery Susiany, Retnoningtyas;Kiky Corneliasari, Sembiring;Wiyanti Fransisca, Simanullang
    • Journal of the Korean Chemical Society
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    • v.67 no.1
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    • pp.28-32
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    • 2023
  • The reaction conditions optimization, including the temperature of the reaction, amount of catalyst required, and reaction time for the linoleic acids (LAs) and conjugated linoleic acids (CLAs) production by catalytic dehydration of castor oil via saponification was investigated by response surface methodology (RSM). It was confirmed that all three parameters (temperature, time, and amount of catalyst) were influential factors in isolating LAs and CLAs. When the temperature was increased, the iodine value increased, and the reaction time and catalyst amount increased. The optimal reaction conditions were: 240 ℃, 2.2 h reaction time, and 7 wt% catalyst amount. The maximum iodine value reached 156.25 with 91.69% conversion to the essential fatty acids.

Convenient Procedure for the Reduction of Carboxylic Acids via Acyloxyborohydrides

  • Cho, Byung-Tae;Yoon, Nung-Min
    • Bulletin of the Korean Chemical Society
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    • v.3 no.4
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    • pp.149-152
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    • 1982
  • A new convenient method for the reduction of carboxylic acids to the corresponding alcohols via acyloxyborohydrides was explored. Acyloxyborohydrides, prepared from the reaction of various carboxylic acids and sodium borohydride, underwent reduction to the corresponding alcohols readily by the addition of dimethyl sulfate or Lewis acids, such as boron trifluoride etherate and triphenyl borate, presumably through acyloxyboranes. By utilizing this procedure, aliphatic and aromatic acids are rapidly and quantitatively reduced to the corresponding alcohols in terahydrofuran either at room temperature (or at $65^{\circ}$). This procedure provides selective reduction of carboxylic acids in the presence of halogen, nitro, and heterocyclic rings such as furan and thiophene.

Analysis of the Chemical Constituents of Agaricus brasiliensis

  • Cho, Soo-Muk;Jang, Kab-Yeul;Park, Hong-Ju;Park, Jeong-Sik
    • Mycobiology
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    • v.36 no.1
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    • pp.50-54
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    • 2008
  • This study examined the chemical composition of A. blasiliensis and the chemical structural properties of an immuno-stimulating polysaccharide. The amino acids, free sugars, and organic acids by HPLC and fatty acids by GC were analyzed. The immuno-stimulating substance from A. blasiliensis was extracted with hot water and purified by ethanol precipitation. It underwent ion exchange chromatography on DEAE-cellulose and gel filtration on Toyopearl HW 65F. Through GP-HPLC, the substance was found to be homogeneous. Its chemical structure was determined by $^{13}C-NMR$. Fatty acids, organic acids, and sugar alcohol composition consisted exclusively of linoleic acid, fumaric acid and mannitol, respectively. The amino acids were mainly glutamic acid, glycine, and arginine. By $^{13}C-NMR$ analysis, the immuno-stimulating substance was identified as ${\beta}-(1{\rightarrow}3)\;(1{\rightarrow}6)$-glucan, composed of a backbone with $(1{\rightarrow}3)$-linked D-glucopyranosyl residues branching a $(1{\rightarrow}6)$-linked D-glucopyranosyl residue. The ${\beta}$-glucan from A. blasiliensis showed pronounced immuno-stimulating activity on the antibody-production ability of B-lymphocytes by the hemolytic suspension assay. In these results, A. blasiliensis was estimated to have potent pharmacological properties and potential nutritional values.

Morphology of Metal Salt of Carboxylic Acid: Metal and Acid Dependency on Branched Round Cluster Images

  • Min Su Kang;Kwang-Jin Hwang
    • Journal of the Korean Chemical Society
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    • v.67 no.4
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    • pp.222-225
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    • 2023
  • Metallic salts of C10-18 aliphatic carboxylic acids were prepared and their scanning electron microscopic images were analyzed for the morphology dependency with the metal and the carboxylic acid. Regardless of metal ion, metal salts of dicarboxylic acids showed a high crystallinity with a fiber image (SuA-Na). The aromatic dicarboxylates also represented a morphology of a rectangular-rod or board shapes (IA-Li, IA-Ba). With Na ion, most aliphatic carboxylate (MA, PA, SA) showed a fiber-like crystallinity. However, other monovalent Li, K and multivalent Mg, especially Al ion resulted a glassy-amorphous in the metallic salts of acids (MA, PA, SA). With divalent Ba and Ca ions, the metal salt of aliphatic acids expressed a branched round cluster shape as in SA-Ca, SA-Ba. Both Li and Mg ions with a similar size showed a strong morphological similarity in the metallic salts of aliphatic acids MA, PA, SA. In the case of Na and Ca ions with a similar size (98, 106 pm), both ionic salts of stearic acid gave a branching effect for a fiber or round granular image. In the case of hydroxyl-aliphatic acids (HLA, HPA, HSA), the fiber images in HLA-Na and HSA-Na was appeared about 100 nm thicker than those of nonhydroxycarboxylates (LA-Na, SA-Na). The metallic salts of unsaturated C-18 carboxylic acids (OlA, LeA and LnA) showed an amorphous glassy image due to a kinked carbon chain.

t-Butyl Benzotriazol-1-yl Carbonate and Benzyl Benzotriazol-1-yl Carbonate. Now Reactive Amino Protective Reagents for t-Butoxycarbonylation and Benzyloxycarbonylation of Amines and Amino Acids

  • Kim, Sung-Gak;Chang, Heung
    • Bulletin of the Korean Chemical Society
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    • v.7 no.1
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    • pp.70-73
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    • 1986
  • New amino protective reagents, t-butyl benzotriazol-1-yl carbonate and benzyl benzotriazol-1-yl carbonate, for t-butoxycarbonylation and benzyloxycarbonylation of amines and amino acids have been developed. t-Butyl benzotriazol-1-yl carbonate reacts rapidly and cleanly with various amines and amino acids to afford N-Boc amines and N-Boc amino acids in high yields and benzyl benzotriazol-1-yl carbonate is also found to be very effective in the benzyloxycarbonylation of amino acids.

Interrelation of Retention Factor of Amino-Acids by QSPR and Linear Regression

  • Lee, Seung-Ki;Polyakova, Yulia;Row, Kyung-Ho
    • Bulletin of the Korean Chemical Society
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    • v.24 no.12
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    • pp.1757-1762
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    • 2003
  • The interrelation between retention factors of several L-amino acids and their physico-chemical and structural properties can be determined in chromatographic research. In this paper we describe a predictor for retention factors with various properties of the L-amino acids. Eighteen L-amino acids are included in this study, and retention factors are measured experimentally by RP-HPLC. Binding energy ($E_b$), hydrophobicity (log P), molecular refractivity (MR), polarizability (${\alpha}$), total energy ($E_t$), water solubility (log S), connectivity index (${\chi}$) of different orders and Wiener index (w) are theoretically calculated. Relationships between these properties and retention factors are established, and their predictive and interpretive ability are evaluated. The equation of the relationship between retention factors and various descriptors of L-amino acids is suggested as linear and multiple linear form, and the correlation coefficients estimated are relatively higher than 0.90.

Use of Correlation of 1H and 13C Chemical Shifts of N-Arylsuccinanilic Acids,N-Arylsuccinimides, N-Arylmaleanilic Acids, and N-Arylmaleimides with the Hammett Substituent Constants for the Studies of Electronic Effects

  • Lee, Hye-Sun;Yu, Ji-Sook;Lee, Chang-Kiu
    • Bulletin of the Korean Chemical Society
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    • v.30 no.10
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    • pp.2351-2354
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    • 2009
  • A series of N-arylsuccinanilic acids, N-arylsuccinimides, N-arylmaleanilic acids, and N-arylmaleimides was prepared and their NMR spectra were examined by correlating the $^1H\;and\;^{13}C$ chemical shift values with the corresponding Hammett $\sigma$ values. The carbonyl carbons of the amides show a normal correlation with $\sigma$ but those of the imides show an inverse correlation.