Modulation of Poly($\beta-amino ester$) pH-Sensitive Polymers by Molecular Weight Control

  • Kim Min Sang (Department of Polymer Science and Engineering, Sungkyunkwan University) ;
  • Lee Doo Sung (Department of Polymer Science and Engineering, Sungkyunkwan University) ;
  • Choi Eun-Kyung (Department of Radiation Oncology, University of Ulsan) ;
  • Park Heon-Joo (Department of Microbiology, College of Medicine, Inha University) ;
  • Kim Jin-Seok (College of Pharmacy, Sookmyung Women's University)
  • Published : 2005.04.01

Abstract

The main objective of this study was to modulate pH-sensitive polymers (poly($\beta-amino esters$)) by controlling their molecular weight during their synthesis. These pH-sensitive and biodegradable polymers were synthesized by Michael-type step polymerization. 1,4-Butane diol diacrylate was used as the unsaturated carbonyl compound and piperazine as the nucleophilic compound. Various molecular weight polymers were obtained by varying the mol ratio of piperazine/1,4-butane diol diacrylate. The synthesized polymers were characterized by $^{1}H-NMR$ and their molecular weights were measured by gel permeation chromatography(GPC). The dependence of the molecular weight on the mol ratio was evaluated by the titration method. Also, the pH dependent turbidity of the polymers was determined by UV-Vis spectrophotometry. This pH dependent property of the polymers could be very useful for preparing drug carriers that are sensitive to pH.

Keywords

References

  1. N. Sato, T. Okada, H. Horiuchi, N. Murakami, J. Takakashi, M. Nawata, H. Ota, K. Nozaki, and K. Takaoka, Nat. Biotechnol., 19, 332 (2001) https://doi.org/10.1038/83433
  2. K. E. Uhrich, S. M. Cannizzaro, R. S. Langer, and K. M. Shakesheff, Chem. Rev., 99, 3181 (1999) https://doi.org/10.1021/cr940351u
  3. M. N. V. Ravikumar and N. Kumar, Drug Dev. Ind. Pharm., 27, 1(2001) https://doi.org/10.1081/DDC-100000124
  4. S. Y. Park and Y. H. Bae, , 20, 269 (1999) https://doi.org/10.1002/(SICI)1521-3927(19990501)20:5<269::AID-MARC269>3.0.CO;2-3
  5. E. S. Lee, H. J. Shin, K. Na, and Y. H. Bae, J. Controlled Release, 90, 363 (2003) https://doi.org/10.1016/S0168-3659(03)00205-0
  6. D. M. Lynn and R. Langer, J. Am. Chem. Soc., 122, 10761 (2000) https://doi.org/10.1021/ja0015388
  7. D. M. Lynn, M. M. Amiji, and R. Langer, Angew. Chem. Int. Ed., 40, 1707 (2001) https://doi.org/10.1002/1521-3773(20010105)40:1<1::AID-ANIE1>3.0.CO;2-F
  8. A. Potineni, D. M. Lynn, R. Langer, and M. M. Amiji, J. Controlled Release, 86, 223 (2003) https://doi.org/10.1016/S0168-3659(02)00374-7
  9. A. Warshawsky, N. Kahana, V. Kampel, I. Rogachev, E. Meinhardt, R. Kautzmann, J. L. Cortina, and C. Sampaio, Macromol. Mater. Eng., 283, 103 (2000) https://doi.org/10.1002/1439-2054(20001101)283:1<103::AID-MAME103>3.0.CO;2-J