• Title/Summary/Keyword: carboxyl group

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The Crystal Structure of Tolfenamic Acid $(C_{14}H_{12}ClNO_2)$, an Antiinflammatory Fenamate

  • Kim, Yang-Bae;Chung, Uoo-Tae;Park, Il-Yeong
    • Archives of Pharmacal Research
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    • v.19 no.2
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    • pp.160-162
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    • 1996
  • The structural analysis of tolfenamic acid, 2-[(3-chloro-2-methylphenyl)-amino]benzoic acid, was performed by single crystal X-ray diffraction technique. The compound was recrystallized from a mixture of ether and toluene in triclinic, space group $P2_1/c, \;with\; \partial=3.914(1), \; b=22.\; 020(2), \; c=14.271(1)\;{\AA}, \beta.=94.68(1)^{\circ}, $ and Z=4. The calculated density is $1.418 g/cm^3$. The structure was solved by the direct method and refined by full matrix least-squares procedure to the final R value of 0.039 for 1773 independent reflections. In the molecule, carboxyl group at the anthranilic acid is coplanar to the phenyl ring. The dihedral angle between the two aromatic rings of the molecule is $44.2^{\circ}$ The molecules are dirnerized through the intermolecular hydrogen bonds at the carboxyl group in the crystal.

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Biotinoyl Domain of Human Acetyl-CoA Carboxylase;Structural Insights into the Carboxyl Transfer Mechanism

  • Lee, Chung-Kyung;Cheong, Hae-Kap;Ryu, Kyoung-Seok;Lee, Jae-Il;Jeon, Young-Ho;Cheong, Chae-Joon
    • Journal of the Korean Magnetic Resonance Society
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    • v.12 no.1
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    • pp.1-13
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    • 2008
  • Acetyl-CoA carboxylase (ACC) catalyzes the first step in fatty acid biosynthesis: the synthesis of malonyl-CoA from acetyl-CoA. As essential regulators of fatty acid biosynthesis and metabolism, ACCs are regarded as therapeutic targets for the treatment of metabolic diseases such as obesity, In ACC, the biotinoyl domain performs a critical function by transferring an activated carboxyl group from the biotin carboxylase domain to the carboxyl transferase domain, followed by carboxyl transfer to malonyl-CoA. Despite the intensive research on this enzyme, only the bacterial and yeast ACC structures are currently available, To explore the mechanism of ACC holoenzyme function, we determined the structure of the biotinoyl domain of human ACC2 and analyze its characteristics using NMR spectroscopy. The 3D structure of the hACC2 biotinoyl domain has a similar folding topology to the previously determined domains from E. coli and P. Shermanii, however, the 'thumb' structure is absent in the hACC2 biotinoyl domain. Observations of the NMR signals upon the biotinylation indicate that the biotin group of hACC2 does not affect the structure of the biotinoyl domain, while the biotin group for E. coli ACC interacts directly with the thumb residues that are not present in the hACC2 structure. These results imply that, in the E. coli ACC reaction, the biotin moiety carrying the carboxyl group from BC to CT can pause at the thumb of the BCCP domain. The human biotinoyl domain, however, lacks the thumb structure and does not have additional non-covalent interactions with the biotin moiety; thus, the flexible motion of the biotinylated lysine residue must underlie the "swinging arm" motion. This study provides insight into the mechanism of ACC holoenzyme function and supports the "swinging arm" model in human ACCs.

Mechanisms of Humic Acid-Heavy Metal Complexation (부식산(腐植酸)-중금속(重金屬) 착화합물형성(錯化合物形成) 반응(反應)에 대한 Mechanism)

  • Lee, Jyung-Jae;Chang, Sang-Moon;Choi, Jyung
    • Korean Journal of Soil Science and Fertilizer
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    • v.28 no.2
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    • pp.114-122
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    • 1995
  • Complexation experiment between humic acid and heavy metal cations was conducted to clear information on heavy metal adsorption by soil organic constituent. The absorbance of UV-visible light of humic acid-metal complexes increased with increasing wavelength, and the order of their absorbance was in the order of Zn->Cd->Cu- saturated humic acid. Carboxyl and phenolic OH groups participated in the complex formation between heavy metal cations and functional groups of humic acid, and the amounts complex was in the order of $Cu^{+{+}}$ > $Zn^{+{+}}$ $\geq$ $Cd^{+{+}}$. The stability constants of humic acid-metal complexes increased with increasing pH, and the order of first stability constants was $Zn^{+{+}}$ > $Cd^{+{+}}$ > $Cu^{+{+}}$, and those of second and overall stability constants were $Cu^{+{+}}$ > $Zn^{+{+}}$ > $Cd^{+{+}}$. With increasing pH, the average binding numbers betwen heavy metal cations and functional groups of humic acid increased the order of $Cu^{+{+}}$ > $Zn^{+{+}}$ > $Cd^{+{+}}$. It was postulated that two types of complexations between heavy metal cations and functional groups of humic acid. One was the reactions in which only carboxyl groups participated to form complexes, and the other was those in which both carboxyl and phenolic OH groups simultaneously participated.

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Characterization of Thermal Degradation of Polytrimethylene Terephthalate by MALDI-TOF Mass Spectrometry

  • Jang, Sung-Woo;Yang, Eun-Kyung;Jin, Sung-Il;Cho, Young-Dal;Choe, Eun-Kyung;Park, Chan-Ryang
    • Bulletin of the Korean Chemical Society
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    • v.33 no.3
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    • pp.833-838
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    • 2012
  • The thermal degradation products of polytrimethylene terephthalate (PTT) obtained by heating the sample in the temperature range of $250-360^{\circ}C$ under non-oxidative conditions was characterized using MALDI-TOF (matrix assisted laser desorption/ionization) mass spectrometry. The structures of the degradation products were determined and the relative compositions were estimated. The MALDI-TOF mass spectra of the thermally degraded PTT sample showed three main series of oligomer products with different end groups, which were carboxyl/carboxyl, carboxyl/allyl, and allyl/allyl. In contrast to the thermal degradation of polyethylene terephthalate (PET), the oligomers containing terephthalic anhydrides were not detected, whereas the formation of oligomers containing the unsaturated allyl ester group was confirmed by mass assignment. From these results, it was concluded that the thermal degradation of PTT proceeds exclusively through the ${\beta}$-CH hydrogen transfer mechanism, which is in accordance with the proposed reaction mechanism for the thermal degradation of polybutylene terephthalate (PBT).

A Study on the Active site of Glucoamylase from Aspergillus shirousamii

  • Lee Kuly Dong;Yang Chul-Hak
    • Bulletin of the Korean Chemical Society
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    • v.10 no.1
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    • pp.107-111
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    • 1989
  • Glucoamylase was inactivated with 1-ethyl-2-(dimethylaminopropyl)carbodiimide (EDC) at pH 5.0. Time course of inactivation of glucoamylase was at least biphasic. From the results of the titration of SH groups with Ellman's reagent and hydroxylamine treatment at pH 7.0, it was concluded that the crucial sites of modification were carboxyl groups of glucoamylase. The CD spectrum of EDC-modified glucoamylase suggested that the gross conformation of the native enzyme was retained. The inactivation of glucoamylase was reduced remarkably in the presence of maltose. The logarithm of the half-life of the inactivation of glucoamylase by EDC was a linear function of log[EDC] in each stage indicating that one carboxyl group among the modified ones was crucial for inactivation of glucoamylase. The change in the binding affinity due to modification was determined by using an affinity column. It indicates that the carboxyl group of glucoamylase seems to play a role in both, the catalysis and substrate binding in the first stage, but in the second stage the binding affinity is recovered almost up to that of native enzyme.

Effects of NaOH Treatment on the Adsorption Ability of Surface Oxidized Activated Carbon for Heavy Metals

  • Min-Ho Park;So-Jeong Kim;Jung Hwan Kim;Jae-Woo Park
    • Journal of Soil and Groundwater Environment
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    • v.28 no.6
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    • pp.16-23
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    • 2023
  • Heavy metal (Zinc, Cadmium, Lead) adsorption onto surface modified activated carbon was performed in order to better understand the effect of sodium ion addition to activated carbon. Surface modification methods in this research included water washing, nitric acid washing, and sodium addition after nitric acid washing. These surface modifications generated oxygen functional groups with sodium ions on the surface of the activated carbon.. This caused the change of the specific surface area as well as in the ratio of the carboxyl groups. Heavy metal adsorption onto sodium-containing activated carbon was the most among the three modifications. After the adsorption of heavy metals, the carboxyl group ratio decreased and sodium ions on the surface of the activated carbon were almost non-existent after the adsorption of heavy metals onto sodium-containing activated carbon. The results from this research indicated that ion exchange with sodium ions in carboxyl groups effectively improved heavy metal adsorption rather than electrostatic adsorption and hydrogen ion exchange.

The Effect of Ice Adhesion according to Functional Group and Chemical Structure of Additive (화합물 작용기와 화학구조에 따른 수용액의 빙부착 억제 효과)

  • Chung, Dong-Yeol;Peck, Jong-Hyeon;Kang, Chae-Dong;Hong, Hi-Ki
    • Korean Journal of Air-Conditioning and Refrigeration Engineering
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    • v.19 no.8
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    • pp.607-614
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    • 2007
  • This paper investigated that the functional group and chemical structure of additives affect ice adhesion in aqueous solutions cooling with stirring. In order to compare the effect on the ice adhesion in aqueous solutions, the functional group like carboxyl (-COOH), hydroxyl(-OH) or amine($-NH_{2}$) one were compared each other. Among the functional group, the strength of the hydrogen bonding force order is amine, hydroxyl and carboxyl one. It supports that ethylene diamine 7 mass% solution including amine group was effective to suppress the ice adhesion, though it is corrosive. Also, the ice adhesion were effectively resisted and formed lots of ice slurries in cooling experiment of 7 mass% solution of 1, 2-and 1, 3-propanediol which is different molecular structure but equal molecular weight each other.

A Study on the Synthesis and Properties of Environmental Friendly Pressure Sensitive Adhesive for Manufacturing Electronic Products (전자제품 제조용 친환경 점착제의 합성과 물성에 대한 연구)

  • Cho, Ur Ryong;Oh, Ji Hwan;Kim, Ji Hyun;Jung, Hyeon Jeong
    • Journal of the Semiconductor & Display Technology
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    • v.15 no.1
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    • pp.12-16
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    • 2016
  • Toluene-free pressure sensitive adhesives were synthesized by using butyl acrylate (BA), 2-hydroxy ethyl acrylate, methyl methacrylate, acrylic acid (AA) as monomers and ethyl acetate as a solvent. The polymerization recipes were designed by changing 1, 3, 5 part per hundreds monomer (phm) of AA content on the basis of 100 BA parts. Two crosslinking agents, ethyl glycol diglycidyl ether (EDGE) and isophorone diisocyanate (IPDI) were added to the synthesized polymers to increase adhesion due to crosslinking. In the measurement of properties, holding power, peel strength, and initial tackiness increased with AA content due to crosslinking between carboxyl group in AA and epoxy group in EDGE and isocyanate group in IPDI. In the comparison of two crosslinking agents, EDGE showed better in the three properties than IPDI by better reaction of epoxy group of EDGE to carboxyl group of AA.

Synthesis and Analysis of 6,6-dichlorobicyclo[3, 1, 0]hexane-3-carboxylic acid (6,6-Dichlorobicyclo[3, 1, 0]hexane-3-carboxylic acid의 합성과 분석)

  • Lee, Kwang-Soo;Yang, Jae-Kun
    • Analytical Science and Technology
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    • v.14 no.1
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    • pp.1-7
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    • 2001
  • 6,6-Dichlorobicyclo[3, 1, 0]hexane-3carboxylic acid was synthesized by dichlorocarbene addition into 3-cyclopentenecarboxylic acid using BTEA.Cl as phase transfer catalyst. $^1H$ NMR $^{13}C$ NMR data analyst showed that this compound had boat-like conformation and carboxyl group existed as trans form.

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Formation of Quantum Dot Fluorescent Monolayer Film using Peptide Bond

  • Inami, Watau;Nanbu, Koichi;Miyakawa, Atsuo;Kawata, Yoshimasa
    • Transactions of the Society of Information Storage Systems
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    • v.8 no.1
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    • pp.1-5
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    • 2012
  • We present a method for preparing a quantum dot fluorescent monolayer film on a glass substrate. Since nanoparticles aggregate easily, it is difficult to prepare a nanoparticle monolayer film. We have used a covalent bond, the peptide bond, to fix quantum dots on the glass substrate. The surface of the quantum dot was functionalized with carboxyl groups, and the glass substrate was also functionalized with amino groups using a silane coupling agent. The carboxyl group can be strongly coupled to the amino group. We were able to successfully prepare a monolayer film of CdSe quantum dots on the glass substrate.