• Title/Summary/Keyword: carboxylic moiety

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Sensitive and Mild Fluorogenic Reagents for Biogenic Carboxylic Acids in HPLC

  • Ushijima, Tamano;Saito, Mikihiko;Sasamoto, Kazumi;Ohkura, Yosuke;Ueno, Keiyu
    • Analytical Science and Technology
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    • v.8 no.4
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    • pp.545-551
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    • 1995
  • Five acid hydrazides as precolumn fluorescence derivatization reagents for carboxylic acids in HPLC, which have the benzofuran or benzothiazole moiety conjugated to a furan, thiophene or oxazoline ring, were synthesized and examined in view of reactivity, separability and sensitivity. Of these hydrazides, 2-(5-hydrazinocarbonyl-2-oxazolyl)-5,6-dimethoxybenzothiazole (BTOH) was most favorable. The detection limit of lauric acid as a model acid was 0.1 pmol per $10-{\mu}l$ injection volume at S/N=3, which was roughly equal to that of an analogous compound, 2-(5-hydrazinocarbonyl-2-furyl)-5,6-dimethoxybenzothiazole. The reagent allowed rapid assays of carboxylic acids ($C_{12:0}-C_{20:4}$) within 20 min with satisfactory scparability. The method was applied to the determination of fatty acids in human sera from healthy volunteers as well as from patients with diabetes or thyroid dysfunction.

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Synthesis of Adhesion Promoters with Improved Compatibility and Properties of UV-Curable Adhesives Containing Adhesion Promoters (상용성이 개선된 접착 증진제의 합성 및 이를 함유한 자외선 경화형 접착제의 특성분석)

  • Park, Jung-Hyun;Won, Jonh-Woo;Kim, Ju-Yeol;Yoon, Yoo-Jung;Kwon, Oh-Hyeong;Hwang, Jin-Sang
    • Journal of Adhesion and Interface
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    • v.19 no.4
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    • pp.145-153
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    • 2018
  • In this study, adhesion promoters with acrylate and carboxylic acid moiety were synthesized from malenized polybutadiene and 2-hydroxyethyl acrylate for producing adhesive film with low water absorption and high adhesion. The surface properties, adhesion strength, mechanical properties and water absorption of adhesive films were characterized according to the amount of acrylate and carboxylic acid in the synthesized adhesion promoters. As the carboxylic acid in the adhesion promoters increased, the adhesion strength showed a tendency to increase and the mechanical properties also improved compared to the commercial adhesion promoter. The compatibility of adhesion promoters improved remarkably due to the presence of polybutadiene (hydrophobic nature), maleic anhydride (hydrophilic nature) and carboxylic acid (hydrophilic nature).

Studies on Synthesis and Antimicrobial Activity of New ${\beta}-Lactam$ Antibiotics (새로운 베타락탐계 항생물질 합성과 항균활성)

  • Ko, Ok-Hyun;Hong, Sun-Soon;Ha, Jae-Chun;Kim, Young-Soo
    • YAKHAK HOEJI
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    • v.38 no.3
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    • pp.322-331
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    • 1994
  • For the development new cephalosporin antibiotics with aminothiazolmethoxyimino moiety in the C-7 position and triazolthiomethyl moiety in the C-3 position of cephem ring, $7{\beta}$-[(z)-2-(2-aminothiasol-4-yl)-2-(methoxyimino)acetamido]-3-[5-(aryl or het.)-4-phenyl-4H-1,2,4-triazol-3-yl]thiomethyl-3-cephem-4-carboxylic acids were synthesized. These compounds were tested for antimicrobial activitiy in vitro against ten species of microorganisms. It showed remarkable antibacterial activity against Bacillus subtilis ATCC 6633, Micrococcus luteus ATCC 9341 and Escherichia coli ESS. The antibacterial activity of most new compounds showed more active than cefazoline, but these compounds were lower active than cefotaxime against Pseudomonas aeruginosa IFO 13130.

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A Sensitive Fluorescent Detection Method for Prostaglandins by High Performance Liquid Chromatography (고속액체크로마토그라피에 의한 프로스타글란딘류의 고감도 형광 분석법)

  • Lee, Yong-Moon;Moon, Dong-Cheul
    • YAKHAK HOEJI
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    • v.36 no.5
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    • pp.506-511
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    • 1992
  • The Prostaglandins were derivatized rapidly with monodansyl cadaverine as a fluorophore in mild conditions. The carboxylic moiety of prostaglandins was activated with diethyl phosphorocyanidate and successively coupled with fluorophore in dimethylformamide at room temperature. The labeling yield was reached about 95% at 15 min using arachidic acid $(C_{20:0})$ as a test sample. This derivative showed constant fluorescent intensity at $4^{\circ}C$ for 180 days. The derivatives of prostaglandins were shown high solvent selectivity with tetrahydrofuran in reversed-phase column. therefore, these derivatives could be successfully separated on YMC pack A-212(S-5 120A C8) column in tetrahydrofuran-based eluents. The detection limits of these derivatives was ca. 500 fmol and determination limits was ca. 5 pmol as injected amount in fluorescent detection $({\lambda}ex.\;340\;nm,\;{\lambda}em.\;520\;nm)$. In this method, the ranges of recovery and coefficient of variation were $93.6{\sim}102.7%$ and $4.3{\sim}5.8%$, respectively.

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Synthesis and Characterization of New Positive Photosensitive Polyimide Having Photocleavable 4,5-Dimethoxy-2-nitrobenzyl (DMNB) Groups (감광성 DMNB 기를 함유한 새로운 포지형 감광성 폴리이미드의 합성 및 물성)

  • 최옥자;류윤미;정민국;이명훈
    • Polymer(Korea)
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    • v.26 no.6
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    • pp.701-709
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    • 2002
  • To synthesize a new positive photosensitive polyimide precursor, parts of carboxylic acid groups in poly (amic acid) were esterified with 4,5-dimethoxy-2-nitrobenzyl bromide in the presence of K$_2$CO$_3$/HMPA followed by the chemical imidization of residual carboxylic acid units. The chemical structure of resulting polymer was characterized by $^1$H-NMR, UV/vis and FT-IR spectroscopic methods, and its thermal properties were examined by DSC and TGA. Upon UV irradiation, 4,5-dimethoxy-2-nitrobenzyl moiety underwent the photodegradation. As a result, the polymer became soluble in alkaline developer due to the formation of carboxylic acid moiety, which was used to make a micron-sized positive pattern. Sensitivity curves were obtained from the gel fraction experiments with respect to the various 4,5-dimethoxy-2-nitrobenzyl ester contents. From those curves, the sensitivity was ranged iron 4000 to 6000 mJ/㎠, and the contrast was measured to be from 3.1 to 4.9.

Studies on the Synthesis of New Medicinal Agent (Ⅲ) : Studies on the Synthesis and Antibacterial Activites of New Cephalosporin Derivatives (새로운 의약품의 합성에 관한 연구 (Ⅲ) : 새로운 세파로스포린 항생물질의 합성과 그의 생물활성에 관한 연구)

  • Choe, Won Sik;Choe, So Yeong
    • Journal of the Korean Chemical Society
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    • v.38 no.8
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    • pp.603-607
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    • 1994
  • New cephalosporin antibiotics,7-[(3,4-dihydro-6-methoxycarbonyl-2,2-dimethyl-2H-1,4-thiazin-3-yl)acetamido]-3-[(substituted pyrimidin-2-yl)thiomethyl]-3-cephem-4-carboxylic acid derivatives(2a∼2d) were synthesized. These new cephalosporin derivatives were prepared by the introduction of pyridinylthiomethyl moiety in 3-position and thiazine group in 7-position of 7-ACA. Antibacterial activities of these compounds were examined and the relationship between structure and activities were studied. As the result, these compounds showed low antibacterial activities compared to cefotaxim used as control.

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Syntheses and Antibacterial Activities of New Quinolones Containing cis- or trans-3-Amino-4-methylthiomethylpyrrolidino Moiety (시스 또는 트란스-3-아미노-4-메틸티오메틸피롤리디닐기를 포함하는 퀴놀론 항균물질의 합성과 효능검색)

  • Lee, Jae-Wook;Lim, Gui-Taek
    • Journal of Life Science
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    • v.13 no.6
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    • pp.943-949
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    • 2003
  • New quinolone derivatives of 7-(cis- or trans-3-amino-4-mehtylthiomethylpyrrolidinyl) quinolone-3-carboxylic acids were synthesized by condensation of 7-halo substituted quinolone-3-carboxylic acids with cis- or trans-3-amino-4-mehtylthiomethylpyrrolidine. Some of these compounds showed broad spectra of antibacterial activities against Gram-positive and Gram-negative organisms except Pseudomonas aeruginosa, and exhibited much stronger activity against MRSA.

Synthesis and Lubrication Properties of Semi-Fluorinated Polyol Esters (불소계 폴리올에스테르의 합성과 윤활 특성)

  • 백진욱;정근우;김영운
    • Proceedings of the Korean Society of Tribologists and Lubrication Engineers Conference
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    • 2001.06a
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    • pp.149-155
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    • 2001
  • New semi-fluorinated polyol esters were synthesized by condensation reaction of polyols (NPG and TMP) and carboxylic acids such as 2-ethylhexanoic acid, stearic acid and perfluorooctanoic acid. The structures of polyol esters were confirmed by FT-IR and H-NMR etc. And, the fluorinated polyol esters were insoluble in several oils, however, the semi-fluorinated polyol esters were soluble in several oils depended on the structure of polyol esters. The physical properties such as 4-ball wear property and extreme-pressure (EP) properties were characterized by measuring wear scar diameter through ASTM D2266 and by determining the load-carrying through ASTM D2783 method, respectively. As the results, wear scar diameters of oils in which the semi-fluorinated polyol esters were added were not changed compared to those of not added oils. While extreme-pressure properties remarkably Increased with fluorine contents of the esters depended on the structure of acid moiety and polyol moiety. Also, the extreme-pressure property of semi-fluorinated NPG polyol ester in gasoline engine oil was better than that of commercial Teflon coating additive.

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Tyrosinase inhibitory effect of gentisic acid derivatives

  • Lee, Yeon-Jung;Yoon, Sung-Il;Kim, Jung-Sun;Lee, Chi-Ho;Kim, Dae-Duk
    • Proceedings of the PSK Conference
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    • 2003.04a
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    • pp.294.2-295
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    • 2003
  • Gentisic acid, a skin-whitening agent, is known to possess tyrosinase inhibition activity. In order to develop an effective skin-whitening agent, hydroquinone derivatives in which the carboxylic acid moiety of gentisic acid was replaced with various functional groups, were selected and evaluated for their ability to inhibit tyrosinase activity as well as to inhibit melanin release. (omitted)

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Synthesis of Nonclassical Quinazolinone Antifolates as Thymidylate Synthase Inhibitors and Their Antitumor Activity In Vitro

  • Baek, Du-Jong;Kang, Tae-Beom;Kim, Hyun-Ju
    • Bulletin of the Korean Chemical Society
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    • v.25 no.12
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    • pp.1898-1906
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    • 2004
  • Nonclassical quinazolinone analogs I, II, and III, in which the glutamic acid moiety of the classical antifolates is substituted by phenylglycine, phenylalanine or aminobenzoic acid and their methyl esters, were synthesized and evaluated as lipophilic inhibitors of thymidylate synthase (TS). The target compounds were generally potent inhibitors of L. casei and human TS with $IC_{50}$ values within the narrow range of 0.2-10 ${\mu}$M and 0.003-0.03 ${\mu}$M, respectively. Further, most of the target compounds showed cytotoxicity against tumor cell lines of murine and human origin with $IC_{50}$ values of as low as 0.050 ${\mu}$M. Substitution of another hydroxyl or carboxylic acid/ester group at the phenyl ring further increased the potency of TS inhibition and cell growth inhibition. Most effective were compounds If and Ic in which extra carboxylic acid/ester was present at the phenyl ring with nanomolar $IC_{50}$ values of 0.0044 and 0.0093 ${\mu}$M against human TS and submicromolar cytotoxic growth inhibition against all four tumor cell lines.