• 한국생물공학회:학술대회논문집
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• 2000.04a
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• pp.579-582
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• 2000

Enantiomerically pure hydroxycarboxylic acids have great potential as chiral building blocks in fine chemicals due to their easily modificable two functional groups. Microbial polyhydroxyalkanoates (PHAs) can have more than one hundred of hydroxycarboxylic acids as monomeric constituents by growing cells under various conditions. All of the monomeric constituents are enantiomerically pure in (R)-conformation if there is a chiral center. Therefore, efficient production of enantiomerically pure hydroxycarboxylic acids by degrading PHAs is possible. In this presentation, we report on the development of a novel method for the preparation of (R)-hydroxybutyric acid by in vivo depolymerization of Polyhydroxybutyrae.

• Mass Spectrometry Letters
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• v.11 no.4
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• pp.103-107
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• 2020

We report the application of 2,4,6-trichlorobenzoyl chloride (often referred to as Yamaguchi esterification reagent) for the selective derivatization of the carboxylic group for GC-MS with the sample preparation method optimized for GC-MS analysis. The reagent was shown to be capable of selectively turning the carboxylic group into a reaction center, i.e., anhydride, of which the further reaction was directed to a near complete formation of required esters by unique steric and electronic effects of the reagent. Using the developed method, the chiral separation of hydroxycarboxylic acids by GC-MS using non-chiral columns was successfully demonstrated.

• Bulletin of the Korean Chemical Society
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• v.10 no.3
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• pp.328-329
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• 1989

• Bulletin of the Korean Chemical Society
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• v.25 no.11
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• pp.1707-1710
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• 2004

• Bulletin of the Korean Chemical Society
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• v.29 no.11
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• pp.2135-2139
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• 2008

• 한국생물공학회:학술대회논문집
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• 2005.04a
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• pp.425-425
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• 2005

• Bulletin of the Korean Chemical Society
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• v.29 no.11
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• pp.2247-2251
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• 2008

• Bulletin of the Korean Chemical Society
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• v.1 no.3
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• pp.78-82
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• 1980

Solutions of $Cd^{2+}$, $Co^{2+}$ and $Ni^{2+}$ were mixed with the solutions of hydroxycarboxylic acids such as salicylic, lactic and mandelic acids in the presence of cation exchange resin at room temperature. The distribution ratios of the metal ions between resin and solution were measured, using radioactive metal ions as tracer. From the observed variation of the distribution ratios with the acid anion concentrations, it was concluded that $Cd^{2+}$, $Co^{2+}$ and $Ni^{2+}$ formed the one-to-one complexes with salicylate, lactate and mandelate ions in aqueous, 20 % ethanol-water and 20 % acetone-water solutions. The results of the present study indicated that the relative stabilities of the metal-acid complexes in solution increased in the order: $Cd^{2+}$ <$Co^{2+}$ <$Ni^{2+}$ complexes. Salicylate

• Bulletin of the Korean Chemical Society
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• v.1 no.3
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• pp.105-109
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• 1980

A general spectroscopic method is described for studies on the complex formation between metal ions and ligands, and is applied to $Cu^{2+}$ and $Ca^{2+}$binding to glycosaminoglycans. The order of binding constants for both ions is heparin >dermatan sulfate >chondroitin sulfate. The electrostatic forces are shown to be the predominant factor in the interaction. The 2- to 3-fold higher affinity for $Cu^{2+}$ than for $Ca^{2+}$ is obtained for heparin and dermatan sulfate, but little difference for chondroitin sulfate. These results are explained as chelation of both carboxyl and sulfate groups to $Cu^{2+}$ in former cases. The difference of binding constants among glycosaminoglycans is related to proposed various biological functions of the biopolymers.

• KSBB Journal
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• v.19 no.4
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• pp.327-330
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• 2004

An inducible expression system of poly[(R)-3-hydroxybutyrate] (PHB) depolymerization was established in metabolically engineered Escherichia coli with the PHB biosynthesis genes. The Ralstonia eutropha PHB depolymerase gene was cloned in a vector system containing the PHB biosynthesis genes and expressed under inducible promoter. Recombinant E. coli harboring the PHB biosynthesis genes and depolymerase gene was first cultured for the accumulation of PHB, and then the depolymerase was expressed resulting in the degradation of accumulated PHB into (R)-3-hydroxybutyric acid (R3HB). R3HB could be produced with the concentration of 7.6 g/L in flask culture. Two different PHB biosynthesis genes from Alcaligenes latus and R. eutropha were compared for the production of R3HB. This strategy can be used for the production of enantiomerically pure (R)-hydroxycarboxylic acids with high concentration.