Paper Titles

Phoretic Deposition of Graphene on Manganese-Cobalt Oxide Composites for Supercapacitor Electrodes
p.302

Multiple Shape-Memory Behavior of Polyethylene/Polycyclooctene Blends Cross-Linked by Electron Irradiation
p.307

Tailored One-Way and Two-Way Shape Memory Response of Poly(ε-Caprolactone)-Based Systems for Biomedical Applications
p.313

Modeling of Shape-Memory Recovery in Crosslinked Semicrystalline Polymers
p.319

Photoresponsive Liquid Crystalline Polymeric Materials
p.325

pH-Responsive Hyperbranched Copolymers from One-Pot RAFT Copolymerization of Propylacrylic Acid and Poly(ethylene glycol diacrylate)
p.333

Magnetic Field Induced Formation of Magnetic Wires into Thin Elastic Membranes with Controlled Properties
p.343

Soft Microorigami: Stimuli-Responsive Self-Folding Polymer Films
p.348

Ethanol Induced Shape Recovery and Swelling in Poly(methyl methacrylate) and Applications in Fabrication of Microlens Array
p.354

HomeAdvances in Science and TechnologyAdvances in Science and Technology Vol. 77pH-Responsive Hyperbranched Copolymers from...

pH-Responsive Hyperbranched Copolymers from One-Pot RAFT Copolymerization of Propylacrylic Acid and Poly(ethylene glycol diacrylate)

Article Preview

Abstract:

pH-Responsive polymers have attracted much attention for biotechnology applications as carriers or matrix to facilitate intracellular or extracellular therapeutic drug delivery and release. In this paper, we report the development of new pH-responsive and hyperbranched copolymers with potential for such applications. These pH-responsive hyperbranched copolymers were synthesized via one pot reversible addition-fragmentation chain transfer (RAFT) copolymerization of propylacrylic acid (PAA) and a branching co-monomer poly(ethylene glycol diacrylate) (PEGDA) (Mn=258 Da) at the monomer feed molar ratios [PAA]0/[PEGDA]0 = 99/1, 90/10 and 80/20. The resultant poly(PAA-PEGDA) copolymers were characterized by Proton Nuclear Magnetic Resonance (1H NMR) and Gel Permeation Chromatography (GPC) to obtain the molecular weight, copolymer composition and degree of acrylate functionality. The hydrodynamic dimensions of these copolymers at pH range between 5.0 and 7.4 were studied using Dynamic Light Scattering technique (DLS). Moreover, these hyperbranched copolymers demonstrated composition- and size-dependent membrane disruptive properties by red blood cell hemolysis assay. Poly(PAA-PEGDA) with the copolymer composition [PAA]/[PEGDA]= 68/32, obtained from the copolymerization at the monomer feed molar ratio [PAA]0/[PEGDA]0 = 99/1, demonstrated significant membrane disruptive activity.

You might also be interested in these eBooks

Adaptive, Active and Multifunctional Smart Materials Systems

Info:

Periodical:

Advances in Science and Technology (Volume 77)

Pages:

333-342

DOI:

https://doi.org/10.4028/www.scientific.net/AST.77.333

Citation:

Cite this paper

Online since:

September 2012

Authors:

Hong Yun Tai, Craig L. Duvall, Patrick S. Stayton, Alan S. Hoffman, Wen Xin Wang

Keywords:

Hyperbranched Polymer, Intracellular Drug Delivery, Membrane Destabilizing Materials, Nanostructure, pH-Responsive, Polyanions, RAFT Polymerization

Export:

RIS, BibTeX

Price:

Permissions:

Request Permissions

[1] Kost, J.; Langer, R. Adv. Drug Delivery Rev. 2001, 46, (1-3), 125-148.

[2] Pack, D. W.; Hoffman, A. S.; Pun, S.; Stayton, P. S. Nature Rev. Drug Discovery 2005, 4, (7), 581-593.

[3] Kulkarni, S.; Schilli, C.; Muller, A. H. E.; Hoffman, A. S.; Stayton, P. S. Bioconjugate Chem. 2004, 15, (4), 747-753.

[4] Stayton, P. S.; El-Sayed, M. E. H.; Murthy, N.; Bulmus, V.; Lackey, C.; Cheung, C.; Hoffman, A. S. Orthod Craniofac Res 2005, 8, (3), 219-25.

DOI: 10.1111/j.1601-6343.2005.00336.x

[5] Langer, R.; Tirrell, D. A. Nature 2004, 428, (6982), 487-492.

[6] Yessine, M. A.; Leroux, J. C. Adv. Drug Delivery Rev. 2004, 56, (7), 999-1021.

[7] Hoffman, A. S.; Stayton, P. S.; Press, O.; Murthy, N.; Lackey, C. A.; Cheung, C.; Black, F.; Campbell, J.; Fausto, N.; Kyriakides, T. R.; Bornstein, P. Polym. Adv. Technol. 2002, 13, (10-12), 992-999.

DOI: 10.1002/pat.232

[8] Hoffman, A. S.; Stayton, P. S. Macromol. Symp. 2004, 207, 139-151.

[9] Jones, R. A.; Cheung, C. Y.; Black, F. E.; Zia, J. K.; Stayton, P. S.; Hoffman, A. S.; Wilson, M. R. Biochem. J. 2003, 372, 65-75.

[10] El-Sayed, M. E. H.; Hoffman, A. S.; Stayton, P. S. J. Control. Release 2005, 101, (1-3), 47-58.

[11] Hoffman, A. S.; Stayton, P. S. Prog. Polym. Sci. 2007, 32, (8-9), 922-932.

[12] Cheung, C. Y.; Murthy, N.; Stayton, P. S.; Hoffman, A. S. Bioconjugate Chem. 2001, 12, (6), 906-910.

[13] Cheung, C. Y.; Stayton, P. S.; Hoffman, A. S. J. Biomater. Sci.-Polym. Ed. 2005, 16, (2), 163-179.

[14] Duvall, C. L.; Convertine, A. J.; Benoit, D. S. W.; Hoffman, A. S.; Stayton, P. S. Mol. Pharm. 2010, 7, (2), 468-476.

[15] Foster, S.; Duvall, C. L.; Crownover, E. F.; Hoffman, A. S.; Stayton, P. S. Bioconjugate Chem. 2010, 21, (12), 2205-2212.

DOI: 10.1021/bc100204m

[16] Li, H. M.; Nelson, C. E.; Evans, B. C.; Duvall, C. L. Curr. Pharm. Design 2011, 17, (3), 293-319.

[17] Stayton, P. S.; Ding, Z.; Hoffman, A. S. Methods in Molecular Biology 2004, 37-43.

[18] Convertine, A. J.; Benoit, D. S. W.; Duvall, C. L.; Hoffman, A. S.; Stayton, P. S. J. Control. Release 2009, 133, (3), 221-229.

[19] Crownover, E.; Duvall, C. L.; Convertine, A.; Hoffman, A. S.; Stayton, P. S. J. Control. Release 2011, 155( 2), 167-174

DOI: 10.1016/j.jconrel.2011.06.013

[20] Yatvin, M. B.; Kreutz, W.; Horwitz, B. A.; Shinitzky, M. Science 1980, 210, (4475), 1253-1254.

DOI: 10.1126/science.7434025

[21] Gillies, E. R.; Frechet, J. M. J. Drug Discovery Today 2005, 10, (1), 35-43.

[22] Lee, C. C.; MacKay, J. A.; Frechet, J. M. J.; Szoka, F. C. Nat. Biotechnol. 2005, 23, (12), 1517-1526.

[23] Satija, J.; Gupta, U.; Jain, N. K. Cri. Rev. Ther. Drug 2007, 24, (3), 257-306.

[24] Guillaudeu, S. J.; Fox, M. E.; Haidar, Y. M.; Dy, E. E.; Szoka, F. C.; Frechet, J. M. J. Bioconjugate Chem. 2008, 19, (2), 461-469.

DOI: 10.1021/bc700264g

[25] Cloninger, M. J. Curr. Opin. Chem. Biol. 2002, 6, (6), 742-748.

[26] Boas, U.; Heegaard, P. M. H. Chem. Soc. Rev. 2004, 33, (1), 43-63.

[27] Grinstaff, M. W. Chemistry-a European Journal 2002, 8, (13), 2838-2846.

[28] Stiriba, S. E.; Frey, H.; Haag, R. Angew. Chem.-Int. Edit. 2002, 41, (8), 1329-1334.

[29] Wolinsky, J. B.; Grinstaff, M. W. Adv. Drug Delivery Rev. 2008, 60, (9), 1037-1055.

[30] Gao, C.; Yan, D. Prog. Polym. Sci. 2004, 29, (3), 183-275.

[31] Jikei, M.; Fujii, K.; Kakimoto, M. Macromol. Symp. 2003, 199, 223-232.

[32] Frechet, J. M. J.; Henmi, M.; Gitsov, I.; Aoshima, S.; Leduc, M. R.; Grubbs, R. B. Science 1995, 269, (5227), 1080-1083.

DOI: 10.1126/science.269.5227.1080

[33] Gottschalk, C.; Frey, H. Macromolecules 2006, 39, (5), 1719-1723.

[34] Camerlynck, S.; Cormack, P. A. G.; Sherrington, D. C.; Saunders, G. J. Macromol. Sci.-Phy. 2005, B44, (6), 881-895.

[35] O'Brien, N.; McKee, A.; Sherrington, D. C.; Slark, A. T.; Titterton, A. Polymer 2000, 41, (15), 6027-6031.

DOI: 10.1016/s0032-3861(00)00016-1

[36] Costello, P. A.; Martin, I. K.; Slark, A. T.; Sherrington, D. C.; Titterton, A. Polymer 2002, 43, (2), 245-254.

DOI: 10.1016/s0032-3861(01)00581-x

[37] Baudry, R.; Sherrington, D. C. Macromolecules 2006, 39, (4), 1455-1460.

[38] Isaure, F.; Cormack, P. A. G.; Sherrington, D. C. J. Mater. Chem. 2003, 13, (11), 2701-2710.

[39] Guan, Z. JACS 2002, 124, (20), 5616-5617.

[40] Isaure, F.; Cormack, P. A. G.; Graham, S.; Sherrington, D. C.; Armes, S. P.; Butun, V. Chem. Commun. 2004, (9), 1138-1139.

[41] Butun, V.; Bannister, I.; Billingham, N. C.; Sherrington, D. C.; Armes, S. P. Macromolecules 2005, 38, (12), 4977-4982.

[42] Bannister, I.; Billingham, N. C.; Armes, S. P.; Rannard, S. P.; Findlay, P. Macromolecules 2006, 39, (22), 7483-7492.

DOI: 10.1021/ma061811b

[43] Wang, W. X.; Zheng, Y.; Roberts, E.; Duxbury, C. J.; Ding, L. F.; Irvine, D. J.; Howdle, S. M. Macromolecules 2007, 40, (20), 7184-7194.

DOI: 10.1021/ma0707133

[44] Tai, H. Y.; Howard, D.; Takae, S.; Wang, W. X.; Vermonden, T.; Hennink, W. E.; Stayton, P. S.; Hoffman, A. S.; Endruweit, A.; Alexander, C.; Howdle, S. M.; Shakesheff, K. M. Biomacromolecules 2009, 10, (10), 2895-2903.

DOI: 10.1021/bm900712j

[45] Tai, H. Y.; Wang, W. X.; Vermonden, T.; Heath, F.; Hennink, W. E.; Alexander, C.; Shakesheff, K. M.; Howdle, S. M. Biomacromolecules 2009, 10, (4), 822-828.

DOI: 10.1021/bm801308q

[46] Dong, Y.; Gunning, P.; Cao, H.; Mathew, A.; Newland, B.; Saeed, A. O.; Magnusson, J. P.; Alexander, C.; Tai, H.Y.; Pandit, A.; Wang, W. X. Poly. Chem. 2010, 1, (6), 757-932.

DOI: 10.1039/c0py00101e

[47] Newland, B.; Tai, H.Y.; Zheng, Y.; Velasco, D.; Luca, A. D.; Howdle, S. M.; Alexander, C.; Wang, W.X.; Pandit, A. Chem. Commun. 2010, 46, 4698-6700.

DOI: 10.1039/c0cc00439a

[48] Matyjaszewski, K.; Xia, J. H. Chem. Rev. 2001, 101, (9), 2921-2990.

[49] Perrier, S.; Takolpuckdee, P. J. Poly. Sci. Part a-Poly. Chem. 2005, 43, (22), 5347-5393.

[50] Liu, B. L.; Kazlauciunas, A.; Guthrie, J. T.; Perrier, S. Macromolecules 2005, 38, (6), 2131-2136.

[51] Vo, C. D.; Rosselgong, J.; Armes, S. P.; Billingham, N. C. Macromolecules 2007, 40, (20), 7119-7125.

DOI: 10.1021/ma0713299

[52] Ferrito, M.; Tirrell, D. A. Macromol. Synth. 1992, 11, 59-62.

[53] Moad, G.; Chong, Y. K.; Postma, A.; Rizzardo, E.; Thang, S. H. Polymer 2005, 46, (19), 8458-8468.

DOI: 10.1016/j.polymer.2004.12.061

[54] Murthy, N.; Robichaud, J. R.; Tirrell, D. A.; Stayton, P. S.; Hoffman, A. S. J. Control. Release 1999, 61, (1-2), 137-143.

[55] Lackey, C. A.; Murthy, N.; Press, O. W.; Tirrell, D. A.; Hoffman, A. S.; Stayton, P. S. Bioconjugate Chem. 1999, 10, (3), 401-405.

DOI: 10.1021/bc980109k

[56] Schroeder, U. K. O.; Tirrell, D. A. Macromolecules 1989, 22, (2), 765-769.

[57] Yin, X.; Hoffman, A. S.; Stayton, P. S. Biomacromolecules 2006, 7, (5), 1381-1385.

[58] Podzimek, S.; Vlcek, T.; Johann, C. J. Appl. Poly. Sci. 2001, 81, (7), 1588-1594.

[59] Cho, Y. W.; Kim, J. D.; Park, K. J. Pharmacy and Pharmacology 2003, 55, (6), 721-734.