DNA Meets Synthetic Polymers — Highly Versatile Hybrid Materials

Alemdaroglu, Fikri E.; Herrmann, Andreas

doi:10.1002/chin.200732271

Cited by 15 publications

(34 citation statements)

References 32 publications

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“…In general, small molecules can easily pass through the cell membrane. However, various therapeutic drugs may need that the nanoparticles be taken up by the cells, such as nucleic acid which is unable to cross the cell membrane, photosensitizer which is needed as high level in the intracellular location, and the drug which is easily removed from the cells via multidrug resistance (Alemdaroglu and Herrmann, 2007; Eytan, 2005; Ivics and Izsvak, 2006; Perez‐Tomas, 2006; Prasmickaite et al, 2001). To efficiently deliver the drug in cytoplasm, novel design of nanoparticles with enhanced and intentional functionalities require based on understanding of the intracellular trafficking pathway and cellular uptake mechanism.…”

Section: Introductionmentioning

confidence: 99%

Cellular uptake pathway and drug release characteristics of drug‐encapsulated glycol chitosan nanoparticles in live cells

Park

Lee

Chung

et al. 2010

Microscopy Res & Technique

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Herein, we evaluated the cellular uptake pathways of hydrophobically modified glycol chitosan (HGC) nanoparticles as nano-sized drug carriers using cellular imaging technology. The endocytic pathway of nanocarriers for intracellular drug delivery is of great interest for the design of high efficacy delivery carriers for therapeutic agents. To evaluate the cellular uptake pathways of HGC nanoparticles, HGC was chemically labeled with near infrared (NIR) fluorescence dye, Cy5.5, to visualize the nanoparticle under confocal laser scanning microscopy. The internalization pathways of HGC nanoparticles were evaluated after treatment of specific endocytosis inhibitors. Importantly, HCG nanoparticles showed different cellular uptake efficiency and intracellular fate in cytoplasm according to the internalization pathways. Furthermore, drug distribution also evaluated according to the endocytic pathways after treatment of drug encapsulated HGC nanoparticles. As a model drug, fluorescent photosensitizer, Ce6, was encapsulated into HGC (Ce6-HGC) nanoparticles and the distribution of Ce6 in cytoplasm was evaluated using confocal laser scanning microscopy. The intracellular drug distribution showed different manner through specific endocytic pathways. The cellular imaging technology is highly useful for evaluation of endocytosis pathways and intracellular fate of drug delivery carrier which are closely related to drug distribution and therapeutic efficacy.

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Section: Introductionmentioning

confidence: 99%

Cellular uptake pathway and drug release characteristics of drug‐encapsulated glycol chitosan nanoparticles in live cells

Park

Lee

Chung

et al. 2010

Microscopy Res & Technique

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“…The amphiphilic nature of nucleic acid hybrids arises from the charged phosphate groups along the backbone of the DNA, and covalent attachment to a more hydrophobic macromolecule. In large part, these constructs self‐assemble through microphase separation into spherical micelles because of the charge of the nucleic acid strand and the size ratio of the individual blocks 35,53,65. This class of materials is reviewed elsewhere 53.…”

Section: Nucleic Acid–lipid and ‐Polymer Assemblymentioning

confidence: 99%

Long‐range assembly of DNA into nanofibers and highly ordered networks

Carneiro

Avakyan

Sleiman

2013

WIREs Nanomed Nanobiotechnol

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Long-range assembly of DNA currently comprises both top-down and bottom-up methods. The top-down techniques consist of physical alignment of DNA and lithographic patterning to organize DNA on surfaces. The bottom-up approaches include lipid-and polymer-DNA co-assembly, the self-assembly of DNA amphiphiles, and the remarkably specific and versatile methods of DNA nanotechnology. DNA-based materials possess unprecedented molecular control and may offer innovative solutions in the fields of nanotechnology, sensing, nanomedicine, as well as optical and electronic devices. To realize the potential of these materials, a number of hurdles must be addressed. Bridging the gap between top-down fabrication and bottom-up assembly is of critical importance to the successful development of functional DNA-based technology. A profound understanding of both regimes is necessary to achieve this goal.

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“…BTPA was synthesized according to a literature procedure with slight changes. [1] Synthesis of NH2-DNA. After DNA synthesis, the oligonucleotides were cleaved from the solid support by incubation with concentrated ammonia at ambient temperature for 16 hours.…”

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confidence: 99%

DNA–Polymer Conjugates by Photoinduced RAFT Polymerization

et al. 2018

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Conventional grafting-to approaches to DNA-polymer conjugates are often limited by low reaction yields due to the sterically hindered coupling of a pre-synthesized polymer to DNA. The grafting-from strategy, in contrast, allows to directly graft polymers from an initiator that is covalently attached to DNA. Herein, we report blue light-mediated reversible additionfragmentation chain-transfer (Photo-RAFT) polymerization from two different RAFT agentterminated DNA sequences using Eosin Y as the photocatalyst in combination with ascorbic acid. Three monomer families (methacrylates, acrylates and acrylamides) were successfully Max Planck Institute for Polymer Research-Author's Manuscript 2 polymerized from DNA employing Photo-RAFT polymerization. We demonstrate that the length of the grown polymer chain can be varied by altering the monomer to DNA-initiator ratio, while the self-assembly features of the DNA strands were maintained. In summary, we describe a convenient, light-mediated approach towards DNA-polymer conjugates via the grafting-from approach. Introduction The combination of synthetic polymers with the unique specificity and recognition properties of DNA gave rise to an all-new class of DNA-polymer hybrid materials. 1-5 In recent years, DNApolymer conjugates have emerged as versatile building blocks that provided enhanced stability to complex DNA nanostructures 6,7 or facilitated, e.g., the precise organization of polymeric structures by DNA. 8-12 In particular, the combination of DNA with a hydrophobic polymer chain resulted in amphiphilic species that formed supramolecular architectures such as micelles or vehicles. 13-15 These assemblies were intensively investigated in the context of drug delivery, 16-19 as scaffolds for directing organic reactions 20 or as virus-like particles. 21 Inspired by recent advances in designing more sophisticated 2D and 3D DNA architectures equipped with various functionalities, 22,23 polymer chains were organized within complex DNA scaffolds or grown from DNA origami templates in distinct nanostructures. 24,25 Until recently, grafting-to strategies of pre-synthesized polymers to DNA sequences were mainly accomplished following solid phase synthesis 13,20,26,27 or bioconjugation strategies, such as copper-mediated azide-alkyne, 28,29 thiol-ene, 30-32 amide 33-35 or recently also tetrazine-norbornene coupling. 36 While the major advantage related to both approaches is that the polymer can be thoroughly characterized prior to the coupling reaction, the nature of the polymer has to be Max Planck Institute for Polymer Research-Author's Manuscript 3 carefully selected, e. g., it must remain stable under the strongly basic conditions of DNA-cleavage from the solid support. Critically, variation of polymer lengths to, i.e., improve stability and bioactivity is more tedious via the grafting-to strategy and low reaction yields were reported. 32,37 Most likely, steric hindrance of the pre-formed polymer chain or the necessity to use organic solvents during the conjugation step caused ...

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DNA Meets Synthetic Polymers — Highly Versatile Hybrid Materials

Abstract: ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

Cited by 15 publications

References 32 publications

Cellular uptake pathway and drug release characteristics of drug‐encapsulated glycol chitosan nanoparticles in live cells

Cellular uptake pathway and drug release characteristics of drug‐encapsulated glycol chitosan nanoparticles in live cells

Long‐range assembly of DNA into nanofibers and highly ordered networks

DNA–Polymer Conjugates by Photoinduced RAFT Polymerization

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