• Title/Summary/Keyword: Hydroxy Esters

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Isolation of an Aromatic Polyhydroxyalkanoates-degrading Bacterium

  • JU, HE-SUG;JUNGHO KIM;HOON KIM
    • Journal of Microbiology and Biotechnology
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    • v.8 no.5
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    • pp.540-542
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    • 1998
  • Five microorganisms capable of degrading an aromatic medium-chain-length polyhydroxyalkanoate ($PHA_{MCL}$), poly(3-hydroxy-5-phenylvalerate) (PHPV), were isolated from wastewater-treatment sludge. Among the isolates, JS02 showed degrading activity consistantly during several transfers. The isolate JS02 could hydrolyze another aromatic MCL copolyester, poly(3-hydroxy-5-phenoxyvalerate-co-3-hydroxy-7-phenoxyheptanoate), [P(5POHV-co-7POHH)], and other short-chain-length PHAs ($PHA_{SCL}) such as poly(3-hydroxybutyrate) [P3(HB)], poly(3-hydroxybutyrate-co-4-hydroxybutyrate) [P(3 HB-co-4 HB)], and poly(3-hydroxybutyrate-co-3-hydroxyvalerate) [P(3HB-co-3HV)] with relatively low activity. The culture supernatant of JS02 showed hydrolyzing activity for the p-nitrophenyl esters of fatty acids.

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Synthesis of α-Ketobutyrolactones and γ-Hydroxy-α-Keto Acids

  • Kang, Han-Young;Ji, Yu-Mi;Yu, Yeon-Kwon;Yu, Ji-Yeon;Lee, Young-Hoon;Lee, Sang-Joon
    • Bulletin of the Korean Chemical Society
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    • v.24 no.12
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    • pp.1819-1826
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    • 2003
  • In connection with the studies for developing new enzymes that could be useful in organic synthesis, practical preparation of racemic and enantiopure forms of ${\gamma}$-hydroxy-${\alpha}$-keto acids has been successfully achieved. For racemic form of ${\gamma}$-hydroxy-${\alpha}$-keto acids, indium-mediated allylation of aldehydes with 2-(bromomethyl)acrylic acid has been employed as a key step. Oxidative cleavage of the thus formed 2-methylenebutyrolactones provided the desired ${\alpha}$-ketobutyrolactones. Enzymatic resolution of the ${\gamma}$-hydroxy-${\alpha}$-methylene esters provided the desired${\gamma}$-hydroxy-${\alpha}$-methylene acids which were successfully converted to ${\gamma}$-hydroxy-${\alpha}$-ketobutyrolactones in optically pure forms.

The radical bromination reaction of ethylenecarbonate

  • Moon, Do-Won
    • Archives of Pharmacal Research
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    • v.6 no.1
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    • pp.1-6
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    • 1983
  • The reaction of ethylenecarbonate (I) with bromine was carried out in the presence of benzolperoxide as radical initiator. The following several different esters being ring opened were obtained; bromoacetyl-bromoformate, (1-hyroxy, 1, 2-dibromo)-ethyl bromoformate, (1-hydroxy, 1, 2, 2'-tribromo)diethylacarbonate, 2-bromoethyl-tribromoacetate, (1-acetoxy, 1'-bromomethyl)-bromomalo nate, 2-bromoethyl-bromoacetoxy-tribromoacetate.

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Introduction of Heterocycles at the 2-Position of Indoline as Ester Bioisosteres

  • Lee, Sung-Kyung;Yi, Kyu-Yang;Yoo, Sung-Eun
    • Bulletin of the Korean Chemical Society
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    • v.25 no.2
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    • pp.207-212
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    • 2004
  • In this study, we attempted to prepare compounds with heterocyclic replacements for metabolically unstable esters of benzopyranyl indole-2-carboxylic esters, which showed good in vitro and in vivo cardioprotective efficacies possibly through the opening of mitochondrial ATP-sensitive potassium channel ($K_{ATP}$). Initially, we tried to construct indolin-2-yl-heterocycles using unprotected indoline-2-carboxylic acid, but the cyclization was proceeded with oxidation of the indoline ring to the indole, which didn't react with benzopyranyl epoxide. Thus we introduced N-Boc group to deplete the electron density of the indoline ring. We successfully prepared various indolin-2-yl-heterocycles by the cyclization of the building blocks including carboxamide, ${\beta}$-hydroxy amide, hydrazide, nitrile starting from N-Boc-indoline-2-carboxylic acid.

Selective Reduction of Carbonyl Group with Borohydride Exchang Resin (BER)-LiCl System

  • Gyoung, Young-Soo;Yoon, Nung-Min;Jeon, Dae-Hoon
    • Bulletin of the Korean Chemical Society
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    • v.8 no.3
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    • pp.162-165
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    • 1987
  • The reduction rate of borohydride exchange resin (BER) was greatly enhanced in the presence of lithium salts. Thus 2-heptanone was reduced completely with BER-LiCl in 1 h at room temperature. However, no reduction was observed with BER alone under the same conditions. With this system, organic compounds containing various fuctional groups were examined in ethanol at room temperature. This study revealed that BER-LiCl system exhibits an excellent chemoselectivity for carbonyl group in the presence of other functional groups. Keto esters and epoxy ketones were reduced with BER-LiCl to give the corresponding hydroxy esters and epoxy alcohols with excellent yields. Selective reductions of carbonyl groups were also possible in the presence of other organic compounds containing functional groups such as 1-idooctane, 1-bromooctane, caproamide, hexanenitrile, nitrobenzene, n-butyl disulfide, dimethyl sulfoxide and 1-dodecene.

Study on Ingredient Of Organic Acid Ester in Angelicae Gigantis Radix (당귀중(當歸中) 유기산(有機酸) Ester성분(成分)에 관(關)한 연구(硏究))

  • Huh, Jae-Doo;Kim, Yong-Ju
    • Journal of Pharmaceutical Investigation
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    • v.14 no.2
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    • pp.70-75
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    • 1984
  • The contents of organic acid esters in Angelicae gigantis radix were studied using GC-MS. The results revealed that the concentration of propyl p-hydroxy benzoate was 3.0ppm in the head part, 10.5ppm in the main body and 3. 5ppm in the lateral part.

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The Darkening Effect of Phytosterylferulate on the Rice Bran Oil (Phytosterylferulate가 米糠油 暗色化에 미치는 影響에 關한 硏究)

  • Jum Sik Kim
    • Journal of the Korean Chemical Society
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    • v.13 no.4
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    • pp.325-332
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    • 1969
  • An attempt has been made to investigate the nature of the characteristic darkening reaction occurring in the rice bran oil during the storage. Several pigments were separated by using column and thin layer chromatography of the pigments was made in the light of the knowledge of absorption spectral behavior. The presence of trace amount of iron and phytosteryl esters of ferulic acid (3-methoxy-4-hydroxy-cinnamic acid) was found to be responsible for the development of the characteristic color in rice bran oil. The model reactions with the ferulate, iron and fatty acids could be suggested the mechanism.

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Volatile Compounds and Sensory Odor Properties of Commercial Vinegars (식초의 휘발성 성분 및 관능적 특성)

  • Yoon, Hee-Nam;Moon, Soo-Yeun;Song, Sang-Hoon
    • Korean Journal of Food Science and Technology
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    • v.30 no.2
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    • pp.299-305
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    • 1998
  • It was investigated to identify the volatile compounds of commercial vinegars by dynamic headspace sampling GLC-mass spectrometry, and additionally to evaluate the difference of sensory odor properties among vinegars such as brewed, cider, brown rice and persimmon vinegars. Thirty compounds were identified in four kinds of vinegar, which were composed of 9 carbonyl compounds, 12 esters, 6 alcohols and 3 acids. 3-Hydroxy-2-butanone could be merely detected in some of vinegar samples, and persimmon vinegar was characterized to include more various alcoholic compounds compared to the other kinds of vinegar. 3-Methyl-1-butanol was not detected from any samples of brewed vinegar, but from the most of cider, brown rice and persimmon vinegars. Persimmon vinegar has shown high strength of background odor intensity, and consequently was appeared to be inferior in background (p<0.05) and overall(p<0.01) odor preference scores to cider, brewed and brown rice vinegars.

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