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  • 1.
    Chen, Song
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Applied Materials Sciences.
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Hunan Univ, Coll Biol, Changsha 410082, Hunan, Peoples R China.
    Luo, Jun
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Applied Materials Sciences.
    Engqvist, Håkan
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Applied Materials Sciences.
    Novel Fast-Setting Mineral Trioxide Aggregate: Its Formulation, Chemical-Physical Properties, and Cytocompatibility2018In: ACS Applied Materials and Interfaces, ISSN 1944-8244, E-ISSN 1944-8252, Vol. 10, no 24, p. 20334-20341Article in journal (Refereed)
    Abstract [en]

    One of the main drawbacks that limits the application of mineral trioxide aggregate (MTA) in dental field is its long setting time. Mineral trioxide aggregate with accelerated setting properties and excellent chemical-physical and biological properties is still required. In this study, an innovative mineral trioxide aggregate, which consists of calcium silicates, calcium aluminates, and zirconium oxide, was designed to obtain fast-setting property. The optimized formulation can achieve initial setting in 10 min and final setting in 15 min, which are much faster than commercial mineral trioxide aggregate. In addition, the optimized fast-setting MTA showed adequate radiopacity and good biocompatibility. The ion concentrations after storage in water for 1 day were 52.3 mg/L Ca, 67.7 mg/L Al, 48.8 mg/L Si, and 11.7 mg/L Mg. The hydration products of hardened cements were investigated by X-ray diffraction, scanning electron microscopy, and Fourier transform infrared, showing the accelerated setting time was due to the formation of honeycomb-like calcium silicate hydrate gel. The novel MTA could be a promising material for dental applications.

  • 2.
    Kheirabadi, Malihe
    et al.
    Sharif Univ Technol, Inst Nanosci & Nanotechnol, Tehran, Iran..
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Bagheri, Reza
    Sharif Univ Technol, Dept Mat Sci & Engn, Polymer Mat Res Grp, Tehran, Iran.;IPPI, Tehran, Iran..
    Kabiri, Kourosh
    IPPI, Tehran, Iran..
    Hilborn, Joens
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Uppsala University, Science for Life Laboratory, SciLifeLab.
    In situ forming interpenetrating hydrogels of hyaluronic acid hybridized with iron oxide nanoparticles2015In: Biomaterials Science, ISSN 2047-4830, E-ISSN 2047-4849, Vol. 3, no 11, p. 1466-1474Article in journal (Refereed)
    Abstract [en]

    Four derivatives of hyaluronic acid (HA) bearing thiol (HA-SH), hydrazide (HA-hy), 2-dithiopyridyl (HA-SSPy), and aldehyde groups (HA-al) respectively were synthesized. Thiol and 2-dithiopyridyl as well as hydrazide and aldehyde make up two chemically orthogonal pairs of chemo-selective functionalities that allow in situ formation of interpenetrating (IPN) disulfide and hydrazone networks simultaneously upon the mixing of the above derivatives at once. The formation of IPN was demonstrated by comparing it with the formulations of the same total HA concentration but lacking one of the reactive components. The hydrogel composed of all four components was characterized by a larger elastic modulus than those of the control single networks (either disulfide or hydrazone) and the three component formulations gave the softest hydrogels. Moreover, a hydrazone cross-linkage was designed to contain a 1,2-diol fragment. This allowed us to partially disassemble one type of network in the IPN leaving another one unaffected. In particular, treatment of the IPN with either sodium periodate or dithiothreitol resulted in disassembly of the hydrazone and disulfide networks respectively and thus softening of the hydrogel. Contrarily, the single network hydrogels completely dissolved under the corresponding conditions. In corroboration with this, enzymatic degradation of the IPN by hyaluronidase was also substantially slower than the degradation of the single networks. In order to further improve the mechanical properties of the elaborated injectable IPN, it has been in situ hybridized with iron oxide nanoparticles (IONPs). The mesh size of the IPN was smaller than the size of the IONPs resulting in the retention of nanoparticles in the matrix under equilibrium swelling conditions. However, these nanoparticles were released upon enzymatic degradation suggesting their use as MRI tags for non-invasive tracking of the hydrogel material in vivo. Additionally, this injectable hybridized hydrogel with encapsulated IONPs can be used in hyperthermia cancer therapy.

  • 3.
    Lunzer, Markus
    et al.
    TU Wien, Inst Mat Sci & Technol, Getreidemarkt 9-308, A-1060 Vienna, Austria;TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9-163-MC, A-1060 Vienna, Austria;Austrian Cluster Tissue Regenerat, Vienna, Austria.
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Andriotis, Orestis G.
    TU Wien, Inst Lightweight Design & Struct Biomech, Getreidemarkt 9-317, A-1060 Vienna, Austria;Austrian Cluster Tissue Regenerat, Vienna, Austria.
    Gruber, Peter
    TU Wien, Inst Mat Sci & Technol, Getreidemarkt 9-308, A-1060 Vienna, Austria;Austrian Cluster Tissue Regenerat, Vienna, Austria.
    Markovic, Marica
    TU Wien, Inst Mat Sci & Technol, Getreidemarkt 9-308, A-1060 Vienna, Austria;Austrian Cluster Tissue Regenerat, Vienna, Austria.
    Thurner, Philipp J.
    TU Wien, Inst Lightweight Design & Struct Biomech, Getreidemarkt 9-317, A-1060 Vienna, Austria;Austrian Cluster Tissue Regenerat, Vienna, Austria.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Department of Biosciences and Nutrition, Karolinska Institutet Novum, Stockholm, Sweden.
    Liska, Robert
    TU Wien, Inst Appl Synthet Chem, Getreidemarkt 9-163-MC, A-1060 Vienna, Austria;Austrian Cluster Tissue Regenerat, Vienna, Austria.
    Ovsianikov, Aleksandr
    TU Wien, Inst Mat Sci & Technol, Getreidemarkt 9-308, A-1060 Vienna, Austria;Austrian Cluster Tissue Regenerat, Vienna, Austria.
    A Modular Approach to Sensitized Two-Photon Patterning of Photodegradable Hydrogels2018In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 57, no 46, p. 15122-15127Article in journal (Refereed)
    Abstract [en]

    Photodegradable hydrogels have emerged as useful platforms for research on cell function, tissue engineering, and cell delivery as their physical and chemical properties can be dynamically controlled by the use of light. The photo-induced degradation of such hydrogel systems is commonly based on the integration of photolabile o-nitrobenzyl derivatives to the hydrogel backbone, because such linkers can be cleaved by means of one-and two-photon absorption. Herein we describe a cytocompatible click-based hydrogel containing o-nitrobenzyl ester linkages between a hyaluronic acid backbone, which is photodegradable in the presence of cells. It is demonstrated for the first time that by using a cyclic benzylidene ketone-based small molecule as photosensitizer the efficiency of the two-photon degradation process can be improved significantly. Biocompatibility of both the improved two-photon micropatterning process as well as the hydrogel itself is confirmed by cell culture studies.

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  • 4.
    Porras, Ana Maria
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology.
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Tenje, Maria
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Chemical micropatterning of hyaluronic acid hydrogels for controlled cell adhesion2018Conference paper (Other academic)
    Abstract [en]

    The blood brain barrier is constituted by endothelial cells, astrocytes and pericytes; and are organized into well structured units [1]. Standard cell culture techniques cannot recapitulate this organized structure. Hydrogels are an attractive scaffold due to their mechanical and chemical properties similar to those in body tissue[2] We propose the use of a photo-crosslinkable hyaluronic acid hydrogel as cell culture scaffold. Furthermore, chemical cues can be added into the hydrogel matrix to promote and control cell adhesion using UV lithography.

  • 5.
    Porras, Ana Maria
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology.
    Sjögren, Frida
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology.
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Tenje, Maria
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology. Uppsala University, Science for Life Laboratory, SciLifeLab. Dept. of Biomedical Engineering, Lund University, Lund, Sweden..
    Addressing the biocompatibility of photo-crosslinkable hyaluronic acid hydrogels2017In: Abstract book at EMBEC 2017 & NBC 2017, 2017, p. 117-117Conference paper (Refereed)
  • 6.
    Porras, Ana Maria
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology.
    Sjögren, Frida
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology.
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Tenje, Maria
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology. SciLifeLab. Lund University.
    Photopatterning of hyaluronic acid hydrogels for cell culture scaffolds2016Conference paper (Refereed)
    Abstract [en]

    Organs-on-chips technologies require the development of micro engineered devices to represent functional units of human organs. These devices use cell culture scaffolds to give support and structure for the cultured cells. Hydrogels are attractive scaffold materials, due to their high water content and because they are derived from natural polymers found in the extracellular matrix of different tissues in the human body. Hyaluronic acid can form hydrogels when functionalized with chemo-selective groups. These chemically cross-linked hydrogels can be modified with adhesion motifs, such as RGD peptides, to increase their biocompatibility and promote cell adhesion. In this work we use a photolithographic method to pattern the RGD peptide into distinct areas of the hyaluronic acid hydrogel with the aim to spatially control the cell attachment on the HA hydrogel scaffolds

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  • 7.
    Searle, Sean
    et al.
    National University of Singapore.
    Porras, Ana Maria
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Barbe, Laurent
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Trau, Dieter
    National University of Singapore.
    Tenje, Maria
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Hyaluronic acid based hydrogel droplets: A potential injectable cell culture scaffold2018Conference paper (Other academic)
    Abstract [en]

    Introduction

    Cell culture scaffolds such as hydrogels give support and structure for cultured cells in 3D environments that better mimic in vivo conditions [1]. Hyaluronic acid (HA) derived hydrogels are particularly attractive scaffold materials, due to their high water content, and its high presence in the extracellular matrix of a multitude of tissues in the human body [2]. Adequate diffusion of oxygen and nutrients however, is generally limited to a depth of 200 µm in bulk hydrogels [3], heavily limiting their applicability to relatively large size constructs. We propose the use of droplet-based microfluidics to produce monodisperse HA-derived injectable microgel droplets which could enable the diffusion of nutrients and metabolites, while maintaining a size in which encapsulating sufficient cells to allow cell-cell interactions and proliferation would be possible.

     

    Experimental results

    Hyaluronic acid acrylamide (HA-am) was synthesized by partially modifying high molecular weight sodium hyaluronan with a N-(2-aminoethyl)acrylamide linker. Degree of modification was confirmed by NMR to be of 20%. HA-am bulk hydrogels were formed by exposing a solution of HA-am and photoinitiator Irgacure 2959 (0.4 % w/v) to a UV light source of 365 nm wavelength. Gel droplets were produced in a PDMS microfluidic device designed in a flow focusing geometry. In order to simulate cell encapsulation in the microgel, hydrogel precursor mixtures were prepared as for bulk hydrogels with the addition of polystyrene beads (10µm in diameter) at a concentration of 10 million beads ml-1. For the oil phase, a fluorinated oil (Novec 7500, 3M) with 0.5% surfactant (PicoSurf 1) was used. The flow rates for the oil phase and aqueous phase were adjusted to 15 and 5 µl min-1, respectively to produce highly monodisperse droplets of 151 µm in average diameter. Collected droplets were polymerized by exposing to UV light, washed and transferred to an aqueous solution.

     

     

    Conclusion

    Highly monodisperse microgels containing microbeads were obtained. We demonstrate that photocrosslinkable hydrogel droplets can be produced from HA-am in a microfluidic flow-focusing chip which could enable the encapsulation of cells and the use of the droplets as injectable cell culture scaffolds.

     

    References

    [1]       G. D. Nicodemus and S. J. Bryant, “Cell Encapsulation in Biodegradable Hydrogels for Tissue Engineering Applications,” Tissue Eng. Part B Rev., vol. 14, no. 2, pp. 149–165, Jun. 2008.

    [2]       J. A. Burdick and G. D. Prestwich, “Hyaluronic acid hydrogels for biomedical applications,” Adv. Mater., vol. 23, no. 12, pp. 41–56, Mar. 2011.

    [3]       H. Huang, Y. Yu, Y. Hu, X. He, O. Berk Usta, and M. L. Yarmush, “Generation and manipulation of hydrogel microcapsules by droplet-based microfluidics for mammalian cell culture,” Lab Chip, vol. 17, no. 11, pp. 1913–1932, 2017.

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  • 8.
    Searle, Sean
    et al.
    National University of Singapore.
    Porras, Ana Maria
    Uppsala University, Science for Life Laboratory, SciLifeLab. Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology.
    Barbe, Laurent
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Pohlit, Hannah
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Trau, Dieter
    National University of Singapore.
    Tenje, Maria
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Microsystems Technology. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Production of hyaluronic acid-acrylamide microgels as potential cell culture scaffolds2018In: Micronano System Workshop, May 13-15, 2018: Book of Abstracts, 2018, p. 24-24Conference paper (Refereed)
    Abstract [en]

    Hyaluronic acid (HA) derived hydrogels give support and structure for cultured cells in 3D environments that better mimic in vivo conditions 1. Adequate diffusion of oxygen and nutrients however, is generally limited to a depth of 200 µm in bulk hydrogels 2, limiting their applicability to larger size constructs. Through droplet-based microfluidics we produced monodisperse HA-derived microgel droplets. Hyaluronic acid acrylamide (HA-am) was synthesized by partially modifying high molecular weight sodium hyaluronan with a N-(2-aminoethyl)acrylamide linker to a 20% degree.

    Gel droplets were produced in a PDMS microfluidic device designed in a flow focusing geometry. In this setup polystyrene beads were added to simulate cell-encapsulation into a matrix that would better reflect in vivo conditions. The hydrogel precursor mixtures were prepared with 2% solution of HA-am and a photoinitiator with the addition of polystyrene beads (10µm in diameter) at a concentration of 10 million beads per milliliter. A fluorinated oil (Novec 7500, 3M) with 0.5% surfactant (PicoSurf 1) was used as the continuous phase. Highly monodisperse droplets of 151 µm in average diameter were produced and later polymerized by exposing to a long-wave UV light source (365 nm).  

    We demonstrate that photocrosslinkable hydrogel droplets can be produced from HA-am. These microgels could enable the diffusion of nutrients and metabolites, while maintaining a size in which encapsulating sufficient cells to allow cell-cell interactions and proliferation would be possible.

    [1]         J. A. Burdick and G. D. Prestwich, Adv. Mater., 2011, 23, 41–56.

    [2]         H. Huang, Y. Yu, Y. Hu, X. He, O. Berk Usta and M. L. Yarmush, Lab Chip, 2017, 17, 1913–1932.

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  • 9.
    Shi, Liyang
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Carstensen, Hauke
    Uppsala University, Disciplinary Domain of Science and Technology, Physics, Department of Physics and Astronomy, Materials Physics.
    Hölzl, Katja
    Institute of Materials Science and Technology, Technische Universität Wien.
    Lunzer, Markus
    Institute of Materials Science and Technology, Technische Universität Wien.
    Li, Hao
    Uppsala University, Disciplinary Domain of Medicine and Pharmacy, Faculty of Medicine, Department of Surgical Sciences, Otolaryngology and Head and Neck Surgery.
    Hilborn, Jöns
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Ovsianikov, Aleksandr
    Institute of Materials Science and Technology, Technische Universität Wien.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Dynamic Coordination Chemistry Enables Free Directional Printing of Biopolymer Hydrogel2017In: Chemistry of Materials, ISSN 0897-4756, E-ISSN 1520-5002, Vol. 29, p. 5816-5823Article in journal (Refereed)
    Abstract [en]

    Three-dimensional (3D) printing is a promising technology to develop customized biomaterials in regenerative medicine. However, for the majority of printable biomaterials (bioinks) there is always a compromise between excellent printability of fluids and good mechanical properties of solids. 3D printing of soft materials based on the transition from a fluid to gel state is challenging because of the difficulties to control such transition as well as to maintain uniform conditions three-dimensionally. To solve these challenges, a facile chemical strategy for the development of a novel hydrogel bioink with shear-thinning and self-healing properties based on dynamic metal-ligand coordination bonds is presented. The non-covalent cross-linking allows easy extrusion of the bioink from a reservoir without changing of its bulk mechanical properties. The soft hydrogel can avoid deformation and collapse using omnidirectional embedding of the printable hydrogel into a support gel bath sharing the same cross-linking chemistry. After combination with photo-initiated covalent cross-linking, it enables manufacturing of hydrogel structures with complex shapes and precise location of chemically attached ligands. Living cells can be entrapped in the new printable hydrogel and survive the following in situ photocross-linking. The presented printable hydrogel mate-rial expands the existing tool-box of bioinks for generation of in vitro 3D tissue-like structures and direct in vivo 3D printing.

  • 10.
    Shi, Liyang
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Hunan Univ, Coll Biol, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China.
    Ding, Pinghui
    Hunan Univ, Coll Biol, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China.
    Wang, Yuzhi
    Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China.
    Zhang, Yu
    Northwest Univ, Coll Chem & Mat Sci, Xian 710069, Shaanxi, Peoples R China.
    Ossipov, Dmitri
    Karolinska Inst, Dept Biosci & Nutr, Hasovagen 7c, S-14157 Huddinge, Sweden.
    Hilborn, Jöns
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Self-Healing Polymeric Hydrogel Formed by Metal-Ligand Coordination Assembly: Design, Fabrication, and Biomedical Applications2019In: Macromolecular rapid communications, ISSN 1022-1336, E-ISSN 1521-3927, Vol. 40, no 7, article id 1800837Article in journal (Refereed)
    Abstract [en]

    Self-healing hydrogels based on metal-ligand coordination chemistry provide new and exciting properties that improve injectability, rheological behaviors, and even biological functionalities. The inherent reversibility of coordination bonds improves on the covalent cross-linking employed previously, allowing for the preparation of completely self-healing hydrogels. In this article, recent advances in the development of this class of hydrogels are summarized and their applications in biology and medicine are discussed. Various chelating ligands such as bisphosphonate, catechol, histidine, thiolate, carboxylate, pyridines (including bipyridine and terpyridine), and iminodiacetate conjugated onto polymeric backbones, as well as the chelated metal ions and metal ions containing inorganic particles, which are used to form dynamic networks, are highlighted. This article provides general ideas and methods for the design of self-healing hydrogel biomaterials based on coordination chemistry.

  • 11.
    Shi, Liyang
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Han, Yuanyuan
    Uppsala University, Disciplinary Domain of Science and Technology, Technology, Department of Engineering Sciences, Applied Materials Sciences.
    Hilborn, Jöns
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Ossipov, Dmitri
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    “Smart” drug loaded nanoparticle delivery from a self-healing hydrogel enabled by dynamic magnesium–biopolymer chemistry2016In: Chemical Communications, ISSN 1359-7345, E-ISSN 1364-548X, Vol. 52, no 74, p. 11151-11154Article in journal (Refereed)
    Abstract [en]

    We report a strategy to generate a self-healing and pH responsive hydrogel network between drug-loaded nanoparticles and natural polysaccharides via magnesium–bisphosphonate ligand interactions. The injectable drug depot disassembles in a tumor-specific environment, providing localized uptake of the nanoparticles, which is highly appreciated in drug delivery applications and manufacturing of drug-loaded biomaterials using a syringe-based deposition technique.

  • 12.
    Shi, Liyang
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Hilborn, Jöns
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Ossipov, Dmitri
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Injectable hydrogel consisting of bisphosphonate-functionalized hyaluronan and doxorubicin@magnesium silicate nanoparticles for anti-cancer therapy2016Conference paper (Refereed)
  • 13.
    Shi, Liyang
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Wang, Fanlu
    Experimental Trauma Surgery, University Medical Center Schleswig Holstein UKSH, Kiel, Germany.
    Zhu, Wei
    Department of Big Surgery, Peking Union Medical College Hospital, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, China.
    Xu, Zongpu
    Institute of Applied Bioresources Research, College of Animal Science, Zhejiang University, Hangzhou, China.
    Fuchs, Sabine
    Experimental Trauma Surgery, University Medical Center Schleswig Holstein UKSH, Kiel, Germany.
    Hilborn, Jöns
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Zhu, Liangjun
    Institute of Applied Bioresources Research, College of Animal Science, Zhejiang University, Hangzhou, China.
    Ma, Qi
    Department of Big Surgery, Peking Union Medical College Hospital, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, China.
    Yingjie, Wang
    Department of Orthopedics, Peking Union Medical College Hospital, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, China.
    Weng, Xisheng
    Department of Orthopedics, Peking Union Medical College Hospital, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, China.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Self-Healing Silk Fibroin-Based Hydrogel for Bone Regeneration: Dynamic Metal-Ligand Self-Assembly Approach2017In: Advanced Functional Materials, article id 1700591Article in journal (Refereed)
    Abstract [en]

    Despite advances in the development of silk fibroin (SF)-based hydrogels, current methods for SF gelation show significant limitations such as lack of reversible crosslinking, use of nonphysiological conditions, and difficulties in controlling gelation time. In the present study, a strategy based on dynamic metal-ligand coordination chemistry is developed to assemble SF-based hydrogel under physiological conditions between SF microfibers (mSF) and a polysaccharide binder. The presented SF-based hydrogel exhibits shear-thinning and autonomous self-healing properties, thereby enabling the filling of irregularly shaped tissue defects without gel fragmentation. A biomineralization approach is used to generate calcium phosphate-coated mSF, which is chelated by bisphosphonate ligands of the binder to form reversible crosslinkages. Robust dually crosslinked (DC) hydrogel is obtained through photopolymerization of acrylamide groups of the binder. DC SF-based hydrogel supports stem cell proliferation in vitro and accelerates bone regeneration in cranial critical size defects without any additional morphogenes delivered. The developed self-healing and photopolymerizable SF-based hydrogel possesses significant potential for bone regeneration application with the advantages of injectability and fit-to-shape molding.

  • 14.
    Shi, Liyang
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Yannan, Zhao
    Center for Regenerative Medicine, State Key Laboratory of Molecular Developmental Biology, Institute of Genetics and Developmental Biology, Chinese Academy of Sciences, Beijing, P. R. China.
    Qifan, Xie
    Institute of Applied Bioresource, College of Animal Science, Zhejiang University, Hangzhou, Zhejiang, P. R. China.
    Caixia, Fan
    Center for Regenerative Medicine, State Key Laboratory of Molecular Developmental Biology, Institute of Genetics and Developmental Biology, Chinese Academy of Sciences, Beijing, P. R. China.
    Hilborn, Jöns
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Jianwu, Dai
    Center for Regenerative Medicine, State Key Laboratory of Molecular Developmental Biology, Institute of Genetics and Developmental Biology, Chinese Academy of Sciences, Beijing, P. R. China.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Moldable Hyaluronan Hydrogel Enabled by Dynamic Metal–Bisphosphonate Coordination Chemistry for Wound Healing2018In: Advanced Healthcare Materials, ISSN 2192-2640, E-ISSN 2192-2659, Vol. 7, no 5, article id 1700973Article in journal (Refereed)
    Abstract [en]

    Biomaterial-based regenerative approaches would allow for cost-effective off-the-shelf solution for the treatment of wounds. Hyaluronan (HA)-based hydrogel is one attractive biomaterial candidate because it is involved in natural healing processes, including inflammation, granulation, and reepi-thelialization. Herein, dynamic metal–ligand coordination bonds are used to fabricate moldable supramolecular HA hydrogels with self-healing properties. To achieve reversible crosslinking of HA chains, the biopolymer is modified with pendant bisphosphonate (BP) ligands using carbodiimide coupling and chemoselective “click” reactions. Hydrogel is formed immediately after simple addition of silver (Ag+) ions to the solution of HA containing BP groups (HA-BP). Compared with previous HA-based wound healing hydrogels, the HA-BP·Ag+ hydrogel is highly suitable for clinical use as it can fill irregularly shaped wound defects without the need for premolding. The HA-BP·Ag+ hydrogel shows antimicrobial properties to both Gram-positive and Gram-negative bacterial strains, enabling prevention of infections in wound care. In vivo evaluation using a rat full-thickness skin wound model shows sig-nificantly lower wound remaining rate and a thicker layer of regenerated epidermis as compared with the group left without treatment. The presented moldable and self-healing supramolecular HA hydrogel with “ready-to-use” properties possesses a great potential for regenerative wound treatment.

  • 15.
    Shi, Liyang
    et al.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Yu, Zhang
    College of Chemistry and Materials Science, Northwest University, Xi'an, Shaanxi, People's Republic of China.
    Ossipov, Dmitri A.
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Enzymatic degradation of hyaluronan hydrogels with different capacity for in situ bio-mineralization2018In: Biopolymers, ISSN 0006-3525, E-ISSN 1097-0282, Vol. 109, no 2, article id e23090Article in journal (Refereed)
    Abstract [en]

    In situ cross-linked hyaluronan (HA) hydrogels with different capacities for biomineralization were prepared and their enzymatic degradation was monitored. Covalent incorporation of bisphosphonates (BPs) into HA hydrogel results in the increased stiffness of the hydrogel in comparison with the unmodified HA hydrogel of the same cross-linking density. The rate of enzymatic degradation of HABP hydrogel was significantly lower than the rate of degradation of control HA hydrogel in vitro. This effect is observed only in the presence of calcium ions that strongly bind to the matrix-anchored BP groups and promote further mineralization of the matrix. The degradation of the hydrogels was followed by noninvasive fluorescence measurements enabled after mild and chemoselective labeling of cross-linkable HA derivatives with a fluorescent tag.

  • 16.
    Xu, Zongpu
    et al.
    Institute of Applied Bioresource Research, College of Animal Sciences, Zhejiang University,Hangzhou 310058, P. R. China.
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry. Uppsala University, Science for Life Laboratory, SciLifeLab.
    Hu, Doudou
    Institute of Applied Bioresource Research, College of Animal Sciences, Zhejiang University,Hangzhou 310058, P. R. China.
    Hu, Binhui
    Institute of Applied Bioresource Research, College of Animal Sciences, Zhejiang University,Hangzhou 310058, P. R. China.
    Yang, Mingying
    Institute of Applied Bioresource Research, College of Animal Sciences, Zhejiang University,Hangzhou 310058, P. R. China.
    Zhu, Liangjun
    Institute of Applied Bioresource Research, College of Animal Sciences, Zhejiang University,Hangzhou 310058, P. R. China.
    Formation of hierarchical bone-like apatites on silk microfiber templates via biomineralization2016In: RSC Advances, ISSN 2046-2069, E-ISSN 2046-2069, Vol. 6, no 80, p. 76426-76433Article in journal (Refereed)
    Abstract [en]

    Silk microfibers (mSF) are attractive in tissue engineering because of their good plasticity and significant mechanical reinforcement effect. Bone-like apatites coated on the surface of mSF through biomineralization have been rarely reported. In this study, mSF with lengths of 200–300 μm were prepared and used as templates for biomineralization. By immersing in 1.5 times stimulated body fluid (1.5 × SBF), a hierarchical bone-like apatite layer can be formed on the surface of the mSF, which was developed in a time-dependent manner. As basic units, hydroxyapatite (HAp) nanoplates will assembly into microspheres with sophisticated flower-like structures and then, the microspheres gradually aggregated into a complete mineral layer overcovering the mSF. Multiple methods were used to characterize and analyze the organic/inorganic composites, including their morphology, structural and crystallographic properties, as well as the interface between the two different phases. The template effect of the mSF in the biomineralization process was investigated and a possible mechanism was proposed. In addition, cytocompatibility evaluation showed the mineralized silk microfibers (mmSF) tended to achieve better outcomes for cell growth and proliferation. This work provides a facile approach towards the development of mSF/HAp biocomposites, which possess potential applications in bone tissue engineering

  • 17.
    Yang, Xia
    et al.
    China Acad Engn Phys, Inst Nucl Phys & Chem, 64 Mianshan Rd, Mianyang 621900, Sichuan, Peoples R China.
    Shi, Liyang
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Guo, Xin
    China Acad Engn Phys, Inst Nucl Phys & Chem, 64 Mianshan Rd, Mianyang 621900, Sichuan, Peoples R China.
    Gao, Jinxu
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Ossipov, Dmitri
    Uppsala University, Disciplinary Domain of Science and Technology, Chemistry, Department of Chemistry - Ångström, Polymer Chemistry.
    Convergent in situ assembly of injectable lipogel for enzymatically controlled and targeted delivery of hydrophilic molecules2016In: Carbohydrate Polymers, ISSN 0144-8617, E-ISSN 1879-1344, Vol. 154, p. 62-69Article in journal (Refereed)
    Abstract [en]

    Applications of liposomes are limited due to their rapid blood clearance and non-specific biodistribution. Surface modification of liposomes could overcome these disadvantages. However, direct coating of liposome surface may cause disruption of liposomes. Herein we present a “top-down” method to coat liposomes in situ with tumor (CD44 receptor) targeting polymer, hyaluronan (HA), by taking advantages of “click” type chemistries and enzymatic degradation. Liposomes entrapped within HA gel were stable without leaking of small cargo molecules from the interior of the liposomes. This injectable liposome-in-hydrogel (lipogel) drug delivery system can achieve sequential two-step release: (1) liposomes release from lipogel after HA degradation; (2) small molecules release from liposomes after the liposomes disruption (either before or after cellular uptake). Similarly to HA coating, this strategy could be used for in situ “top-down” modification of liposomes with other targeting biopolymers. Additionally, it provides the possibility to deliver different types of molecules from two compartments of the lipogel, i.e. large biomacromolecules from the exterior of liposomes and small hydrophilic molecules from the interior of liposomes, locally and systemically.

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