Preparation of Core–Shell-Type Poly(ethylene glycol)-Grafted Polystyrene Resins and Their Characteristics in Solid-Phase Peptide Synthesis

Cho, Jin Ku; Park, Byeong-Deog; Park, Kyeong Bae; Lee, Jun Young

doi:10.1002/1521-3935(200211)203:15<2211::aid-macp2211>3.0.co;2-x

Cited by 14 publications

(7 citation statements)

References 19 publications

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“…However, all of the previously reported polymer-supported catalysts have their catalytic active sites in the entire regions of the supports, which makes it difficult for the reagents to diffuse into the interior of the supports and eventually decreases the reaction rate and catalytic activity. If the catalytic active sites were located at the surface of the resin, all of the chemical reactions would be more effective …”

Section: Introductionmentioning

confidence: 99%

Polymer-Supported N-Heterocyclic Carbene−Palladium Complex for Heterogeneous Suzuki Cross-Coupling Reaction

et al. 2005

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Poly(1-methylimidazoliummethyl styrene)-surface grafted-poly(styrene) resin was prepared for the first time as a polymer-supported N-heterocyclic carbene (NHC) precursor for palladium complex by suspension polymerization. To prepare this polymer-supported NHC precursor, 1-methyl-3-(4-vinylbenzyl)imidazolium hexafluorophosphate, [MVBIM][PF6-], was synthesized as a monomer and copolymerized with styrene and DVB in water. This polymer-supported NHC precursor with imidazolium as a ligand, which exists solely on the surface of the resin, was well characterized by FE-SEM, CLSM, and IR spectroscopy. The precursor containing imidazolium readily formed a stable complex with Pd(OAc)2, and this polymer-supported N-heterocyclic carbene-palladium complex exhibited excellent catalytic activity for Suzuki cross-coupling reaction in an aqueous medium. The catalyst was recovered quantitatively from the reaction mixture by simple filtration and was able to be reused for a number of recycles with consistent activity in all of the coupling reactions.

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Section: Introductionmentioning

confidence: 99%

Polymer-Supported N-Heterocyclic Carbene−Palladium Complex for Heterogeneous Suzuki Cross-Coupling Reaction

et al. 2005

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“…On the other hand, we previously demonstrated that CutiCore resin, which was prepared by the copolymerization of styrene and PEG macromer, possessed a core−shell structure . The CutiCore resin, poly(ethylene glycol)-surface grafted polystyrene (PS-sg-PEG) resin, was more efficient than PS or TentaGel (PS-g-PEG) resin in the coupling of amino acids during the early stages of solid-phase peptide synthesis (SPPS) and the photocleavage of peptides from the resin . Other types of the core−shell-type resin were prepared from TentaGel resin by derivatizing only the outer layer of the bead using a biphasic solvent environment or from AM PS resin by cross-linking it with 2,4,6-trichloro-1,3,5-triazine (cyanuric chloride) and grafting further with diamino PEG .…”

Section: Introductionmentioning

confidence: 99%

Preparation of Core−Shell-Type Aminomethyl Polystyrene Resin and Characterization of Its Functional Group Distribution

et al. 2005

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“…[8] The functional groups of these beads are located within the surface layer and are separated from the core backbone by a uniform length of PEG chains. However, we experienced some difficulties in controlling the suspension polymerization conditions and PEG macromer synthesis.…”

Section: Introductionmentioning

confidence: 99%

“…In our previous reports, we introduced a novel method of forming core‐shell type PS‐ co ‐PEG beads, which have cross‐linked PS cores and flexible PEG layers 8. The functional groups of these beads are located within the surface layer and are separated from the core backbone by a uniform length of PEG chains.…”

Section: Introductionmentioning

confidence: 99%

Surface‐Grafted Polystyrene Beads with Comb‐Like Poly(ethylene glycol) Chains: Preparation and Biological Application

Byun

Kim

Chung

et al. 2004

Macromolecular Bioscience

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We prepared surface-grafted polystyrene (PS) beads with comb-like poly(ethylene glycol) (PEG) chains. To accomplish this, conventional gel-type PS beads (35-75 microm) were treated with ozone gas to introduce hydroperoxide groups onto the surface. Using these hydroperoxide groups, poly(methyl methacrylate) (PMMA, Mn= 22,000-25,000) was grafted onto the surface of the PS beads. The ester groups of the grafted PMMA were reduced to hydroxyl groups with lithium aluminum hydride (LAH). After adding ethylene oxide (EO) to the hydroxyl groups, we obtained the PS-sg-PEG beads, which had a rugged surface and a diameter of 80-150 microm. We could obtain several kinds of the PS-sg-PEG beads by controlling the chain lengths of the grafted PMMA and the molecular weights of the PEG chains. The grafted PEG layer was about 30-50 microm thick, which was verified from the cross-sectioned views of the fluorescamine-labeled beads. These fluorescence images proved that the beads possessed a pellicular structure. Furthermore, we found that the surface-grafted PEG chains had the characteristic property of reducing non-specific protein adsorption on the beads.

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Preparation of Core–Shell-Type Poly(ethylene glycol)-Grafted Polystyrene Resins and Their Characteristics in Solid-Phase Peptide Synthesis

Cited by 14 publications

References 19 publications

Polymer-Supported N-Heterocyclic Carbene−Palladium Complex for Heterogeneous Suzuki Cross-Coupling Reaction

Polymer-Supported N-Heterocyclic Carbene−Palladium Complex for Heterogeneous Suzuki Cross-Coupling Reaction

Preparation of Core−Shell-Type Aminomethyl Polystyrene Resin and Characterization of Its Functional Group Distribution

Surface‐Grafted Polystyrene Beads with Comb‐Like Poly(ethylene glycol) Chains: Preparation and Biological Application

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