Combinatorial approach to develop tailored biodegradable poly(xylitol dicarboxylate) polyesters

Biomacromolecules

Volumn 15, Issue 11, 2014, Pages 4302-4313

  Dasgupta, Queeny ^a   Chatterjee, Kaushik ^a   Madras, Giridhar ^a  

^a INDIAN INSTITUTE OF SCIENCE   (India)

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL MATERIALS; BIOMATERIALS; CARBOXYLATION; CHAIN LENGTH; CHAINS; CROSSLINKING; CURING; DEGRADATION; FUNCTIONAL POLYMERS; MEDICAL APPLICATIONS; POLYESTERS; RATE CONSTANTS; SUGAR SUBSTITUTES;

BIOMEDICAL APPLICATIONS; COMBINATORIAL APPROACH; CONTROLLED RELEASE PROPERTIES; FIRST-ORDER PROCESS; PHYSICOCHEMICAL PROPERTY; POST-POLYMERIZATION; STOICHIOMETRIC RATIO; SYSTEMATIC VARIATION;

BIODEGRADABLE POLYMERS;

ADIPIC ACID; BIOMATERIAL; CARBOXYLIC ACID; POLY(XYLITOL DICARBOXYLIC ACID); POLYESTER; SEBACIC ACID; SUBERIC ACID; SUCCINIC ACID; SURFACE WATER; UNCLASSIFIED DRUG; XYLITOL; BIODEGRADABLE PLASTIC; DICARBOXYLIC ACID;

ARTICLE; BIODEGRADABILITY; BIODEGRADATION; CELL VIABILITY; COMBINATORIAL CHEMISTRY; CONTROLLED STUDY; CROSS LINKING; DIFFERENTIAL SCANNING CALORIMETRY; DIFFUSION; ESTERIFICATION; HYDROLYSIS; HYDROPHOBICITY; INFRARED SPECTROSCOPY; MOLECULAR MECHANICS; PHYSICAL CHEMISTRY; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; STOICHIOMETRY; SYNTHESIS; WETTABILITY; CHEMISTRY; HELA CELL LINE; HUMAN; METABOLISM; PROCEDURES;

BIODEGRADABLE PLASTICS; COMBINATORIAL CHEMISTRY TECHNIQUES; DICARBOXYLIC ACIDS; HELA CELLS; HUMANS; POLYESTERS; XYLITOL;

EID: 84910069447     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm5013025     Document Type: Article

References (48)

1. Gunatillake, P. A.; Adhikari, R. Biodegradable synthetic polymers for tissue engineering Eur. Cell Mater. 2003, 5, 1-16
2. Soppimath, K. S.; Aminabhavi, T. M.; Kulkarni, A. R.; Rudzinski, W. E. Biodegradable polymeric nanoparticles as drug delivery devices J. Controlled Release 2001, 70, 1-20
3. Katti, D. S.; Robinson, K. W.; Ko, F. K.; Laurencin, C. T. Bioresorbable nanofiber-based systems for wound healing and drug delivery: Optimization of fabrication parameters J. Biomed. Mater. Res., Part B 2004, 70, 286-296
4. Lund, A. W.; Yener, B.; Stegemann, J. P.; Plopper, G. E. The natural and engineered 3D microenvironment as a regulatory cue during stem cell fate determination Tissue Eng., Part B 2009, 15, 371-380
5. Chatterjee, K.; Lin-Gibson, S.; Wallace, W. E.; Parekh, S. H.; Lee, Y. J.; Cicerone, M. T.; Young, M. F.; Simon, C. G., Jr The effect of 3D hydrogel scaffold modulus on osteoblast differentiation and mineralization revealed by combinatorial screening Biomaterials 2010, 31, 5051-5062
6. Engler, A. J.; Sen, S.; Sweeney, H. L.; Discher, D. E. Matrix elasticity directs stem cell lineage specification Cell 2006, 126, 677-689
7. Sheetz, M. P.; Felsenfeld, D. P.; Galbraith, C. G. Cell migration: Regulation of force on extracellular-matrix-integrin complexes Trends Cell. Biol. 1998, 8, 51-54
8. Levental, I.; Georges, P. C.; Janmey, P. A. Soft biological materials and their impact on cell function Soft Matter 2007, 3, 299-306
9. Kuppan, P.; Vasanthan, K. S.; Sundaramurthi, D.; Krishnan, U. M.; Sethuraman, S. Development of poly(3-hydroxybutyrate- co -3-hydroxyvalerate) fibers for skin tissue engineering: Effects of topography, mechanical, and chemical stimuli Biomacromolecules 2011, 12, 3156-3165
10. Guilak, F.; Cohen, D. M.; Estes, B. T.; Gimble, J. M.; Liedtke, W.; Chen, C. S. Control of stem cell fate by physical interactions with the extracellular matrix Cell Stem Cell 2009, 5, 17-26
11. Saha, K.; Keung, A. J.; Irwin, E. F.; Li, Y.; Little, L.; Schaffer, D. V.; Healy, K. E. Substrate modulus directs neural stem cell behavior Biophys. J. 2008, 95, 4426-4438
12. Kilian, K. A.; Bugarija, B.; Lahn, B. T.; Mrksich, M. Geometric cues for directing the differentiation of mesenchymal stem cells Proc. Natl. Acad. Sci. U.S.A. 2010, 107, 4872-4877
13. Kim, K.; Luu, Y. K.; Chang, C.; Fang, D.; Hsiao, B. S.; Chu, B.; Hadjiargyrou, M. Incorporation and controlled release of a hydrophilic antibiotic using poly(lactide- co -glycolide)-based electrospun nanofibrous scaffolds J. Controlled Release 2004, 98, 47-56
14. Lutolf, M. P.; Gilbert, P. M.; Blau, H. M. Designing materials to direct stem-cell fate Nature 2009, 462, 433-441
15. Uhrich, K. E.; Cannizzaro, S. M.; Langer, R. S.; Shakesheff, K. M. Polymeric systems for controlled drug release Chem. Rev. (Washington, DC, U. S.) 1999, 99, 3181-3198
16. Lemmouchi, Y.; Schacht, E.; Kageruka, P.; De Deken, R.; Diarra, B.; Diall, O.; Geerts, S. Biodegradable polyesters for controlled release of trypanocidal drugs: In vitro and in vivo studies Biomaterials 1998, 19, 1827-1837
17. Grayson, A. C. R.; Choi, I. S.; Tyler, B. M.; Wang, P. P.; Brem, H.; Cima, M. J.; Langer, R. Multi-pulse drug delivery from a resorbable polymeric microchip device Nat. Mater. 2003, 2, 767-772
18. Göpferich, A. Mechanisms of polymer degradation and erosion Biomaterials 1996, 17, 103-114
19. Webb, A. R.; Yang, J.; Ameer, G. A. Biodegradable polyester elastomers in tissue engineering Expert Opin. Biol. Ther. 2004, 4, 801-812
20. Vasita, R.; Katti, D. S. Nanofibers and their applications in tissue engineering Int. J. Nanomed. 2006, 1, 15
21. Tibbitt, M. W.; Anseth, K. S. Hydrogels as extracellular matrix mimics for 3D cell culture Biotechnol. Bioeng. 2009, 103, 655-663
22. Abeylath, S. C.; Ganta, S.; Iyer, A. K.; Amiji, M. Combinatorial-designed multifunctional polymeric nanosystems for tumor-targeted therapeutic delivery Acc. Chem. Res. 2011, 44, 1009-1017
23. Brocchini, S.; James, K.; Tangpasuthadol, V.; Kohn, J. A combinatorial approach for polymer design J. Am. Chem. Soc. 1997, 119, 4553-4554
24. Brocchini, S.; James, K.; Tangpasuthadol, V.; Kohn, J. Structure-property correlations in a combinatorial library of degradable biomaterials J. Biomed. Mater. Res. 1998, 42, 66-75
25. Simon, C. G.; Lin-Gibson, S. Combinatorial and high-throughput screening of biomaterials Adv. Mater. (Weinheim, Ger.) 2011, 23, 369-387
26. Chatterjee, K.; Sun, L.; Chow, L. C.; Young, M. F.; Simon, C. G., Jr Combinatorial screening of osteoblast response to 3D calcium phosphate/poly(ε-caprolactone) scaffolds using gradients and arrays Biomaterials 2011, 32, 1361-1369
27. Ranga, A.; Gobaa, S.; Okawa, Y.; Mosiewicz, K.; Negro, A.; Lutolf, M. 3D niche microarrays for systems-level analyses of cell fate Nat. Commun. 2014, 5
28. Lam, C. X.; Savalani, M. M.; Teoh, S.-H.; Hutmacher, D. W. Dynamics of in vitro polymer degradation of polycaprolactone-based scaffolds: Accelerated versus simulated physiological conditions Biomed. Mater. 2008, 3, 034108
29. Makadia, H. K.; Siegel, S. J. Poly-lactic- co -glycolic acid (PLGA) as biodegradable controlled drug delivery carrier Polymers 2011, 3, 1377-1397
30. Bruggeman, J. P.; Bettinger, C. J.; Nijst, C. L.; Kohane, D. S.; Langer, R. Biodegradable xylitol-based polymers Adv. Mater. (Weinheim, Ger.) 2008, 20, 1922-1927
31. Bruggeman, J. P.; Bettinger, C. J.; Langer, R. Biodegradable xylitol-based elastomers: In vivo behavior and biocompatibility J. Biomed. Mater. Res., Part A 2010, 95, 92-104
32. Barton, A. F. CRC Handbook of Solubility Parameters and Other Cohesion Parameters; CRC Press: Boca Raton, FL, 1991.
33. Sperling, L. H. Introduction to Physical Polymer Science; John Wiley and Sons: New York, 2005.
34. Bruggeman, J. P.; de Bruin, B.-J.; Bettinger, C. J.; Langer, R. Biodegradable poly(polyol sebacate) polymers Biomaterials 2008, 29, 4726-4735
35. Gray, D. E. American Institute of Physics Handbook; McGraw-Hill: New York, 1982.
36. Chandorkar, Y.; Bhagat, R. K.; Madras, G.; Basu, B. Cross-linked, biodegradable, cytocompatible salicylic acid based polyesters for localized, sustained delivery of salicylic acid: An in vitro study Biomacromolecules 2014, 15, 863-875
37. Nielsen, L. E. Cross-linking-effect on physical properties of polymers J. Macromol. Sci., Polym. Rev. 1969, 3, 69-103
38. Gaivoronskii, A.; Granzhan, V. Solubility of adipic acid in organic solvents and water Russ. J. Appl. Chem. 2005, 78, 404-408
39. Xia, Q.; Zhang, F.-B.; Zhang, G.-L.; Ma, J.-C.; Zhao, L. Solubility of sebacic acid in binary water + ethanol solvent mixtures J. Chem. Eng. Data 2008, 53, 838-840
40. Sathiskumar, P.; Madras, G. Synthesis, characterization, degradation of biodegradable castor oil based polyesters Polym. Degrad. Stab. 2011, 96, 1695-1704
41. Shieh, L.; Tamada, J.; Tabata, Y.; Domb, A.; Langer, R. Drug release from a new family of biodegradable polyanhydrides J. Controlled Release 1994, 29, 73-82
42. Costa, P.; Sousa Lobo, J. M. Modeling and comparison of dissolution profiles Eur. J. Pharm. Sci. 2001, 13, 123-133
43. Soppimath, K. S.; Aminabhavi, T. M. Water transport and drug release study from cross-linked polyacrylamide grafted guar gum hydrogel microspheres for the controlled release application Eur. J. Pharm. Biopharm. 2002, 53, 87-98
44. Yang, J.; Webb, A. R.; Ameer, G. A. Novel citric acid-based biodegradable elastomers for tissue engineering Adv. Mater. (Weinheim, Ger.) 2004, 16, 511-516
45. Wang, Y.; Ameer, G. A.; Sheppard, B. J.; Langer, R. A tough biodegradable elastomer Nat. Biotechnol. 2002, 20, 602-606
46. Jena, K. K.; Raju, K.; Prathab, B.; Aminabhavi, T. M. Hyperbranched polyesters: Synthesis, characterization, and molecular simulations J. Phys. Chem. B 2007, 111, 8801-8811
47. Prathab, B.; Aminabhavi, T. M.; Parthasarathi, R.; Manikandan, P.; Subramanian, V. Molecular modeling and atomistic simulation strategies to determine surface properties of perfluorinated homopolymers and their random copolymers Polymer 2006, 47, 6914-6924
48. Bandyopadhyay, A.; Valavala, P. K.; Clancy, T. C.; Wise, K. E.; Odegard, G. M. Molecular modeling of crosslinked epoxy polymers: The effect of crosslink density on thermomechanical properties Polymer 2011, 52, 2445-2452