• Title/Summary/Keyword: Ester carbonyl group

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Selective Reduction of Keto Esters with Zinc Borohydride (수소화붕소 아연에 의한 케토에스데르의 선택환원)

  • Nung Min Yoon;Jahyo Kang
    • Journal of the Korean Chemical Society
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    • v.19 no.5
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    • pp.360-366
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    • 1975
  • Selective reduction of carbonyl group with zinc borohydride in the presence of ester functional group was demonstrated with seven representative keto esters. Either hydroxy esters or lactones were obtained in good yields; ethyl 6-hydroxyheptanoate ($83.0{\%}$), ethyl 2,6-dimethyl-4-hydroxy-2-cyclohexenecarboxylate ($82.3{\%}$), ethyl p-(${\alpha}$-hydroxyethyl)-phenylacetate ($78.9 {\%}$), 4-phenylbutyrolactone ($70.2{\%}$), and 3-phenylphthalide ($92.4{\%}$) were obtained from the corresponding keto esters.

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Studies on Glycolipids in Bacteria -Part I Occurrence of Glycolipids in Various Bacteria- (세균(細菌)의 당지질(糖脂質)에 관(關)한 연구(硏究) -제1보(第一報) 세균(細菌)에 있어서의 당지질(糖脂質)의 분포(分布)-)

  • Kim, Kyo-Chang
    • Applied Biological Chemistry
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    • v.17 no.2
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    • pp.117-124
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    • 1974
  • The 23 representative bacteria were studied for the glucosamine contents which represent the glycolipid content of the cell wall. The distribution of glycolipid in various bacteria was examined and the relationship between the glycolipid contents and the Gram stain was elucidated. The results were as follows: 1. The contents of glucosamine in the glycolipid of Gram negative and variable bacterial cell wall were large ranging from the least 0.04 ${\mu}g$ of Proteus vulgaris to the largest 2.48 ${\mu}g$ of Aerobacter aerogenes. The Gram positive bacteria and only those Gram positive among Bacilli contained less than 0.02 ${\mu}g$ of glucosamine contents. The least glucosamine containing Gram positive bacteria were Corynebacterium sepedonicum and Staphylococcus aureus. It could generally be said that the Gram negative and variable bacteria contain the higher content of glucosamine in the cell wall than the positives. 2. The bacteria were better stained by the Gram solution after the extraction of glycolipid from the cell wall than those without extraction. 3. The four infrared spectra of glycolipids obtained from Aerobacter aerogenes, Bacillus circulans, Pseudomonas fluorescens, and Salmonella typhirurium showed all the similar characteristics. All showed the existence of groups; OH, C-O, C-O-C, $CH_2+CH_3$, amide band, fatty acid ester band and ester carbonyl bond.

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Chitosan and N-acetylchitosan film from Squid Pen and Their Characteristics (오징어 연골을 이용한 Chitosan 및 N-acetylchitosan film의 제조 및 특성)

  • CHOI Hyeon-Mee;LEE Keun-Tai
    • Korean Journal of Fisheries and Aquatic Sciences
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    • v.33 no.4
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    • pp.356-360
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    • 2000
  • In order to utilize the processing wastes of squid, chitosan was prepared by intermittent deacetylation treatment of ${\beta}-chitin$ richly contained in the pen of squid, and then their characteristics of chitosan and N-acetylchitosan film were studied. The acetylation time of N-acetylchitosan film-1 (N-ACE-1) manufactured from chitosan solution by treating with acetic anhydride was about 12 hrs. In SEM photomicrographs, the surface of chitosan film was regularly arranged netlike, and that of N-acetylchitosan film-2 (N-ACE-2) was rough like snowflake and larger than chitosan film. The chitosan film (thickness 0.02 mm, time 60 min) had the highest tensile strength ($1,240 kg/cm^2$) and elongation ($58.25{\%}$), N-ACP-1 (thickness 0.02 mm, time 60 min) had the highest water permeability ($539 g/m^2{\cdot}24 hrs$), oxygen permeability ($20,000 cm^3/m^2{\cdot}24 hrs{\cdot}atm$) and water uptake ($350{\%}$) among the tested films.

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Synthesis of Carbonate Derivatives and Derived Cetane Number for the Use of Diesel Additives (경유 첨가제로 쓰일 수 있는 카보네이트 유도체의 합성과 세탄가 향상도)

  • Cho, Chang-Yong;Chung, Keun-Woo;Kim, Young-Wun;Kim, Yeong-Joon
    • Journal of the Korean Chemical Society
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    • v.54 no.2
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    • pp.234-239
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    • 2010
  • Carbonate derivatives were synthesized for the use of diesel additives and the derived cetane numbers of the derivatives were measured. Some carbonate ester derivatives were synthesized from 1,2-glycerol carbonate and long alkyl chain fatty acids. To improve the solubility, we introduced unsaturated groups into aliphatic carbons and alkyl group into ${\alpha}$-carbon to the carbonyl group. The derived cetane numbers obtained from ASTM method were increased up to 1.0, which means some carbonate derivatives could be potential diesel additives.

FT-NMR as an analytical tool for identification of inert materials in crop protection products (농약제품분석의 정성분석도구로서 FT-NMR)

  • Choi, Dal-Soon;Kyung, Suk-Hun;Hong, Su-Myeong;Jin, Yong-Duk;Lee, Hea-Keun;Kim, Jin-Hwa;Ryu, Gab-Hee
    • The Korean Journal of Pesticide Science
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    • v.8 no.2
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    • pp.88-94
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    • 2004
  • In order to evaluate NMR spectrometer as the analytical tool for identification of individual adjuvant in crop protection products, the standard sample of individual adjuvant was analyzed by NMR spectrometer and then the formulation of crop protection products was also analyzed. Almost polymer system of surfactant was a co-polymer and there was an excess of ethylene. The most intense signal comes from long polyethylene blocks, 70.5 ppm. The carbonyl groups of ester group resonate at 173.5 ppm. Analytical sample was prepared in NMR tube without extraction, cleanup, concentration, or chromatographic separation. Identification of individual adjuvant in crop protection products was conducted by comparison of sample and reference spectra. NMR spectrometer was useful to analyze adjuvant in crop protection products without preparation process.

Total Utilization of Woody Biomass by Steam Explosion (III) - The Preparation of Acetate from Pine and Oak Exploded Wood - (폭쇄법을 이용한 목질계 바이오매스의 종합적 이용 (III) - 소나무와 신갈나무 폭쇄재로부터 셀룰로오스 아세테이트의 제조 -)

  • Lee, Jong-Yoon;Chang, Jun-Pok;Yang, Jae-Kyung
    • Journal of the Korean Wood Science and Technology
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    • v.23 no.2
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    • pp.26-31
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    • 1995
  • Acetylcellulose(AC) was prepared with steam exploded wood(EXW) and EXW after delignification with sodium chlorite, pine (Pinus densiflora) and oak (Quercus mongolica) woods. The color of acetylated pine and oak exploded wood was brown, degree of substitution(D.S) of pine was 1.47~2.09, and this of oak was 1.49~2.29. The hemicellulose content of acetylated pine and oak exploded wood was 0~3.4% and 1.49~11.3%, individually. The degree of substitution of acetylated wood prepared from delignified EXW in the pine and oak wood was 0.50~0.71 and 0.70~0.88, individually. Hemicellulose content of acetylated EXW with sodium chlorite after delignification in the pine and oak wood was less than 1% and 0.6~2.5%. The color of acetylated wood after delignification was white. IR-spectra of acetylated pine and oak EXW after delignification were found that peaks at around 1740$cm^{-1}$ and 1200$cm^{-1}$ increase markedly, due to ester carbonyl group.

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Grafting of Glycidyl Methacrylate upon Coralline Hydroxyapatite in Conjugation with Demineralized Bone Matrix Using Redox Initiating System

  • Murugan, R.;Rao, K.Panduranga
    • Macromolecular Research
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    • v.11 no.1
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    • pp.14-18
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    • 2003
  • Grafting of glycidyl methacrylate (GMA) upon coralline hydroxyapatite in conjugation with demineralized bone matrix (CHA-DBM) using equal molar ratio of potassium persulfate/sodium metabisulfite redox initiating system was investigated in aqueous medium. The optimum reaction condition was standardized by varying the concentrations of backbone, monomer, initiator, temperature and time. The results obtained imply that the percent grafting was found to increase initially and then decrease in most of the cases. The optimum temperature and time were found to be 50 $^{\circ}C$ and 180 min, respectively, to obtain higher grafting yield. Fourier transform infrared (FT-IR) spectroscopy and X-ray powder diffraction (XRD) method were employed for the proof of grafting. The FT-IR spectrum of grafted CHA-DBM showed epoxy groups at 905 and 853 $cm^{-1}$ / and ester carbonyl group at 1731 $cm^{-1}$ / of poly(glycidyl methacrylate) (PGMA) in addition to the characteristic absorptions of CHA-DBM, which provides evidence of the grafting. The XRD results clearly indicated that the crystallographic structure of the grafted CHA-DBM has not changed due to the grafting reaction. Further, no phase transformation was detected by the XRD analysis, which suggests that the PGMA is grafted only on the surface of CHA-DBM backbone. The grafted CHA-DBM will have better functionality because of their surface modification and hence they may be more useful in coupling of therapeutic agents through epoxy groups apart from being used as osteogenic material.

Anti-complement Activity of Triterpenoids from the Whole Plant of Patrinia saniculaefolia

  • An, Ren-Bo;Na, Min-Kyun;Min, Byung-Sun;Lee, Hyeong-Kyu;Bae, Ki-Hwan
    • Natural Product Sciences
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    • v.14 no.4
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    • pp.249-253
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    • 2008
  • Two oleanane-type triterpenes (1, 2) and their glycosides (4-6), and one ursane-type triterpene (3) have been isolated from a methanolic extract of Patrinia saniculaefolia Hemsley (Valerianaceae) through repeated silica gel and reversed-phase C-18 column chromatography. Their chemical structures were determined as oleanolic acid (1), oleanonic acid (2), 23-hydroxyursolic acid (3), 3-O-${\alpha}$-L-arabinopyranosyl-oleanolic acid (4), 3-O-${\beta}$-D-glucopyranosyl-oleanolic acid (5), and oleanolic acid 3-O-[${\alpha}$-D-xylopyranosyl-($1{\rightarrow}3$)-${\beta}$-D-glucuronopyranoside-6-O-butyl-ester] (6) on the basis of their MS, $^1H$-, and $^{13}C$-NMR spectral data. All compounds were isolated from the whole plant of the P. saniculaefolia for the first time. These compounds were examined for their anti-complement activity against the classical pathway of the complement system. Among them, compounds 1 - 3 exhibited anti-complement activity with $IC_{50}$ values of 470.1, 212.2, and 121.0 ${\mu}M$, respectively, whereas compounds 4 - 6 were inactive. These results suggest that the carbonyl or hydroxy group at C-3 in the oleananeand/or ursane-triterpenes are important for the anti-complement activity against the classical pathway.

Electrospray ionization tandem mass fragmentation pattern of camostat and its degradation product, 4-(4-guanidinobenzoyloxy)phenylacetic acid (Camostat 및 분해산물 4-(4-guanidinobenzoyloxy)phenylacetic acid의 전자분무 이온화 텐덤 질량 fragmentation 패턴)

  • Kwon, Soon-Ho;Shin, Hye-Jin;Park, Ji-Myeong;Lee, Kyoung-Ryul;Kim, Young-Jin;Lee, Sang-Hoo
    • Analytical Science and Technology
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    • v.24 no.2
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    • pp.78-84
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    • 2011
  • The fragmentation patterns of a serine protease inhibitor, camostat, and its degradation product, 4-(4-guanidinobenzoyloxy)phenylacetic acid (GBPA), were for the first time investigated by a triple quadrupole tandem mass spectrometry equipped with an electrospray source (ESI-MS/MS) in positive and/or negative ion mode under collision-induced dissociation (CID). The positive CID spectrum of camostat showed distinctly that the single bond (C-O) cleavage between carbonyl group and oxygen atom of the ester bonds of the compound favorably occurred and then the loss of N,N-dimethylcarbamoylmethyl group was more susceptible than that of guanidine moiety. In the positive ion CID spectrum of GBPA, the initial cleavage between the carbonyl group and oxygen atom of 4-guanidinobenzoyloxy group also occurred, yielding the most abundant fragment ion at m/z 145. On the other hand, the negative CID spectrum of GBPA characteristically showed the occurrence of the most abundant peak at m/z 226 resulting from the sequential neutral losses of $CO_2$ and HN=C=NH from the parent ion at m/z 312.

A Study on Structure Aanalysis and Synthesis of Polyester Polyol & Polyurethane (폴리에스터 폴리올과 폴리우레탄의 합성과 구조분석에 대한 연구)

  • Jin, Kyung Ho;Cho, Ur Ryong
    • Elastomers and Composites
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    • v.49 no.1
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    • pp.31-36
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    • 2014
  • Polyester polyols were synthesized by using each one mole of sebacic acid, isophthalic acid, ethylene glycol, and neopentyl glycol. The synthesized polyol had 56.6 mg KOH/g of hydroxy value and 1980 g/mole of molecular weight. From FT-IR structure analysis of polyester polyol, Hydroxy group(-OH) was observed around 3600 $cm^{-1}$, -CH shoulder of sebacic acid at 2950 $cm^{-1}$, carbony group of ester around 1730 $cm^{-1}$, and benzene ring of isophthalic ring was represented at 1600 $cm^{-1}$, 740 $cm^{-1}$. In case of polyurethane, hydroxy peak was showed at 3600 $cm^{-1}$, and -NH group around 3300 $cm^{-1}$, 1530 $cm^{-1}$. From $^1H$ NMR measurement of polyester polyol, it was found that sebacic acid was represented at 1.3, 1.5, 2.1 ppm, isophthalic acid at 7.3, 8.1, 8.7 ppm, ethylene glycol at 4.2 ppm, and neopentyl glycol at 0.8, 3.2, 3.9 ppm, respectively. In the polyurethane, it is almost the same as spectrum of polyester polyol, but showed very week peak at 7 ppm by benzene ring of toluene diisocyanate.