Log in

Self-assembly and pH-responsive properties of poly(L-glutamic acid-r-L-leucine) and poly(L-glutamic acid-r-L-leucine)-b-polysarcosine

  • Papers
  • Published:
Chinese Journal of Polymer Science Aims and scope Submit manuscript

Abstract

Polypeptides and polypeptoids were widely used as biomedical materials because of their good biocompatibility. In this work we reported a series of pH-responsive copolypeptides and polypeptide-polypeptoid block copolymers, i.e. random copolymers of L-glutamic acid (Glu) with L-leucine (Leu) [poly(Glu-r-Leu)s], as well as their block copolymers with polysarcosine (polySar). Well-defined poly(Glu-r-Leu)s with predictable compositions and molecular weights were synthesized by ring opening polymerization of corresponding N-carboxyanhydride monomers. We investigated the relationship between hydrophilicity-hydrophobicity transition and copolymer composition. With increasing Leu fraction, both the pH value of cloud point and the micellar size increased. Poly(Glu-r-Leu) with 60% Leu exhibited a cloud point at the pH of 5.0 to 6.0 the same as that in endosome and lysosome. Poly(Glu-r-Leu)-b-polySars assembled in phosphate buffer and performed pH-responsive morphology change from orbicular micelles at high pH to worm-like micelles at low pH. They were potential pH-responsive carriers for drug and gene delivery to enhance cargo release in cellules.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price includes VAT (Germany)

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Deming, T.J., Adv. Mater., 1997, 9(4): 299

    Article  CAS  Google Scholar 

  2. Huang, J. and Heise, A., Chem. Soc. Rev., 2013, 42(17): 7373

    Article  CAS  Google Scholar 

  3. Wong, S., Shim, M.S. and Kwon, Y.J., J. Mater. Chem. B, 2014, 2(6): 595

    Article  CAS  Google Scholar 

  4. Lu, H., Wang, J., Song, Z.Y., Yin, L.C., Zhang, Y.F., Tang, H.Y., Tu, C.L., Lin, Y. and Cheng, J.J., Chem. Commun., 2014, 50(2): 139

    Article  CAS  Google Scholar 

  5. Deming, T.J., Prog. Polym. Sci., 2007, 32(8–9): 858

    Article  CAS  Google Scholar 

  6. Shi, N.Q., Qi, X.R., **ang, B. and Zhang, Y., J. Control. Release, 2014, 194: 53

    Article  CAS  Google Scholar 

  7. Wang, F.H., Wang, Y., Zhang, X., Zhang, W.J., Guo, S.G. and **, F., J. Control. Release, 2014, 174: 126

    Article  CAS  Google Scholar 

  8. Deming, T.J., Nature, 1997, 390(6658): 386

    Article  CAS  Google Scholar 

  9. Peng, H., Chen, W.L., Kong, J., Shen, Z.Q. and Ling, J., Chinese J. Polym. Sci., 2014, 32(6): 743

    Article  CAS  Google Scholar 

  10. Mavrogiorgis, D., Bilalis, P., Karatzas, A., Skoulas, D., Fotinogiannopoulou, G. and Iatrou, H., Polym. Chem., 2014, 5(21): 6256

    Article  CAS  Google Scholar 

  11. He, C.L., Zhuang, X.L., Tang, Z.H., Tian, H.Y. and Chen, X.S., Adv. Healthc. Mater., 2012, 1(1): 48

    Article  CAS  Google Scholar 

  12. Huang, Y., Tang, Z.H., Zhang, X.F., Yu, H.Y., Sun, H., Pang, X. and Chen, X.S., Biomacromolecules, 2013, 14(6): 2023

    Article  CAS  Google Scholar 

  13. Wang, J., Lu, H., Kamat, R., **ali, S.V., Urban, V.S., Cheng, J.J. and Lin, Y., J. Am. Chem. Soc., 2011, 133(33): 12906

    Article  CAS  Google Scholar 

  14. Rodriguez-Hernandez, J. and Lecommandoux, S., J. Am. Chem. Soc., 2005, 127(7): 2026

    Article  CAS  Google Scholar 

  15. **a, J.L., Chen, J., Tian, H.Y. and Chen, X.S., Scientia Sinica Chimica, 2010, 40(3): 255

    Google Scholar 

  16. Holowka, E.P., Pochan, D.J. and Deming, T.J., J. Am. Chem. Soc., 2005, 127(35): 12423

    Article  CAS  Google Scholar 

  17. Fasman, G.D., Lindblow, C. and Bodenheimer, E., Biochemistry, 1964, 3(2): 155

    Article  CAS  Google Scholar 

  18. Bychkova, V.E., Gudkov, A.T., Miller, W.G., Mitin, Y.V., Ptitsyn, O.B. and Shpungin, I.L., Biopolymers, 1975, 14(8): 1739

    Article  CAS  Google Scholar 

  19. Beverung, C.J., Radke, C.J. and Blanch, H.W., Biophys. Chem., 1998, 70(2): 121

    Article  CAS  Google Scholar 

  20. Soderquist, M.E., Gershman, H., Anderson, J.M. and Walton, A.G., J. Biomed. Mater. Res., 1979, 13(6): 865

    Article  CAS  Google Scholar 

  21. Helmus, M.N., Gibbons, D.F. and Jones, R.D., J. Biomed. Mater. Res., 1984, 18(2): 165

    Article  CAS  Google Scholar 

  22. Jayakumar, R., Murali, J., Koteeswari, D. and Gomathi, K., J. Biochem., 2004, 136(4): 457

    Article  CAS  Google Scholar 

  23. Tao, X.F., Deng, Y.W., Shen, Z.Q. and Ling, J., Macromolecules, 2014, 47(18): 6173

    Article  CAS  Google Scholar 

  24. Fetsch, C., Grossmann, A., Holz, L., Nawroth, J.F. and Luxenhofer, R., Macromolecules, 2011, 44(17): 6746

    Article  CAS  Google Scholar 

  25. Birke, A., Huesmann, D., Kelsch, A., Weilbaecher, M., **e, J., Bros, M., Bopp, T., Becker, C., Landfester, K. and Barz, M., Biomacromolecules, 2014, 15(2): 548

    Article  CAS  Google Scholar 

  26. Tao, X.F., Deng, C. and Ling, J., Macromol. Rapid Commun., 2014, 35(9): 875

    Article  CAS  Google Scholar 

  27. Luxenhofer, R., Fetsch, C. and Grossmann, A., J. Polym. Sci., Part A: Polym. Chem., 2013, 51(13): 2731

    Article  CAS  Google Scholar 

  28. Ulbricht, J., Jordan, R. and Luxenhofer, R., Biomaterials, 2014, 35(17): 4848

    Article  CAS  Google Scholar 

  29. Ostuni, E., Chapman, R.G., Holmlin, R.E., Takayama, S. and Whitesides, G.M., Langmuir, 2001, 17(18): 5605

    Article  CAS  Google Scholar 

  30. Zhou, M., Liu, H.W., Venkiteshwaran, A., Kilduff, J., Anderson, D.G., Langer, R. and Belfort, G., J. Mater. Chem., 2011, 21(3): 693

    Article  CAS  Google Scholar 

  31. Heller, P., Birke, A., Huesmann, D., Weber, B., Fischer, K., Reske-Kunz, A., Bros, M. and Barz, M., Macromol. Biosci., 2014, 14(10): 1380

    Article  CAS  Google Scholar 

  32. Daly, W.H. and Poche, D., Tetrahedron Lett., 1988, 29(46): 5859

    Article  CAS  Google Scholar 

  33. Peng, H., Ling, J. and Shen, Z.Q., J. Polym. Sci., Part A: Polym. Chem., 2012, 50(6): 1076

    Article  CAS  Google Scholar 

  34. Peng, H., Ling, J., Zhu, Y.H., You, L.X. and Shen, Z.Q., J. Polym. Sci., Part A: Polym. Chem., 2012, 50(15): 3016

    Article  CAS  Google Scholar 

  35. Kricheldorf, H.R., von Lossow, C. and Schwarz, G., Macromol. Chem. Phys., 2004, 205(7): 918

    Article  CAS  Google Scholar 

  36. Guo, L. and Zhang, D., J. Am. Chem. Soc., 2009, 131(50): 18072

    Article  CAS  Google Scholar 

  37. Lahasky, S.H., Hu, X.K. and Zhang, D.H., ACS Macro Lett., 2012, 1(5): 580

    Article  CAS  Google Scholar 

  38. Huesmann, D., Birke, A., Klinker, K., Tuerk, S., Raeder, H.J. and Barz, M., Macromolecules, 2014, 47(3): 928

    Article  CAS  Google Scholar 

  39. Maruyama, K., Yuda, T., Okamoto, A., Kojima, S., Suginaka, A. and Iwatsuru, M., Biochim. Biophys. Acta., 1992, 1128(1): 44

    Article  CAS  Google Scholar 

  40. Blanazs, A., Armes, S.P. and Ryan, A.J., Macromol. Rapid Commun., 2009, 30(4–5): 267

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Jun Ling  (凌君).

Additional information

This work was financially supported by the National Natural Science Foundation of China (Nos. 21174122 and 51390481).

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Tian, C., Ling, J. & Shen, Yq. Self-assembly and pH-responsive properties of poly(L-glutamic acid-r-L-leucine) and poly(L-glutamic acid-r-L-leucine)-b-polysarcosine. Chin J Polym Sci 33, 1186–1195 (2015). https://doi.org/10.1007/s10118-015-1669-0

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10118-015-1669-0

Keywords

Navigation