Biosynthetic Polymers as Functional Materials

The synthesis of functional polymers encoded with biomolecules has been an extensive area of research for decades. As such, a diverse toolbox of polymerization techniques and bioconjugation methods has been developed. The greatest impact of this work has been in biomedicine and biotechnology, where fully synthetic and naturally derived biomolecules are used cooperatively. Despite significant improvements in biocompatible and functionally diverse polymers, our success in the field is constrained by recognized limitations in polymer architecture control, structural dynamics, and biostabilization. This Perspective discusses the current status of functional biosynthetic polymers and highlights innovative strategies reported within the past five years that have made great strides in overcoming the aforementioned barriers.

[1]  P. Král,et al.  Poly(oligonucleotide) , 2014, Journal of the American Chemical Society.

[2]  K. Matyjaszewski,et al.  Aqueous RDRP in the Presence of Cu0: The Exceptional Activity of CuI Confirms the SARA ATRP Mechanism , 2014 .

[3]  K. Christman,et al.  Concise Review: Injectable Biomaterials for the Treatment of Myocardial Infarction and Peripheral Artery Disease: Translational Challenges and Progress , 2014, Stem cells translational medicine.

[4]  Y. Guillaneuf,et al.  Nitroxide-Mediated Polymerization of Methacrylic Esters: Insights and Solutions to a Long-Standing Problem. , 2015, Macromolecular rapid communications.

[5]  Andrew J Boydston,et al.  Metal-free ring-opening metathesis polymerization. , 2015, Journal of the American Chemical Society.

[6]  M. Weck,et al.  Postpolymerization Modification of Block Copolymers , 2014 .

[7]  Jennifer A. Prescher,et al.  Finding the right (bioorthogonal) chemistry. , 2014, ACS chemical biology.

[8]  H. Maynard,et al.  Trehalose hydrogels for stabilization of enzymes to heat. , 2015, Polymer chemistry.

[9]  Tal Dvir,et al.  Nanoparticles targeting the infarcted heart. , 2011, Nano letters.

[10]  Anita Shukla,et al.  Spray-assisted layer-by-layer assembly on hyaluronic acid scaffolds for skin tissue engineering. , 2015, Journal of biomedical materials research. Part A.

[11]  Thomas H. Epps,et al.  Stimuli responsive materials. , 2013, Chemical Society reviews.

[12]  Shaoyi Jiang,et al.  Molecular Understanding and Design of Zwitterionic Materials , 2015, Advanced materials.

[13]  Antonina Simakova,et al.  Aqueous ARGET ATRP , 2012 .

[14]  N. Gianneschi,et al.  Dual responsive polymeric nanoparticles prepared by direct functionalization of polylactic acid-based polymers via graft-from ring opening metathesis polymerization. , 2016, Chemical communications.

[15]  Henrik Birkedal,et al.  pH-induced metal-ligand cross-links inspired by mussel yield self-healing polymer networks with near-covalent elastic moduli , 2011, Proceedings of the National Academy of Sciences.

[16]  Craig J. Hawker,et al.  A General Approach to Sequence-Controlled Polymers Using Macrocyclic Ring Opening Metathesis Polymerization , 2015, Journal of the American Chemical Society.

[17]  M. Becker,et al.  OGP functionalized phenylalanine-based poly(ester urea) for enhancing osteoinductive potential of human mesenchymal stem cells. , 2015, Biomacromolecules.

[18]  Wim E Hennink,et al.  Hydrogels for protein delivery. , 2012, Chemical reviews.

[19]  C. Mirkin,et al.  Polyvalent nucleic acid nanostructures. , 2011, Journal of the American Chemical Society.

[20]  V. Percec,et al.  SET-LRP of hydrophobic and hydrophilic acrylates in trifluoroethanol , 2013 .

[21]  T. Reineke,et al.  A theranostic polycation containing trehalose and lanthanide chelate domains for siRNA delivery and monitoring , 2015 .

[22]  J. Gerasimov,et al.  Nucleic acid chemistry in the organic phase: from functionalized oligonucleotides to DNA side chain polymers. , 2014, Journal of the American Chemical Society.

[23]  J. V. van Hest,et al.  Tubular polymersomes: a cross-linker-induced shape transformation. , 2013, Journal of the American Chemical Society.

[24]  April M. Kloxin,et al.  Dually degradable click hydrogels for controlled degradation and protein release. , 2014, Journal of materials chemistry. B.

[25]  P. Hammond,et al.  Multilayer films assembled from naturally-derived materials for controlled protein release. , 2014, Biomacromolecules.

[26]  K. Matyjaszewski,et al.  Straightforward ARGET ATRP for the Synthesis of Primary Amine Polymethacrylate with Improved Chain-End Functionality under Mild Reaction Conditions , 2014 .

[27]  Michael E. Hahn,et al.  Polymerization of Protecting-Group-Free Peptides via ROMP. , 2013, Polymer chemistry.

[28]  Michael Börsch,et al.  Engineering the structural properties of DNA block copolymer micelles by molecular recognition. , 2007, Angewandte Chemie.

[29]  P. Hammond,et al.  Multifunctional Self-Assembled Films for Rapid Hemostat and Sustained Anti-infective Delivery. , 2015, ACS biomaterials science & engineering.

[30]  E. Kramer,et al.  Synthetic Strategy for Preparing Chiral Double-semicrystalline Polyether Block Copolymers. , 2015, Polymer chemistry.

[31]  S. Inagi,et al.  Electrochemically mediated atom transfer radical polymerization from a substrate surface manipulated by bipolar electrolysis: fabrication of gradient and patterned polymer brushes. , 2015, Angewandte Chemie.

[32]  T. Deming,et al.  Multimodal switching of conformation and solubility in homocysteine derived polypeptides. , 2014, Journal of the American Chemical Society.

[33]  K. Matyjaszewski,et al.  Investigation of Electrochemically Mediated Atom Transfer Radical Polymerization , 2013 .

[34]  J. García-Borrón,et al.  Biosynthesis of Melanins , 2011 .

[35]  R. Wallis,et al.  Sequence-controlled multi-block glycopolymers to inhibit DC-SIGN-gp120 binding. , 2013, Angewandte Chemie.

[36]  J. V. van Hest,et al.  Synthesis and self-assembly of well-defined elastin-like polypeptide-poly(ethylene glycol) conjugates. , 2014, Biomacromolecules.

[37]  Marc A. Hillmyer,et al.  Synthesis of Sequence-Specific Vinyl Copolymers by Regioselective ROMP of Multiply Substituted Cyclooctenes. , 2012, ACS macro letters.

[38]  Yan Xia,et al.  Living Alternating Ring-Opening Metathesis Polymerization Based on Single Monomer Additions. , 2015, Journal of the American Chemical Society.

[39]  A. Chilkoti,et al.  Controlled Apoptosis by a Thermally Toggled Nanoscale Amplifier of Cellular Uptake , 2014, Nano letters.

[40]  Donghui Zhang,et al.  Non-ionic water-soluble “clickable” α-helical polypeptides: synthesis, characterization and side chain modification , 2015 .

[41]  Michael E. Hahn,et al.  Polymerization of a peptide-based enzyme substrate. , 2013, Chemical communications.

[42]  R. Marchant,et al.  Design properties of hydrogel tissue-engineering scaffolds , 2011, Expert review of medical devices.

[43]  J. C. Barnes,et al.  Iterative exponential growth of stereo- and sequence-controlled polymers. , 2015, Nature chemistry.

[44]  Gary Walsh,et al.  Biopharmaceutical benchmarks 2010 , 2010, Nature Biotechnology.

[45]  C. Bertozzi,et al.  From Mechanism to Mouse: A Tale of Two Bioorthogonal Reactions , 2011, Accounts of chemical research.

[46]  U. Schubert,et al.  Poly(ethylene glycol) in drug delivery: pros and cons as well as potential alternatives. , 2010, Angewandte Chemie.

[47]  Galya Orr,et al.  Enzyme-directed assembly of nanoparticles in tumors monitored by in vivo whole animal imaging and ex vivo super-resolution fluorescence imaging. , 2013, Journal of the American Chemical Society.

[48]  J. Remon,et al.  Polymeric multilayer capsules delivering biotherapeutics. , 2011, Advanced drug delivery reviews.

[49]  M. Becker,et al.  Resorbable, amino acid-based poly(ester urea)s crosslinked with osteogenic growth peptide with enhanced mechanical properties and bioactivity. , 2013, Acta biomaterialia.

[50]  Diwei Ho,et al.  Dose-Dependent Therapeutic Distinction between Active and Passive Targeting Revealed Using Transferrin-Coated PGMA Nanoparticles. , 2016, Small.

[51]  M. Tabrizian,et al.  Enhanced MC3T3 preosteoblast viability and adhesion on polyelectrolyte multilayer films composed of glycol-modified chitosan and hyaluronic acid. , 2012, Journal of biomedical materials research. Part A.

[52]  C. Boyer,et al.  Stereo-, Temporal and Chemical Control through Photoactivation of Living Radical Polymerization: Synthesis of Block and Gradient Copolymers. , 2015, Journal of the American Chemical Society.

[53]  Myron Spector,et al.  Adaptive growth factor delivery from a polyelectrolyte coating promotes synergistic bone tissue repair and reconstruction , 2014, Proceedings of the National Academy of Sciences.

[54]  Arun R. Shrivats,et al.  Synthesis of poly(meth)acrylates with thioether and tertiary sulfonium groups by ARGET ATRP and their use as siRNA delivery agents. , 2015, Biomacromolecules.

[55]  Jennifer A. Prescher,et al.  A Bioorthogonal Ligation of Cyclopropenones Mediated by Triarylphosphines. , 2015, Journal of the American Chemical Society.

[56]  L. Poole-Warren,et al.  Introduction to biomedical polymers and biocompatibility , 2016 .

[57]  K. Matyjaszewski,et al.  Contribution of Photochemistry to Activator Regeneration in ATRP , 2014 .

[58]  H. Maynard,et al.  Grafting from Small Interfering Ribonucleic Acid (siRNA) as an Alternative Synthesis Route to siRNA–Polymer Conjugates , 2015 .

[59]  Jean-François Lutz,et al.  Synthesis of Monodisperse Sequence-Coded Polymers with Chain Lengths above DP100. , 2015, ACS macro letters.

[60]  R. Grubbs,et al.  Synthesis of Telechelic Polyisoprene via Ring-Opening Metathesis Polymerization in the Presence of Chain Transfer Agent , 2010 .

[61]  L. Kiessling,et al.  Synthesis of functionalizable and degradable polymers by ring-opening metathesis polymerization. , 2013, Angewandte Chemie.

[62]  L. Minter,et al.  Development of Guanidinium-Rich Protein Mimics for Efficient siRNA Delivery into Human T Cells. , 2015, Biomacromolecules.

[63]  A. M. Rush,et al.  Nuclease-resistant DNA via high-density packing in polymeric micellar nanoparticle coronas. , 2013, ACS nano.

[64]  N. Cho,et al.  Adsorption of hyaluronic acid on solid supports: role of pH and surface chemistry in thin film self-assembly. , 2015, Journal of colloid and interface science.

[65]  Y. Guillaneuf,et al.  One-Step Synthesis of Azlactone-Functionalized SG1-Based Alkoxyamine for Nitroxide-Mediated Polymerization and Bioconjugation , 2015 .

[66]  N. Sampson,et al.  Ru-Catalyzed Isomerization Provides Access to Alternating Copolymers via Ring-Opening Metathesis Polymerization , 2015, Macromolecules.

[67]  H. Klok Peptide/Protein−Synthetic Polymer Conjugates: Quo vadis , 2009 .

[68]  Santanu Kundu,et al.  Continuous flow enzyme-catalyzed polymerization in a microreactor. , 2011, Journal of the American Chemical Society.

[69]  A. Serra,et al.  Ambient Temperature “Flash” SARA ATRP of Methyl Acrylate in Water/Ionic Liquid/Glycol Mixtures , 2015 .

[70]  Sébastien Perrier,et al.  Smart hybrid materials by conjugation of responsive polymers to biomacromolecules. , 2015, Nature materials.

[71]  J. V. van Hest,et al.  A comparison of triazole-forming bioconjugation techniques for constructing comb-shaped peptide-polymer bioconjugates. , 2011, Macromolecular rapid communications.

[72]  M. Szwarc |[lsquo]|Living|[rsquo]| Polymers , 1956 .

[73]  O. Farokhzad,et al.  Degradable Controlled-Release Polymers and Polymeric Nanoparticles: Mechanisms of Controlling Drug Release. , 2016, Chemical reviews.

[74]  B. Ravoo,et al.  A carbohydrate-based hydrogel containing vesicles as responsive non-covalent cross-linkers , 2014 .

[75]  Yoshihito Osada,et al.  Novel Biocompatible Polysaccharide‐Based Self‐Healing Hydrogel , 2015 .

[76]  E. Schuman,et al.  Mutant methionyl-tRNA synthetase from bacteria enables site-selective N-terminal labeling of proteins expressed in mammalian cells , 2013, Proceedings of the National Academy of Sciences.

[77]  M. Gilson,et al.  Peptides Displayed as High Density Brush Polymers Resist Proteolysis and Retain Bioactivity , 2014, Journal of the American Chemical Society.

[78]  T. Deming Synthesis of Side‐Chain Modified Polypeptides , 2016 .

[79]  Olli Ikkala,et al.  Healable, Stable and Stiff Hydrogels: Combining Conflicting Properties Using Dynamic and Selective Three‐Component Recognition with Reinforcing Cellulose Nanorods , 2014 .

[80]  Robert Langer,et al.  A Blood-Resistant Surgical Glue for Minimally Invasive Repair of Vessels and Heart Defects , 2014, Science Translational Medicine.

[81]  Frank A Leibfarth,et al.  Scalable synthesis of sequence-defined, unimolecular macromolecules by Flow-IEG , 2015, Proceedings of the National Academy of Sciences.

[82]  P. Hammond,et al.  Multimonth controlled small molecule release from biodegradable thin films , 2014, Proceedings of the National Academy of Sciences.

[83]  L. Minter,et al.  Importance of sequence specific hydrophobicity in synthetic protein transduction domain mimics. , 2014, Biomacromolecules.

[84]  A. Mitra,et al.  Long-term delivery of protein therapeutics , 2015, Expert opinion on drug delivery.

[85]  O. Scherman,et al.  Preparation and Supramolecular Recognition of Multivalent Peptide-Polysaccharide Conjugates by Cucurbit[8]uril in Hydrogel Formation. , 2015, Biomacromolecules.

[86]  C. Tanford Macromolecules , 1994, Nature.

[87]  J. Storhoff,et al.  A DNA-based method for rationally assembling nanoparticles into macroscopic materials , 1996, Nature.

[88]  A. Gaharwar,et al.  Silicate cross-linked bio-nanocomposite hydrogels from PEO and chitosan. , 2009, Macromolecular bioscience.

[89]  Kinam Park,et al.  Overcoming the barriers in micellar drug delivery: loading efficiency, in vivo stability, and micelle–cell interaction , 2010, Expert opinion on drug delivery.

[90]  H. Ringsdorf,et al.  Polymeric monolayers and liposomes as models for biomembranes. How to bridge the gap between polymer science and membrane biology , 1984 .

[91]  K. Abboud,et al.  Boronic Acid-Based Hydrogels Undergo Self-Healing at Neutral and Acidic pH. , 2015, ACS macro letters.

[92]  Akira Harada,et al.  Sol–Gel Transition during Inclusion Complex Formation between α-Cyclodextrin and High Molecular Weight Poly(ethylene glycol)s in Aqueous Solution , 1994 .

[93]  Cameron Alexander,et al.  Bacteria-instructed synthesis of polymers for self-selective microbial binding and labelling , 2014, Nature materials.

[94]  Lei Tao,et al.  Synthesis of biotinylated aldehyde polymers for biomolecule conjugation. , 2013, Macromolecular rapid communications.

[95]  P. Maiti,et al.  Study of the effect of isotacticity on some physical properties of poly(N-isopropylacrylamide) , 2015, Colloid and Polymer Science.

[96]  P. Hammond,et al.  Combination Growth Factor Therapy via Electrostatically Assembled Wound Dressings Improves Diabetic Ulcer Healing In Vivo , 2015, Advanced healthcare materials.

[97]  Taegon Kang,et al.  Improved performance of protected catecholic polysiloxanes for bioinspired wet adhesion to surface oxides. , 2012, Journal of the American Chemical Society.

[98]  L. Leibler,et al.  Nanoparticle solutions as adhesives for gels and biological tissues , 2013, Nature.

[99]  Zhenping Cheng,et al.  Metal-free photoinduced electron transfer–atom transfer radical polymerization (PET–ATRP) via a visible light organic photocatalyst , 2016 .

[100]  Mark W. Tibbitt,et al.  Self-Assembled Hydrogels Utilising Polymer-Nanoparticle Interactions , 2015, Nature Communications.

[101]  Gene W. Yeo,et al.  Intracellular mRNA Regulation with Self-Assembled Locked Nucleic Acid Polymer Nanoparticles , 2014, Journal of the American Chemical Society.

[102]  M. Becker,et al.  Enzyme-catalyzed ring-opening polymerization of ε-caprolactone using alkyne functionalized initiators , 2014 .

[103]  Gary Walsh,et al.  Biopharmaceutical benchmarks , 2000, Nature Biotechnology.

[104]  Jianxun Ding,et al.  Self-Healing Supramolecular Self-Assembled Hydrogels Based on Poly(L-glutamic acid). , 2015, Biomacromolecules.

[105]  M. Becker,et al.  Adhesion properties of catechol-based biodegradable amino acid-based poly(ester urea) copolymers inspired from mussel proteins. , 2015, Biomacromolecules.

[106]  Masaru Tanaka,et al.  Fabrication of polymeric biomaterials: a strategy for tissue engineering and medical devices. , 2015, Journal of materials chemistry. B.

[107]  Krzysztof Matyjaszewski,et al.  Some more insights on precisely controlled polymer architectures. , 2014, Macromolecular rapid communications.

[108]  A. Khademhosseini,et al.  Shear-Thinning Nanocomposite Hydrogels for the Treatment of Hemorrhage , 2014, ACS nano.

[109]  Krzysztof Matyjaszewski,et al.  How are radicals (re)generated in photochemical ATRP? , 2014, Journal of the American Chemical Society.

[110]  B. Sumerlin,et al.  Dynamic-covalent macromolecular stars with boronic ester linkages. , 2011, Journal of the American Chemical Society.

[111]  Holger Frey,et al.  Beyond poly(ethylene glycol): linear polyglycerol as a multifunctional polyether for biomedical and pharmaceutical applications. , 2014, Biomacromolecules.

[112]  F. Busqué,et al.  Catechol‐Based Biomimetic Functional Materials , 2013, Advanced materials.

[113]  R. Langer,et al.  Covalent Incorporation of Trehalose within Hydrogels for Enhanced Long‐Term Functional Stability and Controlled Release of Biomacromolecules , 2015, Advanced healthcare materials.

[114]  J. Garrevoet,et al.  Norbornenyl based raft agents for the preparation of functional polymers via thiol-ene click chemistry , 2011 .

[115]  P. Schaaf,et al.  Polysaccharide films built by simultaneous or alternate spray: a rapid way to engineer biomaterial surfaces. , 2012, Langmuir : the ACS journal of surfaces and colloids.

[116]  F. D. Prez,et al.  “Click”-Inspired Chemistry in Macromolecular Science: Matching Recent Progress and User Expectations , 2015 .

[117]  M. Shaver,et al.  Control of thermal properties and hydrolytic degradation in poly(lactic acid) polymer stars through control of isospecificity of polymer arms , 2012 .

[118]  Yongzhuo Huang,et al.  A Prodrug-type, MMP-2-targeting Nanoprobe for Tumor Detection and Imaging , 2015, Theranostics.

[119]  Xinyuan Zhu,et al.  Supramolecular hydrogels: synthesis, properties and their biomedical applications. , 2015, Biomaterials science.

[120]  J. Hedrick,et al.  Organocatalytic ring-opening polymerization. , 2007, Chemical reviews.

[121]  Cheng-Chih Hsu,et al.  Rapid self-healing hydrogels , 2012, Proceedings of the National Academy of Sciences.

[122]  Robert F. Mattrey,et al.  Therapeutic Enzyme‐Responsive Nanoparticles for Targeted Delivery and Accumulation in Tumors , 2015, Advanced materials.

[123]  B. Sumerlin,et al.  Self-healing hydrogels containing reversible oxime crosslinks. , 2015, Soft matter.

[124]  Jiangtao Xu,et al.  Organic Electron Donor-Acceptor Photoredox Catalysts: Enhanced Catalytic Efficiency toward Controlled Radical Polymerization. , 2015, ACS macro letters.

[125]  A. Hirao,et al.  Advances in Living Anionic Polymerization: From Functional Monomers, Polymerization Systems, to Macromolecular Architectures , 2014 .

[126]  T. Deming,et al.  Tandem catalysis for the preparation of cylindrical polypeptide brushes. , 2012, Journal of the American Chemical Society.

[127]  A. Hirao,et al.  Precise Synthesis of New Exactly Defined Graft Copolymers Made up of Poly(alkyl methacrylate)s by Iterative Methodology Using Living Anionic Polymerization , 2015 .

[128]  J. Loo,et al.  A Heparin-Mimicking Polymer Conjugate Stabilizes Basic Fibroblast Growth Factor (bFGF) , 2013, Nature chemistry.

[129]  G. Dodi,et al.  Chemical functionalization of hyaluronic acid for drug delivery applications. , 2014, Materials science & engineering. C, Materials for biological applications.

[130]  Richard D Braatz,et al.  Tunable staged release of therapeutics from layer-by-layer coatings with clay interlayer barrier. , 2014, Biomaterials.

[131]  D. B. Wright,et al.  The Copolymer blending method : a new approach for targeted assembly of micellar nanoparticles , 2015 .

[132]  C. Bettinger,et al.  Biomaterials‐Based Electronics: Polymers and Interfaces for Biology and Medicine , 2012, Advanced healthcare materials.

[133]  E. Saldívar‐Guerra,et al.  Modification of chitosan with polystyrene and poly(n-butyl acrylate) via nitroxide-mediated polymerization and grafting from approach in homogeneous media , 2015 .

[134]  Henrik Birkedal,et al.  Self-healing mussel-inspired multi-pH-responsive hydrogels. , 2013, Biomacromolecules.

[135]  M. Kipper,et al.  Polysaccharide-based polyelectrolyte multilayer surface coatings can enhance mesenchymal stem cell response to adsorbed growth factors. , 2010, Biomacromolecules.

[136]  Masaru Yoshida,et al.  High-water-content mouldable hydrogels by mixing clay and a dendritic molecular binder , 2010, Nature.

[137]  Enas M. Ahmed,et al.  Hydrogel: Preparation, characterization, and applications: A review , 2013, Journal of advanced research.

[138]  M. Weck,et al.  Alternating ring-opening metathesis polymerization copolymers containing charge-transfer units , 2013 .

[139]  Fabian Itel,et al.  Dynamics of Membrane Proteins within Synthetic Polymer Membranes with Large Hydrophobic Mismatch. , 2015, Nano letters.

[140]  Nicholas Bryan,et al.  Hydrogels for tissue engineering and regenerative medicine. , 2014, Journal of materials chemistry. B.

[141]  M. Kipper,et al.  Layer-by-layer assembly of polysaccharide-based polyelectrolyte multilayers: a spectroscopic study of hydrophilicity, composition, and ion pairing. , 2011, Biomacromolecules.

[142]  T. Otsu Iniferter concept and living radical polymerization , 2000 .

[143]  Johannes Schmitt,et al.  Buildup of ultrathin multilayer films by a self-assembly process: III. Consecutively alternating adsorption of anionic and cationic polyelectrolytes on charged surfaces , 1992 .

[144]  S. Harding Some observations on the effects of bioprocessing on biopolymer stability , 2010, Journal of drug targeting.

[145]  R. Grubbs,et al.  Ruthenium-Catalyzed Olefin Cross Metathesis of Styrenes as an Alternative to the Heck and Cross-Coupling Reactions. , 2010 .

[146]  Sytze J Buwalda,et al.  Hydrogels in a historical perspective: from simple networks to smart materials. , 2014, Journal of controlled release : official journal of the Controlled Release Society.

[147]  J. Lutz,et al.  Compartmentalization of single polymer chains by stepwise intramolecular cross-linking of sequence-controlled macromolecules. , 2014, Journal of the American Chemical Society.

[148]  T. K. Goh,et al.  Stereospecific cyclic poly(methyl methacrylate) and its topology-guided hierarchically controlled supramolecular assemblies , 2014 .

[149]  P. Théato,et al.  History of Post‐Polymerization Modification , 2013 .

[150]  K. Wooley,et al.  Poly(ferulic acid-co-tyrosine): Effect of the Regiochemistry on the Photophysical and Physical Properties en Route to Biomedical Applications , 2014, Macromolecules.

[151]  Shu Liu,et al.  Staudinger Reactions for Selective Functionalization of Polysaccharides: A Review. , 2015, Biomacromolecules.

[152]  Michael E. Hahn,et al.  Labelling Polymers and Micellar Nanoparticles via Initiation, Propagation and Termination with ROMP. , 2014, Polymer chemistry.

[153]  Ti-Hsuan Ku,et al.  Enzyme‐Directed Assembly of a Nanoparticle Probe in Tumor Tissue , 2013, Advanced materials.

[154]  M. Rousseau,et al.  Early mechanical failure in total knee arthroplasty , 2008, International Orthopaedics.

[155]  Nathan C. Gianneschi,et al.  Stimuli-Responsive Nanomaterials for Biomedical Applications , 2014, Journal of the American Chemical Society.

[156]  A. Khademhosseini,et al.  Hydrogels in Biology and Medicine: From Molecular Principles to Bionanotechnology , 2006 .

[157]  Keri M Petersen,et al.  A bioactive "self-fitting" shape memory polymer scaffold with potential to treat cranio-maxillo facial bone defects. , 2014, Acta biomaterialia.

[158]  Yiyong Mai,et al.  Selective localization of preformed nanoparticles in morphologically controllable block copolymer aggregates in solution. , 2012, Accounts of chemical research.

[159]  Miao-Ping Chien,et al.  Enzyme‐Responsive Nanoparticles for Targeted Accumulation and Prolonged Retention in Heart Tissue after Myocardial Infarction , 2015, Advanced materials.

[160]  R. B. Merrifield Solid phase peptide synthesis. I. the synthesis of a tetrapeptide , 1963 .

[161]  Kaitlyn E. Crawford,et al.  Stereoengineering of poly(1,3-methylenecyclohexane) via two-state living coordination polymerization of 1,6-heptadiene. , 2013, Journal of the American Chemical Society.

[162]  K. Tamura,et al.  Metabolic engineering of plant alkaloid biosynthesis. Proc Natl Acad Sci U S A , 2001 .

[163]  Emily A. Hoff,et al.  Stimuli-responsive peptide-based ABA-triblock copolymers: unique morphology transitions with pH. , 2012, Macromolecular rapid communications.

[164]  R. Auzély-Velty,et al.  Polysaccharide-blend multilayers containing hyaluronan and heparin as a delivery system for rhBMP-2. , 2010, Small.

[165]  B. Sumerlin,et al.  Role of Polymer Architecture on the Activity of Polymer-Protein Conjugates for the Treatment of Accelerated Bone Loss Disorders. , 2015, Biomacromolecules.

[166]  B Kollbe Ahn,et al.  Surface-initiated self-healing of polymers in aqueous media. , 2014, Nature materials.

[167]  A. Studer,et al.  Alternating copolymerization by nitroxide-mediated polymerization and subsequent orthogonal functionalization. , 2015, Angewandte Chemie.

[168]  Laura Cipolla,et al.  Bioresponsive Hydrogels: Chemical Strategies and Perspectives in Tissue Engineering , 2016, Gels.

[169]  Michael P. Hall Biotransformation and In Vivo Stability of Protein Biotherapeutics: Impact on Candidate Selection and Pharmacokinetic Profiling , 2014, Drug Metabolism and Disposition.

[170]  P. Schaaf,et al.  Ultrathin coatings and (poly(glutamic acid)/polyallylamine) films deposited by continuous and simultaneous spraying. , 2005, Langmuir : the ACS journal of surfaces and colloids.