PEG-peptide conjugates

Biomacromolecules

Volumn 15, Issue 5, 2014, Pages 1543-1559

  Hamley, Ian W ^a  

^a UNIVERSITY OF READING   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

SELF ASSEMBLY;

BIONANOTECHNOLOGY; COILED COIL; PEPTIDE SEQUENCES; SELF-ASSEMBLY BEHAVIORS; SYNTHETIC MATERIALS;

PEPTIDES;

ARGINYLGLYCYLASPARTIC ACID; OXIME; PEPTIDE; PEPTIDE FRAGMENT; POLYMER; SALCATONIN; MACROGOL DERIVATIVE;

ALPHA HELIX; AMINO ACID SEQUENCE; BETA SHEET; CELL ADHESION; CELL PROLIFERATION; CLICK CHEMISTRY; COMPLEX FORMATION; CONJUGATE; CONTROLLED STUDY; CRYSTALLIZATION; CYCLOADDITION; DRUG DELIVERY SYSTEM; ENZYMATIC DEGRADATION; HYDROGEL; NANOBIOTECHNOLOGY; NEUTRON SCATTERING; PEPTIDE SYNTHESIS; POLYMERIZATION; PRIORITY JOURNAL; PROTEIN ASSEMBLY; PROTEIN SECONDARY STRUCTURE; REVIEW; SOLID STATE; CHEMICAL STRUCTURE; CHEMISTRY; MOLECULAR GENETICS;

AMINO ACID SEQUENCE; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; PEPTIDES; POLYETHYLENE GLYCOLS;

EID: 84900459845     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm500246w     Document Type: Review

References (186)

1. Canalle, L. A.; Löwik, D. W. P. M.; van Hest, J. C. M. Polypeptide-Polymer Bioconjugates Chem. Soc. Rev. 2010, 39, 329-353
2. Rabotyagova, O. S.; Cebe, P.; Kaplan, D. L. Protein-Based Block Copolymers Biomacromolecules 2011, 12, 269-289
3. Gauthier, M. A.; Klok, H. A. Peptide/Protein-Polymer Conjugates: Synthetic Strategies and Design Concepts Chem. Commun. 2008, 2591-2611
4. Klok, H. A. Peptide/Protein-Synthetic Polymer Conjugates: Quo Vadis Macromolecules 2009, 42, 7990-8000
5. Delgado, C.; Francis, G. E.; Fisher, D. The Uses and Properties of PEG-Linked Proteins Crit. Rev. Ther. Drug Carrier Syst. 1992, 9, 249-304
6. Ryan, S. M.; Mantovani, G.; Wang, X. X.; Haddleton, D. M.; Brayden, D. J. Advances in PEGylation of Important Biotech Molecules: Delivery Aspects Expert Opin. Drug Delivery 2008, 5, 371-383
7. Knop, K.; Hoogenboom, R.; Fischer, D.; Schubert, U. S. Poly(ethylene glycol) in Drug Delivery: Pros and Cons as Well as Potential Alternatives Angew. Chem., Int. Ed. 2010, 49, 6288-6308
8. Alconcel, S. N. S.; Baas, A. S.; Maynard, H. D. FDA-Approved Poly(ethylene glycol)-Protein Conjugate Drugs Polym. Chem. 2011, 2, 1442-1448
9. Zalipsky, S. Chemistry of Polyethylene-Glycol Conjugates with Biologically-Active Molecules Adv. Drug Delivery Rev. 1995, 16, 157-182
10. Veronese, F. M. Peptide and Protein PEGylation: A Review of Problems and Solutions Biomaterials 2001, 22, 405-417
11. Roberts, M. J.; Bentley, M. D.; Harris, J. M. Chemistry for Peptide and Protein PEGylation Adv. Drug Delivery Rev. 2002, 54, 459-476
12. Caliceti, P.; Veronese, F. M. Pharmacokinetic and Biodistribution Properties of Poly(ethylene glycol)-Protein Conjugates Adv. Drug Delivery Rev. 2003, 55, 1261-1277
13. Duncan, R. The Dawning Era of Polymer Therapeutics Nat. Rev. Drug Discovery 2003, 2, 347-360
14. Schlaad, H. Solution Properties of Polypeptide-Based Copolymers Adv. Polym. Sci. 2006, 202, 53-73
15. Heredia, K. L.; Maynard, H. D. Synthesis of Protein-Polymer Conjugates Org. Biomol. Chem. 2007, 5, 45-53
16. Nicolas, J.; Mantovani, G.; Haddleton, D. M. Living Radical Polymerization as a Tool for the Synthesis of Polymer-Protein/Peptide Bioconjugates Macromol. Rapid Commun. 2007, 28, 1083-1111
17. Hermanson, G. T. Bioconjugate Techniques; Academic Press: Boston, MA, 2008.
18. Harris, J. M.; Struck, E. C.; Case, M. G.; Paley, M. S.; Vanalstine, J. M.; Brooks, D. E. Synthesis and Characterization of Poly(ethylene glycol) Derivatives J. Polym. Sci., Part A: Polym. Chem. 1984, 22, 341-352
19. Atassi, M. Z.; Manshouri, T. Synthesis of Tolerogenic Monomethoxypolyethylene Glycol and Polyvinyl-Alcohol Conjugates of Peptides J. Protein Chem. 1991, 10, 623-627
20. Abuchowski, A.; Kazo, G. M.; Verhoest, C. R.; Vanes, T.; Kafkewitz, D.; Nucci, M. L.; Viau, A. T.; Davis, F. F. Cancer-Therapy with Chemically Modified Enzymes 0.1. Antitumor Properties of Polyethylene Glycol-Asparaginase Conjugates Cancer Biochem. Biophys. 1984, 7, 175-186
21. Zalipsky, S.; Seltzer, R.; Menonrudolph, S. Evaluation of a New Reagent for Covalent Attachment of Polyethylene-Glycol to Proteins Biotechnol. Appl. Biochem. 1992, 15, 100-114
22. Miron, T.; Wilchek, M. A Simplified Method for the Preparation of Succinimidyl Carbonate Polyethylene-Glycol for Coupling to Proteins Bioconjugate Chem. 1993, 4, 568-569
23. Sahin, E.; Kiick, K. L. Macromolecule-Induced Assembly of Coiled-Coils in Alternating Multiblock Polymers Biomacromolecules 2009, 10, 2740-2749
24. Valeur, E.; Bradley, M. Amide Bond Formation: Beyond the Myth of Coupling Reagents Chem. Soc. Rev. 2009, 38, 606-631
25. Chamow, S. M.; Kogan, T. P.; Venuti, M.; Gadek, T.; Harris, R. J.; Peers, D. H.; Mordenti, J.; Shak, S.; Ashkenazi, A. Modification of CD4 Immunoadhesin with Monomethoxypoly(ethylene glycol) Aldehyde via Reductive Alkylation Bioconjugate Chem. 1994, 5, 133-140
26. Lee, H.; Jang, I. H.; Ryu, S. H.; Park, T. G. N-Terminal Site-Specific Mono-PEGylation of Epidermal Growth Factor Pharm. Res. 2003, 20, 818-825
27. Kinstler, O.; Molineux, G.; Treuheit, M.; Ladd, D.; Gegg, C. Mono-N-Terminal Poly(ethylene glycol)-Protein Conjugates Adv. Drug Delivery Rev. 2002, 54, 477-485
28. Ryan, S. M.; Wang, X. X.; Mantovani, G.; Sayers, C. T.; Haddleton, D. M.; Brayden, D. J. Conjugation of Salmon Calcitonin to a Combed-Shaped End Functionalized Poly(poly(ethylene glycol) methyl ether methacrylate) Yields a Bioactive Stable Conjugate J. Controlled Release 2009, 135, 51-59
29. Lutz, J. F.; Hoth, A. Preparation of Ideal PEG Analogues with a Tunable Thermosensitivity by Controlled Radical Copolymerization of 2-(2-Methoxyethoxy) ethyl Methacrylate and Oligo(ethylene glycol) Methacrylate Macromolecules 2006, 39, 893-896
30. Sayers, C. T.; Mantovani, G.; Ryan, S. M.; Randev, R. K.; Keiper, O.; Leszczyszyn, O. I.; Blindauer, C.; Brayden, D. J.; Haddleton, D. M. Site-Specific N-Terminus Conjugation of Poly(MPEG(1100)) Methacrylates to Salmon Calcitonin: Synthesis and Preliminary Biological Evaluation Soft Matter 2009, 5, 3038-3046
31. Jones, M. W.; Strickland, R. A.; Schumacher, F. F.; Caddick, S.; Baker, J. R.; Gibson, M. I.; Haddleton, D. M. Polymeric Dibromomaleimides as Extremely Efficient Disulfide Bridging Bioconjugation and PEGylation Agents J. Am. Chem. Soc. 2012, 134, 1847-1852
32. Jones, M. W.; Mantovani, G.; Ryan, S. M.; Wang, X. X.; Brayden, D. J.; Haddleton, D. M. Phosphine-Mediated One-Pot Thiol-Ene "Click Approach to Polymer-Protein Conjugates Chem. Commun. 2009, 5272-5274
33. Reynhout, I. C.; Löwik, D. W. P. M.; van Hest, J. C. M.; Cornelissen, J. J. L. M.; Nolte, R. J. M. Solid Phase Synthesis of Biohybrid Block Copolymers Chem. Commun. 2005, 2005, 602-604
34. Kogan, T. P. The Synthesis of Substituted Methoxy-Poly(ethyleneglycol) Derivatives Suitable for Selective Protein Modification Synth. Commun. 1992, 22, 2417-2424
35. Smeenk, J. M.; Schön, P.; Otten, M. B. J.; Speller, S.; Stunnenberg, H. G.; van Hest, J. C. M. Fibril Formation by Triblock Copolymers of Silklike B-Sheet Polypeptides and Poly(ethylene glycol) Macromolecules 2006, 39, 2989-2997
36. Mantovani, G.; Lecolley, F.; Tao, L.; Haddleton, D. M.; Clerx, J.; Cornelissen, J. J. L. M.; Velonia, K. Design and Synthesis of N-Maleimido-Functionalized Hydrophilic Polymers via Copper-Mediated Living Radical Polymerization: A Suitable Alternative to PEGylation Chemistry J. Am. Chem. Soc. 2005, 127, 2966-2973
37. Bays, E.; Tao, L.; Chang, C. W.; Maynard, H. D. Synthesis of Semitelechelic Maleimide Poly(PEGA) for Protein Conjugation by Raft Polymerization Biomacromolecules 2009, 10, 1777-1781
38. Broyer, R. M.; Grover, G. N.; Maynard, H. D. Emerging Synthetic Approaches for Protein-Polymer Conjugations Chem. Commun. 2011, 47, 2212-2226
39. Grover, G. N.; Alconcel, S. N. S.; Matsumoto, N. M.; Maynard, H. D. Trapping of Thiol-Terminated Acrylate Polymers with Divinyl Sulfone to Generate Well-Defined Semitelechelic Michael Acceptor Polymers Macromolecules 2009, 42, 7657-7663
40. Liu, J. Q.; Liu, H. Y.; Boyer, C.; Bulmus, V.; Davis, T. P. Approach to Peptide Decorated Micelles via Raft Polymerization J. Polym. Sci., Part A: Polym. Chem. 2009, 47, 899-912
41. Slavin, S.; Khoshdel, E.; Haddleton, D. M. Biological Surface Modification by Thiol-Ene Addition of Polymers Synthesised by Catalytic Chain Transfer Polymerisation (CCTP) Polym. Chem. 2012, 3, 1461-1466
42. Jones, M. W.; Mantovani, G.; Blindauer, C. A.; Ryan, S. M.; Wang, X. X.; Brayden, D. J.; Haddleton, D. M. Direct Peptide Bioconjugation/PEGylation at Tyrosine with Linear and Branched Polymeric Diazonium Salts J. Am. Chem. Soc. 2012, 134, 7406-7413
43. Xu, J. Z.; Moon, S. H.; Jeong, B.; Sohn, Y. S. Thermosensitive Micelles from PEGylated Oligopeptides Polymer 2007, 48, 3673-3678
44. Heredia, K. L.; Tolstyka, Z. P.; Maynard, H. D. Aminooxy End-Functionalized Polymers Synthesized by ATRP for Chemoselective Conjugation to Proteins Macromolecules 2007, 40, 4772-4779
45. Miranda, L. P.; Shao, H. Y.; Williams, J.; Chen, S. Y.; Kong, T.; Garcia, R.; Chinn, Y.; Fraud, N.; ODwyer, B.; Ye, J.; Wilken, J.; Low, D. E.; Cagle, E. N.; Carnevali, M.; Lee, A.; Song, D.; Kung, A.; Bradburne, J. A.; Paliard, X.; Kochendoerfer, G. G. A Chemical Approach to the Pharmaceutical Optimization of an Anti-HIV Protein J. Am. Chem. Soc. 2007, 129, 13153-13159
46. Shao, H. Y.; Crnogorac, M. M.; Kong, T.; Chen, S. Y.; Williams, J. M.; Tack, J. M.; Gueriguian, V.; Cagle, E. N.; Carnevali, M.; Tumelty, D.; Paliard, X.; Miranda, L. P.; Bradburne, J. A.; Kochendoerfer, G. G. Site-Specific Polymer Attachment to a CCL-5 (Rantes) Analogue by Oxime Exchange J. Am. Chem. Soc. 2005, 127, 1350-1351
47. Chen, S. Y.; Cressman, S.; Mao, F.; Shao, H.; Low, D. W.; Beilan, H. S.; Cagle, E. N.; Carnevali, M.; Gueriguian, V.; Keogh, P. J.; Porter, H.; Stratton, S. M.; Wiedeke, M. C.; Savatski, L.; Adamson, J. W.; Bozzini, C. E.; Kung, A.; Kent, S. B. H.; Bradburne, J. A.; Kochendoerfer, G. G. Synthetic Erythropoietic Proteins: Tuning Biological Performance by Site-Specific Polymer Attachment Chem. Biol. 2005, 12, 371-383
48. Lu, Y. A.; Felix, A. M. PEGylated Peptides 0.3. Solid-Phase Synthesis with PEGylating Reagents of Varying Molecular-Weight-Synthesis of Multiply PEGylated Peptides React. Polym. 1994, 22, 221-229
49. Lu, Y. A.; Felix, A. M. PEGylated Peptides I: Solid-Phase Synthesis of N(Alpha)-PEGylated Peptides Using Fmoc Strategy Peptide Res. 1993, 6, 140-146
50. Lu, Y. A.; Felix, A. M. PEGylated Peptides. II. Solid-Phase Synthesis of Amino-Chain, Carboxy-Chain and Side-Chain PEGylated Peptides Int. J. Pept. Protein Res. 1994, 43, 127-138
51. Van de Vondele, S.; Voros, J.; Hubbell, J. A. RGD-Grafted Poly-l -lysine-Graft-(Polyethylene glycol) Copolymers Block Non-Specific Protein Adsorption while Promoting Cell Adhesion Biotechnol. Bioeng. 2003, 82, 784-790
52. Guo, Y. Y.; Yuan, H. S.; Rice, W. L.; Kumar, A. T. N.; Goergen, C. J.; Jokivarsi, K.; Josephson, L. The PEG-Fluorochrome Shielding Approach for Targeted Probe Design J. Am. Chem. Soc. 2012, 134, 19338-19341
53. Lutz, J. F. 1,3-Dipolar Cycloadditions of Azides and Alkynes: A Universal Ligation Tool in Polymer and Materials Science Angew. Chem., Int. Ed. 2007, 46, 1018-1025
54. Engler, A. C.; Lee, H. I.; Hammond, P. T. Highly Efficient "Grafting onto" a Polypeptide Backbone Using Click Chemistry Angew. Chem., Int. Ed. 2009, 48, 9334-9338
55. Lutz, J. F.; Börner, H. G.; Weichenhan, K. Combining ATRP and "Click" Chemistry: A Promising Platform toward Functional Biocompatible Polymers and Polymer Bioconjugates Macromolecules 2006, 39, 6376-6383
56. Isimjan, T. T.; de Bruyn, J. R.; Gillies, E. R. Self-Assembly of Supramolecular Polymers from Beta-Strand Peptidomimetie-Poly(ethylene oxide) Hybrids Macromolecules 2010, 43, 4453-4459
57. Kim, T. H.; Swierczewska, M.; Oh, Y.; Kim, A.; Jo, D. G.; Park, J. H.; Byun, Y.; Sadegh-Nasseri, S.; Pomper, M. G.; Lee, K. C.; Lee, S. Mix to Validate: A Facile, Reversible PEGylation for Fast Screening of Potential Therapeutic Proteins in Vivo Angew. Chem., Int. Ed. 2013, 52, 6880-6884
58. Yamaguchi, N.; Zhang, L.; Chae, B. S.; Palla, C. S.; Furst, E. M.; Kiick, K. L. Growth Factor Mediated Assembly of Cell Receptor-Responsive Hydrogels J. Am. Chem. Soc. 2007, 129, 3040-3041
59. Deming, T. J. Polypeptide and Polypeptide Hybrid Copolymer Synthesis via NCA Polymerization. In Peptide Hybrid Polymers; Klok, H.-A.; Schlaad, H., Eds.; Springer-Verlag: Berlin, 2006; Vol. 202, pp 1-18.
60. Hadjichristidis, N.; Iatrou, H.; Pitsikalis, M.; Sakellariou, G. Synthesis of Well-Defined Polypeptide-Based Materials via the Ring-Opening Polymerization of Alpha-Amino Acid N-Carboxyanhydrides Chem. Rev. 2009, 109, 5528-5578
61. Gkikas, M.; Iatrou, H.; Thomaidis, N. S.; Alexandridis, P.; Hadjichristidis, N. Well-Defined Homopolypeptides, Copolypeptides, and Hybrids of Poly(l -proline) Biomacromolecules 2011, 12, 2396-2406
62. Zhang, G.; Ma, J.; Li, Y.; Wang, Y. Synthesis and Characterization of Poly(l -alanine)-Block -Poly(ethylene glycol) Monomethyl Ether as Amphiphilic Biodegradable Co-Polymers J. Biomater. Sci., Polym. Ed. 2003, 14, 1389-1400
63. Dimitrov, I. V.; Berlinova, I. V.; Iliev, P. V.; Vladimirov, N. G. Controlled Synthesis of Peptide-Based Amphiphilic Copolymers Macromolecules 2008, 41, 1045-1049
64. Gravert, D. J.; Janda, K. D. Organic Synthesis on Soluble Polymer Supports: Liquid-Phase Methodologies Chem. Rev. 1997, 97, 489-509
65. Thumshirn, G.; Hersel, U.; Goodman, S. L.; Kessler, H. Multimeric Cyclic RGD Peptides as Potential Tools for Tumor Targeting: Solid-Phase Peptide Synthesis and Chemoselective Oxime Ligation Chem.-Eur. J. 2003, 9, 2717-2725
66. Pilkington-Miksa, M. A.; Sarkar, S.; Writer, M. J.; Barker, S. E.; Shamlou, P. A.; Hart, S. L.; Hailes, H. C.; Tabor, A. B. Synthesis of Bifunctional Integrin-Binding Peptides Containing PEG Spacers of Defined Length for Non-Viral Gene Delivery Eur. J. Org. Chem. 2008, 2900-2914
67. Dekker, F. J.; de Mol, N. J.; van Ameijde, J.; Fischer, M. J. E.; Ruijtenbeek, R.; Redegeld, F. A. M.; Liskamp, R. M. J. Replacement of the Intervening Amino Acid Sequence of a Syk-Binding Diphosphopeptide by a Nonpeptide Spacer with Preservation of High Affinity ChemBioChem. 2002, 3, 238-242
68. Boumrah, D.; Campbell, M. M.; Fenner, S.; Kinsman, R. G. Spacer Molecules in Peptide Sequences: Incorporation into Analogues of Atrial Natriuretic Factor Tetrahedron 1997, 53, 6977-6992
69. Niculescu-Duvaz, D.; Getaz, J.; Springer, C. J. Long Functionalized Poly(ethylene glycol)s of Defined Molecular Weight: Synthesis and Application in Solid-Phase Synthesis of Conjugates Bioconjugate Chem. 2008, 19, 973-981
70. Castelletto, V.; Cheng, G.; Furzeland, S.; Atkins, D.; Hamley, I. W. Control of Strand Registry by Attachment of PEG Chains to Amyloid Peptides Influences Nanostructure Soft Matter 2012, 8, 5434-5438
71. Kleine, B.; Rapp, W.; Wiesmuller, K. H.; Edinger, M.; Beck, W.; Metzger, J.; Ataulakhanov, R.; Jung, G.; Bessler, W. G. Lipopeptide-Polyoxyethylene Conjugates as Mitogens and Adjuvants Immunobiology 1994, 190, 53-66
72. Rösler, A.; Klok, H.-A.; Hamley, I. W.; Castelletto, V.; Mykhaylyk, O. O. Nanoscale Structure of Poly(ethylene glycol) Hybrid Block Copolymers Containing Amphiphilic B-Strand Peptide Sequences Biomacromolecules 2003, 4, 859-863
73. Hamley, I. W.; Krysmann, M. J.; Castelletto, V.; Kelarakis, A.; Noirez, L.; Hule, R. A.; Pochan, D. Nematic and Columnar Ordering of a PEG-Peptide Conjugate in Aqueous Solution Chem.-Eur. J. 2008, 14, 11369-11374
74. Elrahman, S. A.; Anzinger, H.; Mutter, M. Relationship between Conformation and Physicochemical Properties of Polypeptides 0.1. Synthesis of Homo-Oligopeptides and Co-Oligopeptides by the Liquid-Phase Method Biopolymers 1980, 19, 173-187
75. Pillai, V. N. R.; Mutter, M.; Bayer, E.; Gatfield, I. New, Easily Removable Poly(ethylene glycol) Supports for the Liquid-Phase Method of Peptide-Synthesis J. Org. Chem. 1980, 45, 5364-5370
76. Hagenmaier, H. Investigations on Peptide-Synthesis with Polymeric Supports-Synthesis and Characterization of Deamido-Calcitonin-M-(19-32)- Tetradecapeptide by Use of Soluble Support Polyethyleneglycol and Coupling of Products to Insoluble Polystyryl-Benzhydrylamine Resin Hoppe-Seylers Z. Physiol. Chem. 1975, 356, 777-785
77. Gohring, W.; Jung, G. Synthesis of an Ornithine-18-21-Analogous Tridecapeptide Amide of Sequence 15-27 of Secretin Justus Liebigs Ann. Chem. 1975, 1765-1775
78. Gohring, W.; Jung, G. Synthesis of a Ornithine-12-14-Analogous Protected Hexapeptide Hydrazide of 9-14 Sequence of Secretin Justus Liebigs Ann. Chem. 1975, 1776-1780
79. Gohring, W.; Jung, G. Synthesis of Protected Peptide Hydrazides of 3-8 and 1-2 Sequences of Secretin Justus Liebigs Ann. Chem. 1975, 1781-1789
80. Schoknecht, W.; Albert, K.; Jung, G.; Bayer, E. Synthesis of the Insulin Segment B 13-20 with the Liquid-Phase Method and Control of the Synthesis by C-13 NMR-Spectroscopy of the Support-Bound Peptides Justus Liebigs Ann. Chem. 1982, 1514-1531
81. Bonora, G. M.; Toniolo, C.; Pillai, V. N. R.; Mutter, M. Linear Oligopeptides 0.74. Synthesis, Characterization, and Conformational-Analysis of a Series of Monodispersed Homopeptides (up to the Nonamer) of Glycine Gazz. Chim. Ital. 1980, 110, 503-510
82. Bonora, G. M.; Toniolo, C. Linear Oligopeptides 0.60. Synthesis by the Liquid-Phase Method and Characterization by Amino-Acid Analyses of 2 Complete Monodispersed Homologous Series Derived from l -Alanine (to the Octapeptide) and l -Valine (to the Hexapeptide) Macromol. Chem. Phys. 1979, 180, 2095-2099
83. Le Droumaguet, B.; Nicolas, J. Recent Advances in the Design of Bioconjugates from Controlled/Living Radical Polymerization Polym. Chem. 2010, 1, 563-598
84. Broyer, R. M.; Quaker, G. M.; Maynard, H. D. Designed Amino Acid ATRP Initiators for the Synthesis of Biohybrid Materials J. Am. Chem. Soc. 2008, 130, 1041-1047
85. de Graaf, A. J.; Mastrobattista, E.; Vermonden, T.; van Nostrum, C. F.; Rijkers, D. T. S.; Liskamp, R. M. J.; Hennink, W. E. Thermosensitive Peptide-Hybrid ABC Block Copolymers Obtained by ATRP: Synthesis, Self-Assembly, and Enzymatic Degradation Macromolecules 2012, 45, 842-851
86. ten Cate, M. G. J.; Rettig, H.; Bernhardt, K.; Börner, H. Sequence-Defined Polypeptide-Polymer Conjugates Utilizing Reversible Addition Fragmentation Transfer Radical Polymerization Macromolecules 2005, 38, 10643-10649
87. Li, T.; Lin, J. P.; Chen, T.; Zhang, S. N. Polymeric Micelles Formed by Polypeptide Graft Copolymer and Its Mixtures with Polypeptide Block Copolymer Polymer 2006, 47, 4485-4489
88. Feuz, L.; Strunz, P.; Geue, T.; Textor, M.; Borisov, O. Conformation of Poly(l -lysine)-Graft-Poly(ethylene glycol) Molecular Brushes in Aqueous Solution Studied by Small-Angle Neutron Scattering Eur. Phys. J. E: Soft Matter Biol. Phys. 2007, 23, 237-245
89. Chen, C.; Wang, Z.; Li, Z. Thermoresponsive Polypeptides from PEGylated Poly-l -glutamates Biomacromolecules 2011, 12, 2859-2863
90. Geng, Y.; Discher, D. E.; Justynska, J.; Schlaad, H. Grafting Short Peptides onto Polybutadiene-Block-Poly(ethylene oxide): A Platform for Self-Assembling Hybrid Amphiphiles Angew. Chem., Int. Ed. 2006, 45, 7578-7581
91. Putnam, D.; Zelikin, A. N.; Izumrudov, V. A.; Langer, R. Polyhistidine-PEG: DNA Nanocomposites for Gene Delivery Biomaterials 2003, 24, 4425-4433
92. Todd, S. J.; Farrar, D.; Gough, J. E.; Ulijn, R. V. Enzyme-Triggered Cell Attachment to Hydrogel Surfaces Soft Matter 2007, 3, 547-550
93. Todd, S. J.; Scurr, D. J.; Gough, J. E.; Alexander, M. R.; Ulijn, R. V. Enzyme-Activated RGD Ligands on Functionalized Poly(ethylene glycol) Monolayers: Surface Analysis and Cellular Response Langmuir 2009, 25, 7533-7539
94. Burkoth, T. S.; Benzinger, T. L. S.; Jones, D. N. M.; Hallenga, K.; Meredith, S. C.; Lynn, D. G. C-Terminal PEG Blocks the Irreversible Step in B-Amyloid(10-35) Fibrillogenesis J. Am. Chem. Soc. 1998, 120, 7655-7656
95. (10-35)-PEG Block Copolymer Filbrils J. Am. Chem. Soc. 1999, 121, 7429-7430
96. Thiyagarajan, P.; Burkoth, T. S.; Urban, V.; Seifert, S.; Benzinger, T. L. S.; Morgan, D. M.; Gordon, D.; Meredith, S. C.; Lynn, D. G. pH Dependent Self Assembly of β-Amyloid(10-35) and β-Amyloid(10-35)-PEG3000 J. Appl. Crystallogr. 2000, 33, 535-539
97. Meijer, J. T.; Henckens, M.; Minten, I. J.; Lowik, D.; van Hest, J. C. M. Disassembling Peptide-Based Fibres by Switching the Hydrophobic-Hydrophilic Balance Soft Matter 2007, 3, 1135-1137
98. Collier, J. H.; Messersmith, P. B. Self-Assembling Polymer-Peptide Conjugates: Nanostructural Tailoring Adv. Mater. 2004, 16, 907-910
99. Top, A.; Roberts, C. J.; Kiick, K. L. Conformational and Aggregation Properties of a PEGylated Alanine-Rich Polypeptide Biomacromolecules 2011, 12, 2184-2192
100. Hamley, I. W.; Krysmann, M. J.; Castelletto, V.; Noirez, L. Multiple Lyotropic Polymorphism of a PEG-Peptide Diblock Copolymer in Aqueous Solution Adv. Mater. 2008, 20, 4394-4397
101. Hamley, I. W.; Krysmann, M. J.; Newby, G. E.; Castelletto, V.; Noirez, L. Orientational Ordering in the Nematic Phase of a PEG-Peptide Conjugate in Aqueous Solution Phys. Rev. E 2008, 57, 062901
102. Börner, H. G.; Smarsly, B.; Hentschel, J.; Rank, A.; Schubert, R.; Geng, Y.; Discher, D. E.; Hellweg, T.; Brandt, A. Organization of Self-Assembled Peptide-Polymer Nanofibers in Solution Macromolecules 2008, 41, 1430-1437
103. Castelletto, V.; Newby, G. E.; Zhu, Z.; Hamley, I. W.; Noirez, L. Self-Assembly of PEGylated Peptide Conjugates Containing a Modified Amyloid B Peptide Fragment Langmuir 2010, 26, 9986-9996
104. Tzokova, N.; Fernyhough, C. M.; Butler, M. F.; Armes, S. P.; Ryan, A. J.; Topham, P. D.; Adams, D. J. The Effect of PEO Length on the Self-Assembly of Poly(ethylene oxide)-Tetrapeptide Conjugates Prepared by "Click" Chemistry Langmuir 2009, 25, 11082-11089
105. Castelletto, V.; Hamley, I. W. Self Assembly of a Model Amphiphilic Phenylalanine Peptide/Polyethylene Glycol Block Copolymer in Aqueous Solution Biophys. Chem. 2009, 141, 169-174
106. Tzokova, N.; Fernyhough, C. M.; Topham, P. D.; Sandon, N.; Adams, D. J.; Butler, M. F.; Armes, S. P.; Ryan, A. J. Soft Hydrogels from Nanotubes of Poly(ethylene oxide)-Tetraphenylalanine Conjugates Prepared by Click Chemistry Langmuir 2009, 25, 2479-2485
107. Castelletto, V.; Gouveia, R. J.; Connon, C. J.; Hamley, I. W. Self-Assembly and Bioactivity of a Polymer/Peptide Conjugate Containing the RGD Cell Adhesion Motif and PEG Eur. Polym. J. 2013, 49, 2961-2967
108. Hentschel, J.; Krause, E.; Borner, H. G. Switch-Peptides to Trigger the Peptide Guided Assembly of Poly(ethylene oxide)-Peptide Conjugates into Tape Structures J. Am. Chem. Soc. 2006, 128, 7722-7723
109. Eckhardt, D.; Groenewolt, M.; Krause, E.; Börner, H. G. Rational Design of Oligopeptide Organizers for the Formation of Poly(ethylene oxide) Nanofibers Chem. Commun. 2005, 2005, 2814-2816
110. Vandermeulen, G. W. M.; Tziatzios, C.; Klok, H. A. Reversible Self-Organization of Poly(ethylene glycol)-Based Hybrid Block Copolymers Mediated by a De Novo Four-Stranded Alpha-Helical Coiled Coil Motif Macromolecules 2003, 36, 4107-4114
111. Su, J. Y.; Hodges, R. S.; Kay, C. M. Effect of Chain Length on the Formation and Stability of Synthetic a-Helical Coiled Coils Biochemistry 1994, 33, 15501-15510
112. Vandermeulen, G. W. M.; Hinderberger, D.; Xu, H.; Sheiko, S. S.; Jeschke, G.; Klok, H. A. Structure and Dynamics of Self-Assembled Poly(ethylene glycol) Based Coiled-Coil Nano Objects ChemPhysChem 2004, 5, 488-494
113. Vandermeulen, G. W. M.; Tziakos, C.; Duncan, R.; Klok, H.-A. PEG-Based Hybrid Block Copolymers Containing a-Helical Coiled Coil Peptide Sequences: Control of Self-Assembly and Preliminary Biological Evaluation Macromolecules 2005, 38, 761-769
114. Klok, H.-A.; Vandermeulen, G. W. M.; Nuhn, H.; Rösler, A.; Hamley, I. W.; Castelletto, V.; Xu, H.; Sheiko, S. Peptide Mediated Formation of Hierarchically Organized Solution and Solid State Polymer Nanostructures Faraday Discuss. 2005, 128, 29-41
115. Mutter, M.; Gassmann, R.; Buttkus, U.; Altmann, K.-H. Switch Peptides: pH-Induced a-Helix to β-Sheet Transitions of Bis-Amphiphilic Oligopeptides Angew. Chem., Int. Ed. Engl. 1991, 30, 1514-1516
116. Pechar, M.; Kopecekova, P.; Joss, L.; Kopecek, J. Associative Diblock Copolymers of Poly(ethylene glycol) and Coiled-Coil Peptides Macromol. Biosci. 2002, 2, 199-206
117. Shu, J. Y.; Lund, R.; Xu, T. Solution Structural Characterization of Coiled-Coil Peptide-Polymer Side-Conjugates Biomacromolecules 2012, 13, 1945-1955
118. Marsden, H. R.; Korobko, A. V.; van Leeuwen, E. N. M.; Pouget, E. M.; Veen, S. J.; Sommerdijk, N.; Kros, A. Noncovalent Triblock Copolymers Based on a Coiled-Coil Peptide Motif J. Am. Chem. Soc. 2008, 130, 9386-9393
119. Marsden, H. R.; Handgraaf, J. W.; Nudelman, F.; Sommerdijk, N.; Kros, A. Uniting Polypeptides with Sequence-Designed Peptides: Synthesis and Assembly of Poly(gamma-benzyl l -glutamate)-B-Coiled-Coil Peptide Copolymers J. Am. Chem. Soc. 2010, 132, 2370-2377
120. Jeong, W.-J.; Lee, M. S.; Lim, Y.-B. Helix Stabilized, Thermostable and Protease-Resistant Self-Assembled Peptide Nanostructures as Potential Inhibitors of Protein-Protein Interactions Biomacromolecules 2013, 14, 2684-2689
121. Petka, W. A.; Harden, J. L.; McGrath, K. P.; Wirtz, D.; Tirrell, D. A. Reversible Hydrogels from Self-Assembling Artificial Proteins Science 1998, 281, 389-392
122. Stevens, M. M.; Allen, S.; Davies, M. C.; Roberts, C. J.; Sakata, J. K.; Tendler, S. J. B.; Tirrell, D. A.; Williams, P. M. Molecular Level Investigations of the Inter-and Intramolecular Interactions of pH-Responsive Artificial Triblock Proteins Biomacromolecules 2005, 6, 1266-1271
123. Shen, W.; Zhang, K.; Kornfield, J. A.; Tirrell, D. A. Tuning the Erosion Rate of Artificial Protein Hydrogels through Control of Network Topology Nat. Mater. 2006, 5, 153-158
124. Fischer, S. E.; Mi, L.; Mao, H.-Q.; Harden, J. L. Biofunctional Coatings via Targeted Cross-Linking of Associating Triblock Proteins Biomacromolecules 2009, 10, 2408-2417
125. Stahl, P. J.; Romano, N. H.; Wirtz, D.; Yu, S. M. PEG-Based Hydrogels with Collagen Mimetic Peptide-Mediated and Tunable Physical Cross-Links Biomacromolecules 2010, 11, 2336-2344
126. Jing, P.; Rudra, J. S.; Herr, A. B.; Collier, J. H. Self-Assembling Peptide-Polymer Hydrogels Designed from the Coiled Coil Region of Fibrin Biomacromolecules 2008, 9, 2438-2446
127. Cho, C.-S.; Jeong, Y.-I.; Kim, S.-H.; Nah, J. W.; Kubota, M.; Komoto, T. Thermoplastic Hydrogel Based on Hexablock Copolymer Composed of Poly(?-benzyl l -glutamate) and Poly(ethylene oxide) Polymer 2000, 41, 5185-5193
128. Hamley, I. W.; Cheng, G.; Castelletto, V. A Thermoresponsive Hydrogel Based on Telechelic PEG End-Capped with Hydrophobic Dipeptides Macromol. Biosci. 2011, 11, 1068-1078
129. Julich-Gruner, K. K.; Neffe, A. T.; Lendlein, A. Synthesis and Characterization of Oligo(ethylene glycol)s Functionalized with Desaminotyrosine or Desaminotyrosyltyrosine J. Appl. Biomater. Funct. Mater. 2012, 10, 170-176
130. Koga, T.; Kitamura, K.-I.; Higashi, N. Enzymatically Triggered Self-Assembly of Poly(ethylene glycol)-Attached Oligopeptides into Well-Organized Nanofibers Chem. Commun. 2006, 4897-4899
131. Koga, T.; Kamiwatri, S.; Higashi, N. Preparation and Self-Assembly Behavior of B-Sheet Peptide-Inserted Amphiphilic Block Copolymer as a Useful Polymeric Surfactant Langmuir 2013, 29, 15477-15484
132. Rathore, O.; Sogah, D. Y. Nanostructure Formation through B-Sheet Self-Assembly in Silk-Based Materials Macromolecules 2001, 34, 1477-1486
133. Rathore, O.; Sogah, D. Y. Self-Assembly of B-Sheets into Nanostructures by Poly(alanine) Segments Incorporated in Multiblock Copolymers Inspired by Spider Silk J. Am. Chem. Soc. 2001, 123, 5231-5239
134. Floudas, G.; Papadopoulos, P.; Klok, H.-A.; Vandermeulen, G. W. M.; Rodriguez-Hernandez, J. Hierarchical Self-Assembly of Poly(?-benzyl-l -glutamate)-Poly(ethylene glycol)-Poly(?-benzyl-l -glutamate) Rod-Coil-Rod Triblock Copolymers Macromolecules 2003, 36, 3673-3683
135. Parras, P.; Castelletto, V.; Hamley, I. W.; Klok, H.-A. Nanostructure Formation in Poly(?-benzyl-l -glutamate)-Poly(ethylene glycol)-Poly(?-benzyl-l -glutamate) Triblock Copolymers in the Solid State Soft Matter 2005, 1, 284-291
136. Cho, C.-S.; Kim, S.-W.; Komoto, T. Synthesis and Structural Study of an ABA Block Copolymer Makromol. Chem. 1990, 191, 981-991
137. Cho, C.-S.; Jo, B.-W.; Kwon, J.-K.; Komoto, T. Synthesis and Structural Study of an ABA Block Copolymer Consisting of Poly(e-benzyloxycarbonyl-l -lysine) as the a Block and Poly(ethylene oxide) as the B Block Macromol. Chem. Phys. 1994, 195, 2195-2206
138. Cho, I.; Kim, J.-B.; Jung, H.-J. Synthesis and Characterization of Di-and Triblock Copolymers of Poly(ethylene oxide) and Poly(dl -valine-co-dl -leucine) Polymer 2003, 44, 5497-5500
139. Hammond, M. R.; Klok, H. A.; Mezzenga, R. Self-Organization on Multiple Length Scales in "Hairy Rod"-Coil Block Copolymer Supramolecular Complexes Macromol. Rapid Commun. 2008, 29, 299-303
140. Tanaka, S.; Ogura, A.; Kaneko, T.; Murata, Y.; Akashi, M. Precise Synthesis of ABA Triblock Copolymers Composed of Poly(ethylene oxide) and Poly(β-benzyl-l -aspartate): A Hierarchical Structure Inducing Excellent Elasticity Macromolecules 2004, 37, 1370-1377
141. Anraku, Y.; Kishimura, A.; Yamasaki, Y.; Kataoka, K. Living Unimodal Growth of Polyion Complex Vesicles via Two-Dimensional Supramolecular Polymerization J. Am. Chem. Soc. 2013, 135, 1423-1429
142. Wang, K.; Dong, H. Q.; Wen, H. Y.; Xu, M.; Li, C.; Li, Y. Y.; Jones, H. N.; Shi, D. L.; Zhang, X. Z. Novel Vesicles Self-Assembled from Amphiphilic Star-Armed PEG/Polypeptide Hybrid Copolymers for Drug Delivery Macromol. Biosci. 2011, 11, 65-71
143. Harada, A.; Kataoka, K. Formation of Polyion Complex Micelles in an Aqueous Milieu from a Pair of Oppositely-Charged Block Copolymers with Poly(ethylene glycol) Segments Macromolecules 1995, 28, 5294-5299
144. Koide, A.; Kishimura, A.; Osada, K.; Jang, W. D.; Yamasaki, Y.; Kataoka, K. Semipermeable Polymer Vesicle (Picsome) Self-Assembled in Aqueous Medium from a Pair of Oppositely Charged Block Copolymers: Physiologically Stable Micro-/Nanocontainers of Water-Soluble Macromolecules J. Am. Chem. Soc. 2006, 128, 5988-5989
145. Fukushima, S.; Miyata, K.; Nishiyama, N.; Kanayama, N.; Yamasaki, Y.; Kataoka, K. PEGylated Polyplex Micelles from Triblock Catiomers with Spatially Ordered Layering of Condensed pDNA and Buffering Units for Enhanced Intracellular Gene Delivery J. Am. Chem. Soc. 2005, 127, 2810-2811
146. Shen, J.; Chen, C.; Fu, W.; Shi, L.; Li, Z. Conformation-Specific Self-Assembly of Thermoresponsive Poly(ethylene glycol)-B-Polypeptide Diblock Copolymer Langmuir 2013, 29, 6271-6278
147. Cammas, S.; Harada, A.; Nagasaki, Y.; Kataoka, K. Poly(ethylene oxide-co -B-benzyl l -aspartate) Block Copolymers: Influence of the Poly(ethylene oxide) Block on the Conformation of the Poly(β-benzyl l -aspartate) Segment in Organic Solvents Macromolecules 1996, 29, 3227-3231
148. Thünemann, A. F.; Beyermann, J.; Kukula, H. Poly(ethylene oxide)-b -Poly(l -lysine) Complexes with Retinoic Acid Macromolecules 2000, 33, 5906-5911
149. Thünemann, A. F.; Schütt, D.; Sachse, R.; Schlaad, H.; Möhwald, H. Complexes of Poly(ethylene oxide)-Block-Poly(l -glutamate) and Diminazene Langmuir 2006, 22, 2323-2328
150. Hamley, I. W.; Krysmann, M. J. Effect of PEG Crystallization on the Self-Assembly of PEG/Peptide Copolymers Containing Amyloid Peptide Fragments Langmuir 2008, 24, 8210-8214
151. Krysmann, M. J.; Hamley, I. W.; Funari, S. S.; Canetta, E. The Effect of PEG Crystallization on the Morphology of PEG-Peptide Block Copolymers Containing Amyloid B Peptide Fragments Macromol. Chem. Phys. 2008, 209, 883-889
152. Kyte, J.; Doolittle, R. F. A Simple Method for Displaying the Hydropathic Character of a Protein J. Mol. Biol. 1982, 157, 105-132
153. Black, S. D.; Mould, D. R. Development of Hydrophobicity Parameters to Analyze Proteins Which Bear Post-or Cotranslational Modifications Anal. Biochem. 1991, 193, 72-82
154. White, S. H.; Wimley, W. C. Membrane Protein Folding and Stability: Physical Principles Annu. Rev. Biophys. Biomol. Struct. 1999, 28, 319-365
155. Moon, C. P.; Fleming, K. G. Side-Chain Hydrophobicity Scale Derived from Transmembrane Protein Folding into Lipid Bilayers Proc. Natl. Acad. Sci. U.S.A. 2011, 108, 10174-10177
156. van Dijk, M.; van Nostrum, C. F.; Hennink, W. E.; Rijkers, D. T. S.; Liskamp, R. M. J. Synthesis and Characterization of Enzymatically Biodegradable PEG and Peptide-Based Hydrogels Prepared by Click Chemistry Biomacromolecules 2010, 11, 1608-1614
157. Castelletto, V.; McKendrick, J. M. E.; Hamley, I. W.; Cenker, C.; Olsson, U. PEGylated Amyloid Peptide Nanocontainer Delivery and Release System Langmuir 2010, 26, 11624-11627
158. Castelletto, V.; Hamley, I. W.; Hule, R. A.; Pochan, D. J. Helical Ribbon Formation by a B-Amino Acid Modified Amyloid B Peptide Fragment Angew. Chem., Int. Ed. 2009, 48, 2317-2320
159. Adamcik, J.; Castelletto, V.; Hamley, I. W.; Mezzenga, R. Direct Observation of Time-Resolved Polymorphic States in Self-Assembly of End-Capped Heptapeptides Angew. Chem., Int. Ed. 2011, 50, 5495-5498
160. Li, J.; Ge, Z.; Liu, S. PEG-Sheddable Polyplex Micelles as Smart Gene Carriers Based on MMP-Cleavale Peptide-Linked Block Copolymers Chem. Commun. 2013, 49, 6974-6976
161. Torchilin, V. P. Micellar Nanocarriers: Pharmaceutical Perspectives Pharm. Res. 2007, 24, 1-16
162. Kataoka, K.; Harada, A.; Nagasaki, Y. Block Copolymer Micelles for Drug Delivery: Design, Characterization and Biological Significance Adv. Drug Delivery Rev. 2001, 47, 113-131
163. Otsuka, H.; Nagasaki, Y.; Kataoka, K. PEGylated Nanoparticles for Biological and Pharmaceutical Applications Adv. Drug Delivery Rev. 2003, 55, 403-419
164. Nishiyama, N.; Bae, Y.; Miyata, K.; Fukushima, S.; Kataoka, K. Smart Polymeric Micelles for Gene and Drug Delivery Drug Discovery Today: Technol. 2005, 2, 21-26
165. Nishiyama, N.; Kataoka, K. Nanostructured Devices Based on Block Copolymer Assemblies for Drug Delivery: Designing Structures for Enhanced Drug Function Adv. Polym. Sci. 2006, 193, 67-101
166. Harada, A.; Kataoka, K. Novel Polyion Complex Micelles Entrapping Enzyme Molecules in the Core: Preparation of Narrowly-Distributed Micelles from Lysozyme and Poly(ethylene glycol)-Poly(aspartic acid) Block Copolymer in Aqueous Medium Macromolecules 1998, 31, 288-294
167. Yuan, X.; Harada, A.; Yamasaki, Y.; Kataoka, K. Stabilization of Lysozyme-Incorporated Polyion Complex Micelles by the ?-End Derivatization of Poly(ethylene glycol)-Poly(a,β-aspartic acid) Block Copolymers with Hydrophobic Groups Langmuir 2005, 21, 2668-2674
168. Yokoyama, M.; Miyauchi, M.; Yamada, N.; Okano, T.; Sakurai, Y.; Kataoka, K.; Inoue, S. Characterization and Anticancer Activity of the Micelle-Forming Polymeric Anticancer Drug Adriamycin-Conjugated Poly(ethylene glycol)-Poly(aspartic acid) Block Copolymer Cancer Res. 1990, 50, 1693-1700
169. Yokoyama, M.; Sugiyama, T.; Okano, T.; Sakurai, Y.; Naito, M.; Kataoka, K. Analysis of Micelle Formation of an Adriamycin-Conjugated Poly(ethylene glycol) Poly(aspartic acid) Block-Copolymer by Gel-Permeation Chromatography Pharm. Res. 1993, 10, 895-899
170. Yokoyama, M.; Fukushima, S.; Uehara, R.; Okamoto, K.; Kataoka, K.; Sakurai, Y.; Okano, T. Characterization of Physical Entrapment and Chemical Conjugation of Adriamycin in Polymeric Micelles and Their Design for in Vivo Delivery to a Solid Tumor J. Controlled Release 1998, 50, 79-92
171. Takae, S.; Miyata, K.; Oba, M.; Ishii, T.; Nishiyama, N.; Itaka, K.; Yamasaki, Y.; Koyama, H.; Kataoka, K. PEG-Detachable Polyplex Micelles Based on Disulfide-Linked Block Catiomers as Bioresponsive Nonviral Gene Vectors J. Am. Chem. Soc. 2008, 130, 6001-6009
172. Kakizawa, Y.; Harada, A.; Kataoka, K. Environment-Sensitive Stabilization of Core-Shell Structured Polyion Complex Micelle by Reversible Cross-Linking of the Core through Disulfide Bond J. Am. Chem. Soc. 1999, 121, 11247-11248
173. Nakanishi, T.; Fukushima, S.; Okamoto, K.; Suzuki, M.; Matsumura, Y.; Yokoyama, M.; Okano, T.; Sakurai, Y.; Kataoka, K. Development of the Polymer Micelle Carrier System for Doxorubicin J. Controlled Release 2001, 74, 295-302
174. Bae, Y.; Nishiyama, N.; Fukushima, S.; Koyama, H.; Yasuhiro, M.; Kataoka, K. Preparation and Biological Characterization of Polymeric Micelle Drug Carriers with Intracellular pH-Triggered Drug Release Property: Tumor Permeability, Controlled Subcellular Drug Distribution, and Enhanced in Vivo Antitumor Efficacy Bioconjugate Chem. 2005, 16, 122-130
175. Osada, K.; Cabral, H.; Mochida, Y.; Lee, S.; Nagata, K.; Matsuura, T.; Yamamoto, M.; Anraku, Y.; Kishimura, A.; Nishiyama, N.; Kataoka, K. Bioactive Polymeric Metallosomes Self-Assembled through Block Copolymer-Metal Complexation J. Am. Chem. Soc. 2012, 134, 13172-13175
176. Kakizawa, Y.; Kataoka, K. Block Copolymer Micelles for Delivery of Gene and Related Compounds Adv. Drug Delivery Rev. 2002, 54, 203-222
177. Osada, K.; Yamasaki, Y.; Katayose, S.; Kataoka, K. A Synthetic Block Copolymer Regulates S1 Nuclease Fragmentation of Supercoiled Plasmid DNA Angew. Chem., Int. Ed. 2005, 44, 3544-3548
178. Tockary, T. A.; Osada, K.; Chen, Q. X.; Machitani, K.; Dirisala, A.; Uchida, S.; Nomoto, T.; Toh, K.; Matsumoto, Y.; Itaka, K.; Nitta, K.; Nagayama, K.; Kataoka, K. Tethered PEG Crowdedness Determining Shape and Blood Circulation Profile of Polyplex Micelle Gene Carriers Macromolecules 2013, 46, 6585-6592
179. Hua, S. H.; Li, Y. Y.; Liu, Y.; Xiao, W.; Li, C.; Huang, F. W.; Zhang, X. Z.; Zhuo, R. X. Self-Assembled Micelles Based on PEG-Polypeptide Hybrid Copolymers for Drug Delivery Macromol. Rapid Commun. 2010, 31, 81-86
180. Katayose, S.; Kataoka, K. Remarkable Increase in Nuclease Resistance of Plasmid DNA through Supramolecular Assembly with Poly(ethylene glycol) Poly(l -lysine) Block Copolymer J. Pharm. Sci. 1998, 87, 160-163
181. Trubetskoy, V. S.; Gazelle, G. S.; Wolf, G. L.; Torchilin, V. P. Block-Copolymer of Polyethylene Glycol and Polylysine as a Carrier of Organic Iodine: Design of Long-Circulating Particulate Contrast Medium for X-ray Computed Tomography J. Drug Targeting 1997, 4, 381-388
182. Jang, W. D.; Nishiyama, N.; Zhang, G. D.; Harada, A.; Jiang, D. L.; Kawauchi, S.; Morimoto, Y.; Kikuchi, M.; Koyama, H.; Aida, T.; Kataoka, K. Supramolecular Nanocarrier of Anionic Dendrimer Porphyrins with Cationic Block Copolymers Modified with Polyethylene Glycol to Enhance Intracellular Photodynamic Efficacy Angew. Chem., Int. Ed. 2005, 44, 419-423
183. Jeong, Y. I.; Cheon, J. B.; Kim, S. H.; Nah, J. W.; Lee, Y. M.; Sung, Y. K.; Akaike, T.; Cho, C. S. Clonazepam Release from Core-Shell Type Nanoparticles in Vitro J. Controlled Release 1998, 51, 169-178
184. La, S. B.; Okano, T.; Kataoka, K. Preparation and Characterization of the Micelle-Forming Polymeric Drug Indomethacin-Incorporated Poly(ethylene oxide)-Poly(β-benzyl l -aspartate) Block Copolymer Micelles J. Pharm. Sci. 1996, 85, 85-90
185. Nollmann, F. I.; Goldbach, T.; Berthold, N.; Hoffmann, R. Controlled Systemic Release of Therapeutic Peptides from PEGylated Prodrugs by Serum Proteases Angew. Chem., Int. Ed. 2013, 52, 7597-7599
186. Geng, Y.; Dalhaimer, P.; Cai, S. S.; Tsai, R.; Tewari, M.; Minko, T.; Discher, D. E. Shape Effects of Filaments versus Spherical Particles in Flow and Drug Delivery Nat. Nanotechnol. 2007, 2, 249-255