• Title/Summary/Keyword: Carboxyl groups

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Synthesis of Nucleophilic Adducts of Thiols (XI). Addition of L-Cysteine to $\beta,\beta$-Dinitrostyrene Derivatives

  • Kim, Tae-Rin;Kim, Jae-Hoon;Choi, Won-Sik
    • Bulletin of the Korean Chemical Society
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    • v.9 no.3
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    • pp.115-117
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    • 1988
  • The addition of L-cysteine without blocking amino and carboxyl groups to${\beta},{\beta}$-dinitrostyrene derivatives(11a-e) were investigated. ${\beta},{\beta}$ -Dinitrostyrene derivatives(11a-e) easily undergo addition reactions with L-cysteine to from s-(2,2-dinitro-1-phenylethyl)-L-cysteine(12a), s-[2,2-dinitro-1-(p-methyl)phenylethyl]-L-cysteine (12b), s-[2,2-dinitro-1-(p-methoxy)phenylethyl]-L-cystein e(12c), s-[2,2-dinitro-1-(p-chloro)phenylethyl]-L-cysteine (12d) and s-[2,2-dinitro-1-(p-nitro)phenylethyl]-L-cysteine( 12a), respectively. The structure of adducts were confirmed by means of spectral data, molecular weight measurement and elemental analysis.

Complexes of Polyvalent Metal Ions (Ⅶ). Complexes of Cadmium, Cobalt and Nickel with Hydroxycarboxylic Acids in Aqueous, Ethanol-Water and Acetone-Water Solutions$^*$

  • Park, Joon-W.;Mukherjee, C.
    • 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.

Gas Permeable Membranes Composed of Carboxylated Poly(vinyl chloride) and Polyurethane

  • 임전원;김채균;김완영;정용섭;이윤식
    • Bulletin of the Korean Chemical Society
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    • v.20 no.6
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    • pp.672-676
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    • 1999
  • Gas-Permeable polymeric membranes containing carboxyl groups which are suitable for enzyme immobilization were investigated in order to use them as gas electrode membranes in biosensors. Carboxylated polyurethane (CPU) was synthesized via a reaciton between 2,2-bis(hydroxymethyl)propionic acid as a chain extender and prepolymers prepared from polycarprolactone(Mn=2,000) and 4,4'-diphenylmethane diisocynate. It was difficult to prepared membranes from the pure CPU because of its high elasticity and cohesion. However, transparent free-standing membranes were easily prepared from the blend solution of CPU and carboxylated poly(vinyl chloride)(CPVC) in tetrahydrofuran. Both elasticity and cohesion of the CPU/CPVC membranes were decreased with increasing the content of CPVC. DSC experiment suggests that CPU and CPVC may be well mixed. Permeability coefficients for O₂and CO₂(Po₂and Pco₂)in the membranes increased as the proportion of CPU increased. The addition of dioxtyl phthalate(DOP), a plasticizer, significantly enhanced the Po₂and Pco₂which were 4,4 and 30 barrer, respectively, in the CPU/CPVC(80/20 wt/wt) membranes containing 20% of DOP at 25℃ and 100psi. Thus this type of membranes may have a potential for the use as gas electrode membranes in biosensors.

Synthesis and Antimicrobial Properties of the Chitosan Derivatives

  • Lee, Eun Kyoung;Kim, You Kyoung
    • Elastomers and Composites
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    • v.56 no.4
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    • pp.254-263
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    • 2021
  • In this study, chitosan obtained after varying extents of deacetylation (i.e., 10%, 30%, and 47%) was employed to introduce antibacterial properties to chitin. The deacetylation reaction completion, wherein the amino group content of chitin was reduced, was ascertained from the FT-IR and NMR analyses. The 47%-deacetylated chitosan exhibited superior antibacterial properties against Bacillus in a disk diffusion test. To further improve these properties, chitosan derivatives were grafted by acrylic acid and acrylamide. The varying concentrations of carboxyl groups, primary amines, and -CH2-CH2- with increasing acrylic acid and acrylamide contents were determined by FT-IR and NMR analyses. The enhanced antibacterial properties of the chitosan derivatives, owing to the increased acrylic acid and acrylamide contents, were revealed by the disk diffusion test. In particular, the derivatives with 1.3% acrylic acid and acrylamide showed the highest antibacterial activity, the bacterial reduction rate against Staphylococcus aureus and Escherichia coli being 99.9%, as observed through the ASTM E2149 standard test.

Synthesis and Biological Activities of the Alternating Copolymers Containing Cyclic Ether Rings along with Carboxyl or Hydroxyl Groups on Their Backbones

  • Man Jung Han;Shin Duk Kang;Won Young Lee
    • Bulletin of the Korean Chemical Society
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    • v.11 no.2
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    • pp.154-156
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    • 1990
  • The alternating copolymers of dihydropyran(DP)-maleic anhydride(MA), dihydrofuran(DF)-MA and DF-vinylene carbonate(VC) were prepared by free radical copolymerization of DP or DF with MA or VC. The reactivity ratios for poly(DF-VC) were found to be less than unity (0.05, 0.04) and its alternating sequences were obtained by feeding an equimolar amount of the comonomers at the onset of copolymerizations. The copolymers were hydrolyzed to give poly(TP-CE), poly(TF-CE) and poly(TF-HE), whose cytotoxicities against normal and tumor cells (3LL, B16) were measured in vitro.

Mucoadhesive Drug Carrier Using Poly(acrylic acid)/poly(vinyl alcohol) Interpolymer Complexes by Template Polymerization

  • Oh, Jung-Min;Cho, Chong-Su;Chun, Myung-Kwan;Choi, Hoo-Kyun
    • Proceedings of the PSK Conference
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    • 2002.10a
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    • pp.408.1-408.1
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    • 2002
  • A interpolymer complexes composed of poly(acrylic acid)(PAA) and po!y(vinyl alcohol)(PVA) were prepared by template polymerization of acrylic acid in the presence of PVA for mucoadhesive drug delivery. FT -IR results showed that the PAA/PVA interpolymer complex was formed by hydrogen bonding between the carboxyl groups of PAA and the hydroxyl group of PVA. The dissolution rate or the swelling ratio of the PAA/PVA interpolymer complexes was dependent on the pH and molecular weight of PVA that was used as a template. (omitted)

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Bonding Performance of Maltodextrin and Citric Acid for Particleboard Made From Nipa Fronds

  • Santoso, Mahdi;Widyorini, Ragil;Prayitno, Tibertius Agus;Sulistyo, Joko
    • Journal of the Korean Wood Science and Technology
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    • v.45 no.4
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    • pp.432-443
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    • 2017
  • Maltodextrin and citric acid are two types of natural materials with the potential as an eco-friendly binder. Maltodextrin is a natural substance rich in hydroxyl groups and can form hydrogen bonds with lignoselulosic material, while citric acid is a polycarboxylic acid which can form an ester bond with a hydroxyl group at lignoselulosic material. The combination of maltodextrin and citric acid as a natural binder materials supposed to be increase the ester bonds formed within the particleboard. This research determined to investigate the bonding properties of a new adhesive composed of maltodextrin/citric acid for nipa frond particleboard. Maltodextrin and citric acid were dissolved in distillated water at the ratios of 100/0, 87.5/12.5, 75/25 and 0/100, and the concentration of the solution was adjusted to 50% for maltodextrin and 60% citric acid (wt%). This adhesive solution was sprayed onto the particles at 20% resin content based on the weight of oven dried particles. Particleboards with a size of $25{\times}25{\times}1cm$, a target density $800kg/m^3$ were prepared by hot-pressing at press temperatures of $180^{\circ}C$ or $200^{\circ}C$, a press time of 10 minute and board pressure 3.6 MPa. Physical and mechanical properties of particleboard were tested by a standard method (JIS A 5908). The results showed that added citric acid level in maltodextrin/citric acid composition and hot-pressing temperature had affected to the properties of particleboard. The optimum properties of the board were achieved at a pressing temperature of $180^{\circ}C$ and the addition of only 20% citric acid. The results also indicated that the peak intensity of C=O group increased and OH group decreased with the addition of citric acid and an increase in the pressing temperature, suggesting an interreaction between the hydroxyl groups from the lignocellulosic materials and carboxyl groups from citric acid to form the ester groups.

THE ORIGIN AND DISTRIBUTION OF ANIONIC GROUPS IN TMP

  • Anna Sundberg;ndrey Pranovich;Bjarne Holmobom
    • Proceedings of the Korea Technical Association of the Pulp and Paper Industry Conference
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    • 1999.04b
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    • pp.254-258
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    • 1999
  • The distribution of anionic groups in the fibers, the fines, the colloidal fraction and the dissolved fraction, respectively, of thermomechanical pulp (TMP) suspensions was determined and peroxide bleaching of spruce TMP were also studied. Spruce TMP was extracted with hexane, treated with alkali, or bleached with peroxide. Suspensions made at pH 5.5 were fractionated into long fibres, large fines, small fines, a colloidal fraction and a dissolved fraction. The charge of the fractions was determined using polyelectrolyte titration. To determined the origin of the charges, the contents of fatty acids, resin acids and acidic units in hemicelluloses in the different fractions were determined by has chromatography. Extraction of TMP with hexane prior to fractionation increased the measured charge of the fibres. The removal of the wood resin probably uncovered some carboxyl groups on the fibre surfaces, or improved th e penetration of polybrene into the pores of the fibres. The charge of the fines and the colloidal fraction was lower when the wood resin had been removed. Alkaline treatment of the TMP increased the charge of the fibres and fines, mainly because of demethylation of pectins. Alkaline treatment increased the charge also of the dissolved fraction, because of the release the charge also of the dissolved fraction, because of the release of pectic acids into the water phase. Alkaline peroxide bleaching further increased the charge of fibres and the dissolved fraction, most likely because of lignin oxidation. The charge of the colloidal fraction, consisting mainly of wood resin, was only slightly affected by alkaline treatment and peroxide bleaching. The anionic groups in TMP suspensions were mainly free uronic acids in the hemicelluloses. The contribution from the fatty and resin acids was substantial only for the colloidal fraction.

Crystal Structure of Penicillin V Potassium Salt

  • Kim, Whan-Chul;Yi, Seung-Ho;Shin, Jung-Mi;Yoon, Tae-Sung
    • Bulletin of the Korean Chemical Society
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    • v.14 no.6
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    • pp.713-717
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    • 1993
  • The crystal structure of the potassium salt of penicillin V has been studied by the X-ray crystallographic methods. Crystal data are as follows; potassium 3,3-dimethyl-7-oxo-6-phenoxyacetoamido-4-thia-1- azabicyclo[3.2.0]-heptane-2${\alpha}$-carboxylate, $K^+{\cdot}C_{16}H_{18}N_2O_5S^-$, $M_r$= 388.5, triclinic, Pl, a= 9.371 (1), b= 12.497 (2), c= 15.313 (2) ${\AA},\;{\alpha}= 93.74\;(2),\;{\beta}=99.32\;(1),\;{\gamma}=90.17\;(1)^{\circ},\;V=1765.7\;(2)\;{\AA}^3$, Z=4, $D_m=1.461\;gcm^{-1},\;{\lambda}(Cu\;K{\alpha})=1.5418\;{\AA},\;{\mu}=40.1\;cm^{-1}$, F(000)=808, T=296 K. The structure was solved by the heavy atom and difference Fourier methods with intensity data measured on an automated four-circle diffractometer. The structure was refined by the full-matrix least-squares method to a final R= 0.081 for 3563 observed $[I_0{\geq}2{\sigam}(I_0)]$ reflections. The four independent molecules assume different overall conformations with systematically different orientations of the phenyl groups although the penam moieties have the same closed conformations. There are intramolecular hydrogen bonds between the exocyclic amide nitrogen and phenoxy oxygen atoms. The penam moiety is conformationally very restricted although the carboxyl and exocyclic amide groups apparently have certain rotational degrees of freedom but the phenyl group is flexible about the ether bond despite the presence of the intramolecular N-H${\cdots}$O hydrogen bond. There are complicated pseudo symmetric relationships in the crystal lattice. The penam moieties are related by pseudo 20.5 screw axes and the phenyl groups by pseudo centers of symmetry. The potassium ions, related by both pseudo symmetries, form an infinite zigzag planar chain parallel to the b axis. Each potassium ion is coordinated to seven oxygen atoms in a severely distorted pentagonal bipyramid configuration, forming the infinite hydrophilic channels which in turn form the molecular stacks. Between these stacks, there are only lipophilic interactions involving the phenyl groups.

Copper(II) Binding Mechanisms with Water Soluble Organic Fractions Extracted from Sewage Sludge Amended Soils (구리(II) 이온과 Sewage Sludge를 시용(施用)한 토양(土壤)에서 추출(抽出)한 수용성유기물(水溶性有機物)과의 착화합물(錯化合物) 형성방법(形成方法))

  • Lim, Hyung-Sik;Volk, V.V.;Baham, John
    • Korean Journal of Soil Science and Fertilizer
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    • v.19 no.4
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    • pp.307-314
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    • 1986
  • Cu(II) binding mechanisms with water soluble organic fractions (WSOF) extracted from an agricultural soil (W), a soil treated with sludge for 6 years ($WS_6$), a sludge-soil mixture incubated for one week ($WS_1$), and sewage sludge (SS) were studied by electron spin resonance (ESR) spectroscopy and potentiometric titrations. Cu(II)-WSOF complexes produced $g_{11}$ values which were larger than $g_{\perp}$ values, indicating that the coordination of Cu(II) complex was an elongated octahedron. At liquid $N_2$ temperature (77K), the Cu(II)-W complex showed an anisotropic ESR spectrum while the Cu(II)-SS complex showed an isotropic spectrum. These spectral results suggest that the oxygen donor ligands of W may form relatively strong bonds with $Cu^{2+}$ due to extensive chelation while ligands of SS may form little or no chelate bonds with $Cu^{2+}$. The ESR spectra of Cu(II)-SS complex also suggest that each of four in-plane ligands (e.g., $COO^-$, $H_2O$, $Cl^-$, etc.) may act independently as monodentate ligands. Oxygen donor ligands such as aromatic carboxyl groups were probably the major Cu(II) binding sites in W. Sulfonate, aliphatic carboxyl group, and N-containing ligands were probably the major binding sites in SS at pH 5. The Cu(II) complexation with N-containing groups increased as sludge was added to the soil. Much higher (6x) pyridine concentrations were required to displace W from Cu(II)-W complex as compared to the Cu(II)-SS complex.

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