Archive for February, 2014

Polymer Chemistry Insight day: Healthcare to Solar Cells

On Thursday 22nd May 2014, the Warwick Polymer Club will be hosting a one-day international meeting ‘Polymer Chemistry: Healthcare to Solar Cells‘.
Held at the University of Warwick, this is an excellent opportunity to hear talks from international experts in the field of polymer chemistry, including:
  • Sebastien Perrier (University of Warwick)
  • Brent Summerlin (University of Florida)
  • Professor Wenping Hu (ICCAS, Beijing)
  • Professor Heather Maynard (UCLA)
  • Professor Christopher Barner-Kowollik (Karlsruhe Institute of Technology (KIT))
  • Professor Wei You (University of North Carolina)
  • Professor Eva Harth (Vanderbilt University)
  • Professor Benzhong Tang (The Hong Kong University of Science and Technology (HKUST))

Topics will cover the latest developments in the sector in all aspects of healthcare to solar cells, ranging from therapeutic aspects/nanomedicine to OPV’s/conducting polymers.

Better yet, the event is FREE to attend! And, if required, overnight accommodation is available in the University’s award winning on-campus conference accommodation.

To attend, please register on the Polymer Club website. More information about the event and speaker biographies are also available here.
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Paper of the week: Variable conformation pH responsive block copolymers for drug delivery

Polymeric carriers offer many advantages for controlled release applications, drug delivery and nanomedicine. These systems need to be water-soluble, non-toxic and non-immunogenic, as well as compatible with serum components. For most applications, polymer based delivery systems must also be capable of being either degraded to harmless breakdown products or eliminated entirely from the body. Furthermore, these carriers need functional groups that allow them to interact with or encapsulate a drug of interest, and preferably should contain recognition motifs, which target disease-related antigens or receptors. Not surprisingly, the combination of these factors is hard to achieve with existing materials, leading to an urgent need for new highly functional and active biomedical polymers.

Graphical abstract: Synthesis and characterization of variable conformation pH responsive block co-polymers for nucleic acid delivery and targeted cell entry

In this article, Vicent, Salmaso, Alexander and co-workers prepared a modular and effective controlled release system, based on polymers designed to respond to the pH-changes that occur in tissues affected by peculiar disease. The individual blocks were composed of (a) permanently hydrophilic chains with neutral functionality and (b) acrylate polymers with weakly basic side-chains. Variation in co-monomer content, molar mass and block ratios/compositions led to a range of pH-responses, manifested through reversible self-assembly into micelles and/or polymersomes. These transitions were tuned to achieve environmental responses in a pH range from 5–7. The ability of the systems assembled with these polymers to act as pH-responsive containers was shown by DNA encapsulation and release studies, and their potential for application as vehicle for drug delivery was proved by cell metabolic activity and cell uptake measurements.

Synthesis and characterization of variable conformation pH responsive block co-polymers for nucleic acid delivery and targeted cell entry by Teresa Matini, Nora Francini, Anna Battocchio, Sebastian G. Spain, Giuseppe Mantovani, Maria J. Vicent, Joaquin Sanchis, Elena Gallon, Francesca Mastrotto, Stefano Salmaso, Paolo Caliceti and Cameron Alexander Polym. Chem. 2014, 5, 1626-1636.

Julien Nicolas is a web-writer and advisory board member for Polymer Chemistry. He currently works at Univ. Paris-Sud (FR) as a CNRS researcher.

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Brent Sumerlin interviewed in Chemistry World

Polymer Chemistry Associate Editor Brent Sumerlin has been interviewed in Chemistry World! He talks to Laura Howes about his work developing smart polymers for delivering insulin to treat people with diabetes.

Here’s a sneak preview…

How would you describe your work?

We are synthetic polymer chemists and all of the materials we’re interested in are smart materials. They’re not really smart – they can only do one thing – but they do that one thing really well.

Usually they’re block copolymers in solution and they self-assemble or dissociate depending on the conditions around them like pH or temperature. We want to make polymers that respond to their environment and can be useful for things like drug delivery.

Is your work mainly focussed on drug delivery?

Yes, mainly. There are two ways of thinking about it. One would be to specifically release a compound in one environment under a specific set of conditions. Another way to think about it would be to instead encapsulate something under specific conditions. We haven’t done work in that area directly but it is common to use similar materials for, say, wastewater remediation. In both cases you’re trying to encapsulate something hydrophobic, it’s just whether you want to release it or not.

Do you have particular biological targets or problems you want to solve?

Most of our interest has been in the area of diabetes, and I think that’s what sets our work apart from a lot of other smart polymer chemists. Most people are working on cancer but diabetes is also a problem of growing importance. The polymers we work with respond to sugar, and under a high concentration of sugar they become hydrophilic. So if you can make an aggregate that’s held together by these polymers, when there’s a lot of sugar around, they become water-soluble and dissolve, potentially releasing insulin from inside. We like this approach because it combines the glucose monitoring and insulin production into one feedback step.

Read more about Brent’s research, and find out how he coped with moving his research group 1000 miles across the US, in Brent Sumerlin: Searching for a sweet response.

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Paper of the week: Facile synthesis of thiol-functionalized amphiphilic polylactide–methacrylic diblock copolymers

Block copolymers based on the same type of monomer (e.g., either vinyl or cyclic monomers) are traditionally prepared using a single “living” polymerization technique. Recently, novel block copolymers with interesting properties have been prepared by combining two or more “living” polymerization chemistries to copolymerize dissimilar monomers. Sequential polymerizations are most commonly used for such syntheses. In principle, simultaneous polymerization can also lead to the synthesis of block copolymers. In practice, there are some examples in the literature for which incompatibility problems have been overcome to combine different polymerization techniques for the synthesis of well-defined block copolymers in a single step.

Graphical abstract: Facile synthesis of thiol-functionalized amphiphilic polylactide–methacrylic diblock copolymers

In this publication, Themistou, Battaglia and Armes reported on the one-pot metal-free ring-opening polymerization (ROP)–reversible addition–fragmentation chain transfer (RAFT) synthesis of biocompatible linear and branched amphiphilic diblock copolymers based on a biodegradable aliphatic polyester (PLA) and methacrylic monomers (such as 2-(dimethylamino)ethyl methacrylate (DMA) or oligo(ethylene glycol) methacrylate (OEGMA)), using a novel hydroxyl-functionalized trithiocarbonate-based chain transfer agent. These amphiphilic diblock copolymers self-assembled in dilute aqueous solution, leading to various copolymer morphologies depending on the block compositions. Two novel disulfide-functionalized PLA-branched block copolymers were also synthesized using simultaneous ROP of LA and RAFT copolymerization of OEGMA or DMA with a disulfide-based dimethacrylate. The disulfide bonds were reductively cleaved using tributyl phosphine to generate reactive thiol groups. Thiol–ene chemistry was utilized for further derivatization with thiol-based biologically important molecules and heavy metals for tissue engineering or bioimaging applications, respectively.

Facile synthesis of thiol-functionalized amphiphilic polylactide–methacrylic diblock copolymers by Efrosyni Themistou, Giuseppe Battaglia and Steven P. Armes Polym. Chem. 2014, 5, 1405-1417.

Julien Nicolas is a web-writer and advisory board member for Polymer Chemistry. He currently works at Univ. Paris-Sud (FR) as a CNRS researcher.

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Paper of the week: Biohybrid structures consisting of biotinylated glycodendrimers and proteins

The design of versatile nanostructured biohybrid materials has gained increasing attention over the past decades due to their potentially extraordinary and synergetic properties and functions. The combination of components of synthetic and natural origins allows an applicability going far beyond the biomedical field including diverse matters such as bio-sensors, artificial enzymes, light harvesting systems, photonics and nanoelectronic devices.

Graphical abstract: Biohybrid structures consisting of biotinylated glycodendrimers and proteins: influence of the biotin ligand's number and chemical nature on the biotin–avidin conjugation

In this study, Voit, Appelhans and co-workers demonstrated the successful fabrication of biohybrid structures tailored by non-covalent interactions for potential biochemical applications. Using avidin-biotin conjugation as the deciding non-covalent interaction step, different nanometer-sized biohybrid structures can be established by using different molar interaction ratios between mono-, bi- and tetravalent biotinylated glycodendrimers and avidin.  The biotin ligand’s spacer length, its chemical structure and the degree of biotin functionalization were shown to be essential parameters in the formation of nanostructures with avidin having a controlled composition and size dimension up to 100 nm. Biohybrid structures with avidin as a central unit required monovalent glycodendrimers with PEG-linked biotin, while bi- and tetravalent glycodendrimers with short alkyl-linked biotin ligands were more efficient than their counterparts with longer PEG–biotin ligands in the fabrication of defined biohybrid structures (diameters up to 100 nm) with avidin as a bridging unit.  Not only does this study elucidate the formation of biohybrid structures between avidin and biotinylated glycodendrimers in the conjugation solution, but it also provides deeper insight into these supramolecular (bio)polymeric structures from a general point of view.

Biohybrid structures consisting of biotinylated glycodendrimers and proteins: influence of the biotin ligand’s number and chemical nature on the biotin–avidin conjugation by Franka Ennen, Susanne Boye, Albena Lederer, Mihaela Cernescu, Hartmut Komber, Bernhard Brutschy, Brigitte Voit and Dietmar Appelhans Polym. Chem. 2014, 5, 1323-1339.

Julien Nicolas is a web-writer and advisory board member for Polymer Chemistry. He currently works at Univ. Paris-Sud (FR) as a CNRS researcher.

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Synthesis of polymeric nanomaterials for medicine themed issue now published

Advances in macromolecular engineering tools have enabled researchers to construct complex macromolecules with applications in the medical and pharmaceutical arena. Published this week, the Polymer Chemistry themed issue on the synthesis of polymeric nanomaterials for medicine highlights the latest research in this growing field. Guest Editors Cyrille Boyer and Thomas P. Davis introduce the issue in their Editorial.

On the front cover

Proteins as substrates for controlled radical polymerization
Jaqueline D. Wallat, Katie A. Rose and Jonathan K. Pokorski

The themed issue also includes the following review articles:
Phenylboronic acid-based glucose-responsive polymeric nanoparticles: synthesis and applications in drug delivery
Rujiang Ma and Linqi Shi

Redox-responsive polymers for drug delivery: from molecular design to applications
Meng Huo, Jinying Yuan, Lei Tao and Yen Wei

Recent trends in the design of anticancer polymer prodrug nanocarriers
Vianney Delplace, Patrick Couvreur and Julien Nicolas

Read the full issue here.

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Paper of the week: Self-healing polymer networks via the photodissociation of alkoxyamine junctions

The development of self-healing polymers has been the subject of a tremendous amount of research over the last decade. When self-healing materials are mechanically damaged, either internally (crack) or externally (scratch), these materials are capable of restoring their original shape and/or recovering their properties. Various approaches have been investigated to achieve polymers exhibiting such behavior.

Graphical abstract: Introduction of self-healing properties into covalent polymer networks via the photodissociation of alkoxyamine junctions

In this study, Poly, Lalevée, Matyjaszewski and co-workers reported on a new approach for the synthesis of dynamic covalent networks exhibiting self-healing properties under UV irradiation. The procedure combined ATRP and click chemistry as two versatile synthetic tools for the design of well-defined peripherally functionalized star-like oligomers followed by their covalent bonding with responsive alkoxyamine crosslinking agents. The incorporation of alkoxyamine linkages into the junctions between the stars enabled their subsequent cleavage under irradiation. Beyond self-healing materials, the concept developed in the present study might be of interest regarding aging issues of polymeric materials due to UV radiation.

Introduction of self-healing properties into covalent polymer networks via the photodissociation of alkoxyamine junctions by Siham Telitel, Yoshifumi Amamoto, Julien Poly, Fabrice Morlet-Savary, Olivier Soppera, Jacques Lalevée and Krzysztof Matyjaszewski Polym. Chem. 2014, 5, 921-930.

Julien Nicolas is a web-writer and advisory board member for Polymer Chemistry. He currently works at Univ. Paris-Sud (FR) as a CNRS researcher.

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