Extremely Stable Supramolecular Hydrogels Assembled from Nonionic Peptide Amphiphiles

Langmuir

Volumn 32, Issue 30, 2016, Pages 7512-7518

  Wan, Yaoming ^a   Wang, Zuoning ^a   Sun, Jing ^b   Li, Zhibo ^a,b  

^a INSTITUTE OF CHEMISTRY   (China)

^b QINGDAO UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AMINATION; AMPHIPHILES; GELATION; MEDICAL APPLICATIONS; PEPTIDES; POLYPEPTIDES; SCAFFOLDS; SCALABILITY; SHEAR THINNING;

BIOMEDICAL APPLICATIONS; GELATION CONCENTRATIONS; GELATION PROPERTIES; HIGH SALT CONCENTRATION; INJECTABLE SCAFFOLDS; N-CARBOXYANHYDRIDES; RING OPENING REACTION; SUPRAMOLECULAR HYDROGELS;

HYDROGELS;

ACID ANHYDRIDE; AMINO ACID; NANOMATERIAL; PEPTIDE; SODIUM CHLORIDE;

CHEMISTRY; DRUG STABILITY; HYDROGEL; PH; SYNTHESIS; ULTRASTRUCTURE;

AMINO ACIDS; ANHYDRIDES; DRUG STABILITY; HYDROGELS; HYDROGEN-ION CONCENTRATION; NANOSTRUCTURES; PEPTIDES; SODIUM CHLORIDE;

EID: 84980350520     PISSN: 07437463     EISSN: 15205827     Source Type: Journal    
DOI: 10.1021/acs.langmuir.6b00727     Document Type: Article

References (36)

1. Wu, E. C.; Zhang, S.; Hauser, C. A. E. Self-Assembling Peptides as Cell-Interactive Scaffolds Adv. Funct. Mater. 2012, 22 (3) 456-468 10.1002/adfm.201101905
2. Yan, C.; Mackay, M. E.; Czymmek, K.; Nagarkar, R. P.; Schneider, J. P.; Pochan, D. J. Injectable Solid Peptide Hydrogel as a Cell Carrier: Effects of Shear Flow on Hydrogels and Cell Payload Langmuir 2012, 28 (14) 6076-6087 10.1021/la2041746
3. Scott, C. M.; Forster, C. L.; Kokkoli, E. Three-Dimensional Cell Entrapment as a Function of the Weight Percent of Peptide-Amphiphile Hydrogels Langmuir 2015, 31 (22) 6122-6129 10.1021/acs.langmuir.5b00196
4. Tsuda, Y.; Morimoto, Y.; Takeuchi, S. Monodisperse Cell-Encapsulating Peptide Microgel Beads for 3D Cell Culture Langmuir 2010, 26 (4) 2645-2649 10.1021/la902827y
5. Bakota, E. L.; Wang, Y.; Danesh, F. R.; Hartgerink, J. D. Injectable Multidomain Peptide Nanofiber Hydrogel as a Delivery Agent for Stem Cell Secretome Biomacromolecules 2011, 12 (5) 1651-1657 10.1021/bm200035r
6. Zhu, W.; Li, Y.; Liu, L.; Chen, Y.; Wang, C.; Xi, F. Supramolecular Hydrogels from Cisplatin-Loaded Block Copolymer Nanoparticles and α-Cyclodextrins with a Stepwise Delivery Property Biomacromolecules 2010, 11 (11) 3086-3092 10.1021/bm100889j
7. Tran, N. Q.; Joung, Y. K.; Lih, E.; Park, K. D. In Situ Forming and Rutin-Releasing Chitosan Hydrogels As Injectable Dressings for Dermal Wound Healing Biomacromolecules 2011, 12 (8) 2872-2880 10.1021/bm200326g
8. Moyer, T. J.; Finbloom, J. A.; Chen, F.; Toft, D. J.; Cryns, V. L.; Stupp, S. I. pH and Amphiphilic Structure Direct Supramolecular Behavior in Biofunctional Assemblies J. Am. Chem. Soc. 2014, 136 (42) 14746-14752 10.1021/ja5042429
9. Niece, K. L.; Czeisler, C.; Sahni, V.; Tysseling-Mattiace, V.; Pashuck, E. T.; Kessler, J. A.; Stupp, S. I. Modification of gelation kinetics in bioactive peptide amphiphiles Biomaterials 2008, 29 (34) 4501-4509 10.1016/j.biomaterials.2008.07.049
10. Du, X.; Zhou, J.; Shi, J.; Xu, B. Supramolecular Hydrogelators and Hydrogels: From Soft Matter to Molecular Biomaterials Chem. Rev. 2015, 115 (24) 13165-13307 10.1021/acs.chemrev.5b00299
11. Lei, Y.; Rahim, M.; Ng, Q.; Segura, T. Hyaluronic acid and fibrin hydrogels with concentrated DNA/PEI polyplexes for local gene delivery J. Controlled Release 2011, 153 (3) 255-261 10.1016/j.jconrel.2011.01.028
12. Chan, T. R.; Stahl, P. J.; Yu, S. M. Matrix-Bound VEGF Mimetic Peptides: Design and Endothelial-Cell Activation in Collagen Scaffolds Adv. Funct. Mater. 2011, 21 (22) 4252-4262 10.1002/adfm.201101163
13. Nagarkar, R. P.; Hule, R. A.; Pochan, D. J.; Schneider, J. P. De Novo Design of Strand-Swapped β-Hairpin Hydrogels J. Am. Chem. Soc. 2008, 130 (13) 4466-4474 10.1021/ja710295t
14. Salick, D. A.; Pochan, D. J.; Schneider, J. P. Design of an Injectable β-Hairpin Peptide Hydrogel That Kills Methicillin-Resistant Staphylococcus aureus Adv. Mater. 2009, 21 (41) 4120-4123 10.1002/adma.200900189
15. Saini, A.; Chauhan, V. S. Self-Assembling Properties of Peptides Derived from TDP-43 C-Terminal Fragment Langmuir 2014, 30 (13) 3845-3856 10.1021/la404710w
16. Nowak, A. P.; Breedveld, V.; Pakstis, L.; Ozbas, B.; Pine, D. J.; Pochan, D.; Deming, T. J. Rapidly recovering hydrogel scaffolds from self-assembling diblock copolypeptide amphiphiles Nature 2002, 417 (6887) 424-428 10.1038/417424a
17. Popescu, M.-T.; Liontos, G.; Avgeropoulos, A.; Tsitsilianis, C. Stimuli responsive fibrous hydrogels from hierarchical self-assembly of a triblock copolypeptide Soft Matter 2015, 11 (2) 331-342 10.1039/C4SM02092H
18. Yan, Y.; de Keizer, A.; Martens, A. A.; Oliveira, C. L. P.; Pedersen, J. S.; de Wolf, F. A.; Drechsler, M.; Cohen Stuart, M. A.; Besseling, N. A. M. Polypeptide Nanoribbon Hydrogels Assembled through Multiple Supramolecular Interactions Langmuir 2009, 25 (22) 12899-12908 10.1021/la901834v
19. Hartgerink, J. D.; Beniash, E.; Stupp, S. I. Peptide-amphiphile nanofibers: A versatile scaffold for the preparation of self-assembling materials Proc. Natl. Acad. Sci. U. S. A. 2002, 99 (8) 5133-5138 10.1073/pnas.072699999
20. Jiang, H.; Guler, M. O.; Stupp, S. I. The internal structure of self-assembled peptide amphiphiles nanofibers Soft Matter 2007, 3 (4) 454-462 10.1039/b614426h
21. Cui, H.; Cheetham, A. G.; Pashuck, E. T.; Stupp, S. I. Amino Acid Sequence in Constitutionally Isomeric Tetrapeptide Amphiphiles Dictates Architecture of One-Dimensional Nanostructures J. Am. Chem. Soc. 2014, 136 (35) 12461-12468 10.1021/ja507051w
22. Chen, C.; Wu, D.; Fu, W.; Li, Z. Peptide Hydrogels Assembled from Nonionic Alkyl-polypeptide Amphiphiles Prepared by Ring-Opening Polymerization Biomacromolecules 2013, 14 (8) 2494-2498 10.1021/bm4008259
23. Zhang, S.; Alvarez, D. J.; Sofroniew, M. V.; Deming, T. J. Design and Synthesis of Nonionic Copolypeptide Hydrogels with Reversible Thermoresponsive and Tunable Physical Properties Biomacromolecules 2015, 16 (4) 1331-1340 10.1021/acs.biomac.5b00124
24. Inomata, K.; Iguchi, Y.; Mizutani, K.; Sugimoto, H.; Nakanishi, E. Anisotropic Swelling Behavior Induced by Helix-Coil Transition in Liquid Crystalline Polypeptide Gels ACS Macro Lett. 2012, 1 (7) 807-810 10.1021/mz300132s
25. Daly, W. H.; Poché, D. The preparation of N-carboxyanhydrides of α-amino acids using bis(trichloromethyl)carbonate Tetrahedron Lett. 1988, 29 (46) 5859-5862 10.1016/S0040-4039(00)82209-1
26. 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 (11) 5528-5578 10.1021/cr900049t
27. Kricheldorf, H. R. Polypeptides and 100 Years of Chemistry of α-Amino Acid N-Carboxyanhydrides Angew. Chem., Int. Ed. 2006, 45 (35) 5752-5784 10.1002/anie.200600693
28. Lupu-Lotan, N.; Yaron, A.; Berger, A.; Sela, M. Conformation changes in the nonionizable water-soluble synthetic polypeptide poly-N5-(3-hydroxypropyl) -L-glutamine Biopolymers 1965, 3 (6) 625-655 10.1002/bip.360030604
29. Tang, H.; Zhang, D. General Route toward Side-Chain-Functionalized α-Helical Polypeptides Biomacromolecules 2010, 11 (6) 1585-1592 10.1021/bm1002174
30. Fu, I. W.; Markegard, C. B.; Chu, B. K.; Nguyen, H. D. Role of Hydrophobicity on Self-Assembly by Peptide Amphiphiles via Molecular Dynamics Simulations Langmuir 2014, 30 (26) 7745-7754 10.1021/la5012988
31. Geisler, I. M.; Schneider, J. P. Evolution-Based Design of an Injectable Hydrogel Adv. Funct. Mater. 2012, 22 (3) 529-537 10.1002/adfm.201102330
32. Paramonov, S. E.; Jun, H.-W.; Hartgerink, J. D. Self-Assembly of Peptide-Amphiphile Nanofibers: The Roles of Hydrogen Bonding and Amphiphilic Packing J. Am. Chem. Soc. 2006, 128 (22) 7291-7298 10.1021/ja060573x
33. Moyer, T. J.; Cui, H.; Stupp, S. I. Tuning Nanostructure Dimensions with Supramolecular Twisting J. Phys. Chem. B 2013, 117 (16) 4604-4610 10.1021/jp3087978
34. Pashuck, E. T.; Stupp, S. I. Direct Observation of Morphological Tranformation from Twisted Ribbons into Helical Ribbons J. Am. Chem. Soc. 2010, 132 (26) 8819-8821 10.1021/ja100613w
35. Allara, D. L.; Nuzzo, R. G. Spontaneously organized molecular assemblies. 2. Quantitative infrared spectroscopic determination of equilibrium structures of solution-adsorbed n-alkanoic acids on an oxidized aluminum surface Langmuir 1985, 1 (1) 52-66 10.1021/la00061a008
36. Dong, A.; Huang, P.; Caughey, W. S. Protein secondary structures in water from second-derivative amide I infrared spectra Biochemistry 1990, 29 (13) 3303-3308 10.1021/bi00465a022