Elastin-like recombinamer catalyst-free click gels: Characterization of poroelastic and intrinsic viscoelastic properties

Acta Biomaterialia

Volumn 10, Issue 6, 2014, Pages 2495-2505

  González De Torre, Israel ^a   Santos, Mercedes ^a   Quintanilla, Luis ^a   Testera, Ana ^a   Alonso, Matilde ^a   Rodríguez Cabello, José Carlos ^a  

^a UNIVERSITY OF VALLADOLID   (Spain)

Author keywords

Catalyst free click chemistry; ELRs; Fluid independent viscoelasticity; Poroelasticity

Indexed keywords

CATALYSTS; CELL ADHESION; CROSSLINKING; ELASTIN; EXPONENTIAL FUNCTIONS; GELS; GLYCOPROTEINS; STRESS RELAXATION;

CATALYST-FREE; CATALYST-FREE CLICK CHEMISTRY; CELLS ADHESION; CLICK CHEMISTRY; ELR; FLUID-INDEPENDENT VISCOELASTICITY; PORO-ELASTICITY; POROELASTIC; REACTIVE GROUP; VISCOELASTIC PROPERTIES;

VISCOELASTICITY;

AZIDE; ELASTIN; ELASTIN LIKE RECOMBINAMER CATALYST FREE CLICK GEL; UNCLASSIFIED DRUG; HYDROGEL;

ARTICLE; CATALYST; CELL ADHESION; CLICK CHEMISTRY; CONTROLLED STUDY; CROSS LINKING; DRUG DELIVERY SYSTEM; GEL; HYDRAULIC PERMEABILITY; HYDROGEL; INTERSTITIAL FLUID; MEASUREMENT; POROSITY; PRIORITY JOURNAL; SCANNING ELECTRON MICROSCOPY; SWELLING; SYNTHESIS; TEMPERATURE; TISSUE ENGINEERING; VISCOELASTICITY; YOUNG MODULUS; AMINO ACID SEQUENCE; CATALYSIS; CHEMISTRY; ELASTICITY; MOLECULAR GENETICS; VISCOSITY;

AMINO ACID SEQUENCE; CATALYSIS; ELASTICITY; ELASTIN; HYDROGELS; MICROSCOPY, ELECTRON, SCANNING; MOLECULAR SEQUENCE DATA; POROSITY; VISCOSITY;

EID: 84899646148     PISSN: 17427061     EISSN: 18787568     Source Type: Journal    
DOI: 10.1016/j.actbio.2014.02.006     Document Type: Article

References (61)

1. Rodríguez-Cabello JC, Martín L, Alonso M, Arias FJ, Testera AM. "Recombinamers" as advanced materials for the post-oil age. Polymer 2009;50:5159-69.
2. Wright ER, Conticello VP. Self-assembly of block copolymers derived from elastin-mimetic polypeptide sequences. Adv Drug Deliv Rev 2002;54:1057-73.
3. Kolb HC, Finn MG, Sharpless KB. Click chemistry: diverse chemical function from a few good reactions. Angew Chem Int Ed 2001;40:2004-21.
4. Huisgen R. 1,3-Dipolar cycloadditions. Past and future. Angew Chem Int Ed Engl 1963;2:565-98.
5. Matthew W, John M, Ying-Chuan L, Steven MS, William L, Arthur JO, et al. Inhibitors of HIV-1 protease by using in situ click chemistry. Angew Chem 2006;118.
6. Baskin JM, Prescher JA, Laughlin ST, Agard NJ, Chang PV, Miller IA, et al. Copper-free click chemistry for dynamic in vivo imaging. Proc Nat Acad Sci 2007;104:16793-7.
7. Wenge U, Ehrenschwender T, Wagenknecht H-A. Synthesis of 20-O-propargyl nucleoside triphosphates for enzymatic oligonucleotide preparation and "click" modification of DNA with Nile red as fluorescent probe. Bioconjug Chem 2013;24:301-4.
8. Laughlin ST, Baskin JM, Amacher SL, Bertozzi CR. In vivo imaging of membraneassociated glycans in developing zebrafish. Science 2008;320:664-7.
9. Pierna M, Santos M, Arias FJ, Alonso M, Rodríguez-Cabello JC. Efficient cell and cell-sheet harvesting based on smart surfaces coated with a multifunctional and self-organizing elastin-like recombinamer. Biomacromolecules 2013;14:1893-903.
10. Kennedy DC, McKay CS, Legault MCB, Danielson DC, Blake JA, Pegoraro AF, et al. Cellular consequences of copper complexes used to catalyze bioorthogonal click reactions. J Am Chem Soc 2011;133:17993-8001.
11. Jewett JC, Bertozzi CR. Cu-free click cycloaddition reactions in chemical biology. Chem Soc Rev 2010;39:1272-9.
12. Ossipov DA, Hilborn J. Poly(vinyl alcohol)-based hydrogels formed by "click chemistry". Macromolecules 2006;39:1709-18.
13. Lai WM, Hou JS, Mow VC. A triphasic theory for the swelling and deformation behaviors of articular cartilage. J Biomech Eng 1991;113:245-58.
14. Mow VC, Kuei SC, Lai WM, Armstrong CG. Biphasic creep and stress relaxation of articular cartilage in compression? Theory and experiments. J Biomech Eng 1980;102:73-84.
15. Armstrong CG, Lai WM, Mow VC. An analysis of the unconfined compression of articular cartilage. J Biomech Eng 1984;106:165-73.
16. Biot MA. General theory of three dimensional consolidation. J Appl Phys 1941;12:155-64.
17. Hayes WC, Bodine AJ. Flow-independent viscoelastic properties of articular cartilage matrix. J Biomech 1978;11:407-19.
18. Mak AF. The apparent viscoelastic behavior of articular cartilage - the contributions from the intrinsic matrix viscoelasticity and interstitial fluid flows. J Biomech Eng 1986;108:123-30.
19. Mak AF. Unconfined compression of hydrated viscoelastic tissues: a biphasic poroviscoelastic analysis. Biorheology 1986;23:371-83.
20. Kalyanam S, Yapp RD, Insana MF. Poro-viscoelastic behavior of gelatin hydrogels under compression - implications for bioelasticity imaging. J Biomech Eng 2009;131:081005.
21. Girotti A, Reguera J, Rodriguez-Cabello JC, Arias FJ, Alonso M, Matestera A. Design and bioproduction of a recombinant multi(bio)functional elastin-like protein polymer containing cell adhesion sequences for tissue engineering purposes. J Mater Sci Mater Med 2004;15:479-84.
22. Costa R, Custódio C, Arias F, Rodríguez-Cabello J, Mano J. Layer-by-layer assembly of chitosan and recombinant biopolymers into biomimetic coatings with multiple stimuli-responsive properties. Small 2011;7:2640-9.
23. Wang L, Schultz P. Expanding the genetic code. Angewandte Chemie (International ed in English) 2004;44:34-66.
24. Schoffelen S, Lambermon M, van Eldijk M, van Hest J. Site-specific modification of Candida antarctica lipase B via residue-specific incorporation of a noncanonical amino acid. Bioconjug Chem 2008;19:1127-31.
25. Kodama K, Fukuzawa S, Nakayama H, Kigawa T, Sakamoto K, Yabuki T, et al. Regioselective carbon-carbon bond formation in proteins with palladium catalysis; new protein chemistry by organometallic chemistry. Chembiochem Eur J Chem Biol 2006;7:134-9.
26. Chiara JL, Martín Lomas M, Vasella A, Witzig C. Convenient synthesis of 2- azido-2-deoxy-aldoses by diazo transfer. Helv Chim Acta 2004;74:2073-7.
27. Beckmann H, Wittmann V. One-pot procedure for diazo transfer and azide- alkyne cycloaddition: triazole linkages from amines. Org Lett 2007;9:1-4.
28. Pothukanuri S, Winssinger N. A highly efficient azide-based protecting group for amines and alcohols. Org Lett 2007;9:2223-5.
29. Lundquist JT, Pelletier JC. Improved solid-phase peptide synthesis method utilizing a-azide-protected amino acids. Org Lett 2001;3:781-3.
30. McMillan RA, Conticello VP. Synthesis and characterization of elastin-mimetic protein gels derived from a well-defined polypeptide precursor. Macromolecules 2000;33:4809-21.
31. Trabbic-Carlson K, Setton LA, Chilkoti A. Swelling and mechanical behaviors of chemically cross-linked hydrogels of elastin-like polypeptides. Biomacromolecules 2003;4:572-80.
32. Koschella A, Hartlieb M, Heinze T. A "click-chemistry" approach to cellulosebased hydrogels. Carbohydr Polym 2011;86:154-61.
33. Xu X-D, Chen C-S, Wang Z-C, Wang G-R, Cheng S-X, Zhang X-Z, et al. "Click" chemistry for in situ formation of thermoresponsive P(NIPAAm-co-HEMA)- based hydrogels. J Polym Sci Part A Polym Chem 2008;46:5263-77.
34. Zeng X, Ruckenstein E. Control of pore sizes in macroporous chitosan and chitin membranes. Ind Eng Chem Res 1996;35:4169-75.
35. Martin L, Alonso M, Girotti A, Arias FJ, Rodriguez-Cabello JC. Synthesis and characterization of macroporous thermosensitive hydrogels from recombinant elastin-like polymers. Biomacromolecules 2009;10:3015-22.
36. Mow VC, Holmes MH, Michael Lai W. Fluid transport and mechanical properties of articular cartilage: a review. J Biomech 1984;17:377-94.
37. Marijnissen WJCM, van Osch GJVM, Aigner J, van der Veen SW, Hollander AP, Verwoerd-Verhoef HL, et al. Alginate as a chondrocyte-delivery substance in combination with a non-woven scaffold for cartilage tissue engineering. Biomaterials 2002;23:1511-7.
38. Lee KY, Peters MC, Anderson KW, Mooney DJ. Controlled growth factor release from synthetic extracellular matrices. Nature 2000;408:998-1000.
39. Kim B-S, Nikolovski J, Bonadio J, Mooney DJ. Cyclic mechanical strain regulates the development of engineered smooth muscle tissue. Nat Biotech 1999;17:979-83.
40. Lee KY, Rowley JA, Eiselt P, Moy EM, Bouhadir KH, Mooney DJ. Controlling mechanical and swelling properties of alginate hydrogels independently by cross-linker type and cross-linking density. Macromolecules 2000;33:4291-4.
41. Meyvis TKL, Stubbe BG, Van Steenbergen MJ, Hennink WE, De Smedt SC, Demeester J. A comparison between the use of dynamic mechanical analysis and oscillatory shear rheometry for the characterisation of hydrogels. Int J Pharm 2002;244:163-8.
42. Kavanagh GM, Ross-Murphy SB. Rheological characterisation of polymer gels. Prog Polym Sci 1998;23:533-62.
43. Tschoegl NW. The phenomenological theory of linear viscoelastic behavior: an introduction. Berlin: Springer-Verlag; 1989.
44. Kiss MZ, Varghese T, Hall TJ. Viscoelastic characterization of in vitro canine tissue. Phys Med Biol 2004;49:4207-18.
45. Kiss MZ, Hobson MA, Varghese T, Harter J, Kliewer MA, Hartenbach EM, et al. Frequency-dependent complex modulus of the uterus: preliminary results. Phys Med Biol 2006;51:3683-95.
46. Oliveira MB, Song W, Martin L, Oliveira SM, Caridade SG, Alonso M, et al. Development of an injectable system based on elastin-like recombinamer particles for tissue engineering applications. Soft Matter 2011;7:6426-34.
47. Spiller KL, Laurencin SJ, Charlton D, Maher SA, Lowman AM. Superporous hydrogels for cartilage repair: evaluation of the morphological and mechanical properties. Acta Biomater 2008;4:17-25.
48. Ghosh S, Gutierrez V, Fernández C, Rodriguez-Perez MA, Viana JC, Reis RL, et al. Dynamic mechanical behavior of starch-based scaffolds in dry and physiologically simulated conditions: effect of porosity and pore size. Acta Biomater 2008;4:950-9.
49. Yu Q, Zhou J, Fung YC. Neutral axis location in bending and Young's modulus of different layers of arterial wall. Am J Physiol Heart Circul Physiol 1993;265:H52-60.
50. Erkamp RQ, Wiggins P, Skovoroda AR, Emelianov SY, O'Donnell M. Measuring the elastic modulus of small tissue samples. Ultrason Imaging 1998;20:17-28.
51. Freeman PM, Natarajan RN, Kimura JH, Andriacchi TP. Chondrocyte cells respond mechanically to compressive loads. J Orthop Res 1994;12:311-20.
52. Soltz MA, Ateshian GA. A conewise linear elasticity mixture model for the analysis of tension-compression nonlinearity in articular cartilage. J Biomech Eng 2000;122:576-86.
53. Buechner PM, Lakes RS, Swan C, Brand RA. A broadband viscoelastic spectroscopic study of bovine bone: implications for fluid flow. Ann Biomed Eng 2001;29:719-28.
54. Frank EH, Grodzinsky AJ. Cartilage electromechanics. II. A continuum model of cartilage electrokinetics and correlation with experiments. J Biomech 1987;20:629-39.
55. Kim YJ, Bonassar LJ, Grodzinsky AJ. The role of cartilage streaming potential, fluid flow and pressure in the stimulation of chondrocyte biosynthesis during dynamic compression. J Biomech 1995;28:1055-66.
56. Soltz MA, Ateshian GA. Interstitial fluid pressurization during confined compression cyclical loading of articular cartilage. Ann Biomed Eng 2000;28:150-9.
57. Han L, Frank Eliot H, Greene Jacqueline J, Lee H-Y, Hung H-Hwa K, Grodzinsky Alan J, et al. Time-dependent nanomechanics of cartilage. Biophys J 2011;100:1846-54.
58. Lee B, Han L, Frank EH, Chubinskaya S, Ortiz C, Grodzinsky AJ. Dynamic mechanical properties of the tissue-engineered matrix associated with individual chondrocytes. J Biomech 2010;43:469-76.
59. Grodzinsky AJ, Frank EH. Fields, forces, and flows in biological systems. London: Garland Science; 2011.
60. Suh JK, Bai S. Finite element formulation of biphasic poroviscoelastic model for articular cartilage. J Biomech Eng 1998;120:195-201.
61. Strange DGT, Fletcher TL, Tonsomboon K, Brawn H, Zhao X, Oyen ML. Separating poroviscoelastic deformation mechanisms in hydrogels. Appl Phys Lett 2013;102:031913-31914.