Photochemically Initiated Single Polymer Immobilization

Yan, Mingdi

doi:10.1002/chin.200732238

Cited by 3 publications

(3 citation statements)

References 21 publications

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“…We have developed a photochemically initiated coupling chemistry that employs functionalized perfluorophenyl azides (PFPAs) to attach molecules and materials to solid substrate surfaces (86)(87)(88). Upon light activation, the azide moiety converts to a highly reactive nitrene that, notably, inserts into CH and NH bonds, creating highly robust covalent linkages.…”

Section: Photoinitiated Coupling Chemistrymentioning

confidence: 99%

Engineering Nanomaterial Surfaces for Biomedical Applications

Wang

Liu

Ramström

et al. 2009

Exp Biol Med (Maywood)

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104

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Nanomaterials, possessing unique physical and chemical properties, have attracted much interest and generated wide varieties of applications. Recent investigations of functionalized nanomaterials have expanded into the biological area, providing a versatile platform in biomedical applications such as biomolecular sensing, biological imaging, drug delivery and disease therapy. Bio-functions and bio-compatibility of nanomaterials are realized by introducing synthetic ligands or natural biomolecules onto nanomaterials, and combining ligand-receptor biological interactions with intrinsic nanomaterial properties. Common strategies of engineering nanomaterial surfaces involve physisorption or chemisorption of desired ligands. We developed a photochemically initiated surface coupling chemistry, bringing versatility and simplicity to nanomaterial functionalization. The method was applied to attach underivatized carbohydrates efficiently on gold and iron oxide nanoparticles, and the resulting glyconanoparticles were successfully used as a sensitive biosensing system probing specific interactions between carbohydrates and proteins as well as bacteria.

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Section: Photoinitiated Coupling Chemistrymentioning

confidence: 99%

Engineering Nanomaterial Surfaces for Biomedical Applications

Wang

Liu

Ramström

et al. 2009

Exp Biol Med (Maywood)

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127

104

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“…We have developed a photochemically initiated coupling chemistry that employs functionalized perfluorophenyl azides (PFPAs) to attach molecules and materials to solid substrate surfaces (20-22). Upon light activation, the azide moiety converts to a highly reactive nitrene that, notably, inserts into CH and NH bonds, creating highly robust covalent linkages.…”

Section: Introductionmentioning

confidence: 99%

Photoinitiated Coupling of Unmodified Monosaccharides to Iron Oxide Nanoparticles for Sensing Proteins and Bacteria

et al. 2009

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We report a versatile approach for the immobilization of unmodified monosaccharides onto iron oxide nanoparticles. Covalent coupling of the carbohydrate onto iron oxide nanoparticle surfaces was accomplished by the CH insertion reaction of photochemically activated phosphatefunctionalized perfluorophenylazides (PFPAs), and the resulting glyconanoparticles were characterized by IR, TGA, and TEM. The surface-bound D-mannose showed the recognition ability towards Concanavalin A and Escherichia coli strain ORN178 that possesses mannose-specific receptor sites. Owing to the simplicity and versatility of the technique, together with the magnetic property of iron oxide nanoparticles, the methodology developed in this study serves as a general approach for the preparation of magnetic glyconanoparticles to be used in clinical diagnosis, sensing, and de-contamination.

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“…For example, when silicon wafers were treated with low concentration of PFPA-silane (5 × 10 -5 mg/mL), or with a mixture of PFPA-silane and n -propyltrimethoxysilane at the mole ratio of 1:2000, discrete polystyrene molecules were observed (Figure 9). 44,48,63…”

Section: Applicationsmentioning

confidence: 99%

Perfluorophenyl Azides: New Applications in Surface Functionalization and Nanomaterial Synthesis

2010

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ConspectusA major challenge in materials science is the ongoing search for coupling agents that are readily synthesized, capable of versatile chemistry, able to easily functionalize materials and surfaces, and efficient in covalently linking organic and inorganic entities. A decade ago, we began a research program investigating perfluorophenylazides (PFPAs) as the coupling agents in surface functionalization and nanomaterial synthesis. The p-substituted PFPAs are attractive heterobifunctional coupling agents because of their two distinct and synthetically distinguishable reactive centers: (i) the fluorinated phenylazide, which is capable of forming stable covalent adducts, and (ii) the functional group R, which can be tailored through synthesis.Two approaches have been undertaken for material synthesis and surface functionalization. The first method involves synthesizing PFPA bearing the first molecule or material with a functional linker R, and then attaching the resulting PFPA to the second material by activating the azido group. In the second approach, the material surface is first functionalized with PFPA via functional center R, and coupling of the second molecule or material is achieved with the surface azido groups. In this Account, we review the design and protocols of the two approaches, providing examples in which PFPA derivatives were successfully used in material surface functionalization, ligand conjugation, and the synthesis of hybrid nanomaterials.The methods developed have proved to be general and versatile, and they are applicable to a wide range of materials (especially those that lack reactive functional groups or are difficult to derivatize) and to various substrates of polymers, oxides, carbon materials, and metal films. The coupling chemistry can be initiated by light, heat, and electrons. Patterned structures can be generated by selectively activating the areas of interest. Furthermore, the process is easy to perform, and light activation occurs in minutes, greatly facilitating the efficiency of the reaction. PFPAs indeed demonstrate many benefits as versatile surface coupling agents and offer opportunities for further exploration.

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Photochemically Initiated Single Polymer Immobilization

Abstract: This Concept article surveys methods for attaching single polymer molecules on solid substrates. A general approach to single polymer immobilization based on the photochemistry of perfluorophenylazides is elaborated.

Cited by 3 publications

References 21 publications

Engineering Nanomaterial Surfaces for Biomedical Applications

Engineering Nanomaterial Surfaces for Biomedical Applications

Photoinitiated Coupling of Unmodified Monosaccharides to Iron Oxide Nanoparticles for Sensing Proteins and Bacteria

Perfluorophenyl Azides: New Applications in Surface Functionalization and Nanomaterial Synthesis

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