Synthesis and swelling properties of novel pH-sensitive poly(aspartic acid) gels

Acta Biomaterialia

Volumn 4, Issue 3, 2008, Pages 733-744

  Gyenes, Tamás ^a   Torma, Viktória ^a   Gyarmati, Benjámin ^a   Zrínyi, Miklós ^a  

^a BUDAPEST UNIVERSITY OF TECHNOLOGY AND ECONOMICS   (Hungary)

Author keywords

pH sensitivity; Poly(aspartic acid); Poly(succinimide); Polymer gel; Swelling

Indexed keywords

AMINO ACIDS; BIOCOMPATIBILITY; CROSSLINKING; GELS; HYDROLYSIS;

PH SENSITIVE; PH-SENSITIVITY; POLY(ASPARTIC ACID); POLY(SUCCINIMIDE); POLYASPARTIC ACID; POLYMER GELS; SUCCINIMIDE; SWELLING PROPERTIES; THERMAL POLYCONDENSATION;

PH SENSORS;

AMINE; AMINO ACID DERIVATIVE; CYSTAMINE; LYSINE; POLYAMINE; POLYASPARTIC ACID; PUTRESCINE; SPERMIDINE; SPERMINE; SUCCINIMIDE DERIVATIVE;

ARTICLE; BIOCOMPATIBILITY; BIODEGRADATION; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CONTROLLED STUDY; CROSS LINKING; HYDROGEL; HYDROLYSIS; PH; PHASE TRANSITION; POLYMERIZATION; POTENTIOMETRIC TITRATION; PRIORITY JOURNAL; RING OPENING; STRESS STRAIN RELATIONSHIP; SYNTHESIS; YOUNG MODULUS;

EID: 41549132039     PISSN: 17427061     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.actbio.2007.12.004     Document Type: Article

References (39)

1. Tanaka Y., Gong J.P., and Osada Y. Novel hydrogels with excellent mechanical performance. Prog Polym Sci 30 (2005) 1-9
2. Kataoka K., Miyazaki, Bunya, Okano, and Sakurai. Totally synthetic polymer gels responding to external glucose concentration: their preparation and application to on-off regulation of insulin release. J Am Chem Soc 120 (1998) 12694-12695
3. Schild H.G. Poly(N-isopropylacrylamide): experiment, theory and application. Prog Polym Sci 17 (1992) 163-249
4. Tachibana Y., Kurisawa M., Uyama H., Kakuchi T., and Kobayashi S. Biodegradable thermoresponsive poly(amino acid)s. Chem Lett 32 (2003) 374-375
5. Park T.G., and Hoffman A.S. Synthesis and characterization of pH- and/or temperature-sensitive hydrogels. J Appl Polym Sci 46 (2003) 659-671
6. Andrade JD. Hydrogels for medical and related application. In: ACS Symposium Series vol. 631. Washington, DC: American Chemical Society; 1996.
7. Ricka J., and Tanaka T. Swelling of ionic gels: quantitative performance of the Donnan theory. Macromolecules 17 (1984) 2916-2921
8. Schild H.G., Muthukumar M., and Tirrel D.A. Cononsolvency in mixed aqueous solutions of poly(N-isopropylacrylamide). Macromolecules 24 (1991) 948-952
9. 2+ removal from glycyrrhizin. J Appl Polym Sci 97 (2005) 2215-2220
10. 2 particles operated under static electric field. Macromolecules 33 (2000) 5751-5753
11. Okuzaki H., and Osada Y. Electro-driven chemomechanical polymer gel as an intelligent soft material. J Biomater Sci Polym Ed 5 (1994) 485-496
12. Szilágyi A., Sumaru K., Sugiura S., Takagi T., Shinbo T., Zri{dotless}́nyi M., and Kanamori T. Rewritable microrelief formation on photoresponsive hydrogel layers. Chem Mater 19 (2007) 2730-2732
13. Kost J., and Langer R. Responsive polymeric delivery systems. Adv Drug Deliver Rev 46 (2001) 125-148
14. Tanaka T. Collapse of gels and the critical endpoint. Phys Rev Lett 40 (1978) 820-823
15. Roseman T.J., and Mansdorf S.Z. Controlled-release delivery systems (1983), Marcel Dekker, New York and Basel
16. Sahoo S.K., and Labhasetwar V. Nanotech approaches to drug delivery and imaging. Drug Discov Today 8 (2003) 1112-1120
17. Gyenes T., and Zri{dotless}́nyi M. Controlled drug delivery systems. Paradigm change in pharmacology. Acta Pharm Hung 71 (2001) 405-421
18. Brannon-Peppas L. Polymers in controlled drug delivery. Med Plast Biomater 4 (1997) 34-44
19. Dusek K., and Prins W. Structure and elasticity of non-crystalline polymer networks. Adv Polym Sci 6 (1969) 1-102
20. Shalaby S.W. Biomedical polymers (1994), Hanser, Munich
21. Nathan A., and Kohn J. Amino acid derived polymers. In: Shalaby S.W. (Ed). Designed to degrade biomedical polymers (1994), Hanser, NY
22. Katchalski E., and Sela M. Synthesis and chemical properties of poly-alpha-amino acids. Adv Protein Chem 13 (1958) 243-492
23. Tirrell D.A., Fournier M.J., and Mason T.L. Protein engineering for materials applications. Curr Opin Struct Biol 1 (1991) 638-641
24. Urry D.W. Free energy transduction in polypeptides and proteins based on inverse temperature transitions. Prog Biophys Mol Biol 57 (1992) 23-57
25. Seno M., and Kuroyanagi Y. Preparation and drug-releasing behaviour of copoly(α-amino acid) membranes. J Membr Sci 27 (1986) 241-252
26. m) substituted poly(l-lysine). Biopolymers 33 (1993) 873-885
27. Benett D.B., Adams N.W., Li X., Feijen J., and Kim S.W. Drug-coupled poly(amino acids) as polymeric prodrugs. J Bioact Compat Polym 3 (1988) 44-52
28. Brannon-Peppas L., and Peppas N.A. Equilibrium swelling behavior of pH-sensitive hydrogels. Chem Eng Sci 46 (1991) 715-722
29. Tomida M., Nakato T., Matsunami S., and Kakuchi T. Convenient synthesis of high molecular weight poly(succinimide) by acid-catalysed polycondensation of IMAGE-aspartic acid. Polymer 38 (1997) 4733-4736
30. Torma V, Gyenes T, Szakács Z, Noszál B, Némethy Á, Zri{dotless}́nyi M. Novel amino acid-based polymers for pharmaceutical applications. Polym Bull 2007 [online].
31. Katritzky A., Yao J., Qi M., Chou Y., Sicora D., and Davis S. Ring opening reactions of succinimides. Heterocycles 48 (1998) 2677-2691
32. Chen H., Xu W., Chen T., Yang W., Hu J., and Wang C. Aggregation of biodegradable amphiphilic poly(succinimide-co-N-propylaspartamide) and poly(N-dodecyl aspartamide-co-N-propyl aspartamide) in aqueous medium and its preliminary drug-released properties. Polymer 46 (2005) 1821-1827
33. Neri P., Antoni G., Benvenuti F., Colola F., and Gazzei G. Synthesis of alpha beta-poly((2-hydroxyethyl)-dl-aspartamide), a new plasma expander. J Med Chem 16 (1973) 893-897
34. Zhao Y., Su H., Fang L., and Tan T. Superabsorbent hydrogels from poly(aspartic acid) with salt-, temperature- and pH-responsiveness properties. Polymer 46 (2005) 5368-5376
35. Gyenes T, Torma V, Zri{dotless}́nyi M. Swelling properties of aspartic acid-based hydrogels. Colloid Surf A, 2007 [online].
36. Wolk S.K., Swift G., Paik Y.H., Yocom K.M., Smith R.L., and Simon E.S. One- and two-dimensional nuclear magnetic resonance characterization of poly(aspartic acid) prepared by thermal polymerization of l-aspartic acid. Macromolecules 27 (1994) 7613-7620
37. Flory P.J. Principles of polymer chemistry (1967), Cornell University Press, Ithaca, NY
38. Flory P.J., and Rehner Jr. J. Statistical mechanics of cross-linked polymer networks II. Swelling. J Chem Phys 11 (1943) 521-526
39. Borkovec M., Jönsson B., and Koper G.J.M. Ionization processes and proton binding in polyprotic systems: small-molecules, proteins, interfaces and polyelectrolytes. In: Matijevic E. (Ed). Surface and colloid science vol. 16 (2001), Kluwer, NY