PEG-polypeptide block copolymers as pH-responsive endosome-solubilizing drug nanocarriers

Molecular Pharmaceutics

Volumn 11, Issue 7, 2014, Pages 2420-2430

  Quadir, Mohiuddin A ^a   Morton, Stephen W ^a   Deng, Zhou J ^a   Shopsowitz, Kevin E ^a   Murphy, Ryan P ^b   Epps, Thomas H ^b   Hammond, Paula T ^a  

^a USA   (United States)

^b UNIVERSITY OF DELAWARE   (United States)

Author keywords

block copolymer; drug delivery; nanocarriers; pH responsive

Indexed keywords

ALKYNE; AMINE; AZIDE; COPOLYMER; DOXORUBICIN; DRUG CARRIER; MACROGOL; NANOCARRIER; POLY(ETHYLENE GLYCOL)BETA POLY(GAMMA PROPARGYL LEVO GLUTAMATE); POLYPEPTIDE; UNCLASSIFIED DRUG; MACROGOL DERIVATIVE; NANOPARTICLE; PEPTIDE; POLYMER;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BREAST ADENOCARCINOMA; BREAST CANCER CELL LINE; CANCER INHIBITION; CELL VIABILITY; CLICK CHEMISTRY; CONTROLLED STUDY; CYCLOADDITION; DRUG DELIVERY SYSTEM; DRUG EFFICACY; DRUG SOLUBILITY; DRUG STABILITY; ENDOSOME; ENERGY TRANSFER; HYDROPHILICITY; IN VIVO STUDY; IONIC STRENGTH; LOW DRUG DOSE; MOUSE; NANOENCAPSULATION; NANOFABRICATION; NONHUMAN; PH; PRIORITY JOURNAL; REPEATED DRUG DOSE; SINGLE DRUG DOSE; TRIPLE NEGATIVE BREAST CANCER; TUMOR GROWTH; ANIMAL; BAGG ALBINO MOUSE; CHEMISTRY; HUMAN; POLYMERIZATION; PROCEDURES; SOLUBILITY; TUMOR CELL LINE;

ANIMALS; CELL LINE, TUMOR; DOXORUBICIN; DRUG CARRIERS; DRUG DELIVERY SYSTEMS; ENDOSOMES; HUMANS; HYDROGEN-ION CONCENTRATION; MICE; MICE, INBRED BALB C; NANOPARTICLES; PEPTIDES; POLYETHYLENE GLYCOLS; POLYMERIZATION; POLYMERS; SOLUBILITY;

EID: 84904015496     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp500162w     Document Type: Article

References (35)

1. Schroeder, A.; Heller, D. A.; Winslow, M. M.; Dahlman, J. E.; Pratt, G. W.; Langer, R.; Jacks, T.; Anderson, D. G. Treating metastatic cancer with nanotechnology Nat. Rev. Cancer 2012, 12, 39-50
2. Wang, A. Z.; Langer, R.; Farokhzad, O. C. Nanoparticle delivery of cancer drugs Ann. Rev. 2012, 63, 185-198
3. Aluri, S.; Janib, S. M.; Mackay, J. A. Environmentally responsive peptides as anticancer drug carriers Adv. Drug Delivery Rev. 2009, 61, 940-952
4. Ganta, S.; Devalapally, H.; Shahiwala, A.; Amiji, M. A review of stimuli-responsive nanocarriers for drug and gene delivery J. Controlled Release 2008, 126, 187-204
5. Petros, R. A.; DeSimone, J. M. Strategies in the design of nanoparticles for therapeutic applications Nat. Rev. Drug Discovery 2010, 9, 615-627
6. Sonawane, N. D.; Szoka, F. C., Jr.; Verkman, A. S. Chloride accumulation and swelling in endosomes enhances DNA transfer by polyamine-DNA polyplexes J. Biol. Chem. 2003, 278, 44826-44831
7. Mellman, I. The importance of being acid: the role of acidification in intracellular membrane traffic J. Exp. Biol. 1992, 172, 39-45
8. Whitehead, K. A.; Langer, R.; Anderson, D. G. Knocking down barriers: advances in siRNA delivery Nat. Rev. Drug Discovery 2009, 8, 129-138
9. Deming, T. J. Synthetic polypeptides for biomedical applications Prog. Polym. Sci. 2007, 32, 858-875
10. Bonduelle, C.; Huang, J.; Ibarboure, E.; Heise, A.; Lecommandoux, S. Synthesis and self-assembly of "tree-like" amphiphilic glycopolypeptides Chem. Commun. 2012, 48, 8353-8355
11. Bromley, E. H. C.; Channon, K.; Moutevelis, E.; Woolfson, D. N. Peptide and protein building blocks for synthetic biology: from programming biomolecules to self-organized biomolecular systems ACS Chem. Biol. 2008, 3, 38-50
12. Chen, C. Y.; Wang, Z. H.; Li, Z. B. Thermoresponsive polypeptides from pegylated poly- l -glutamates Biomacromolecules 2011, 12, 2859-2863
13. Deming, T. J. Polypeptide and polypeptide hybrid copolymer synthesis via NCA polymerization Peptide Hybrid Polymers 2006, 202, 1-18
14. Huang, J.; Habraken, G.; Audouin, F.; Heise, A. Hydrolytically stable bioactive synthetic glycopeptide homo- and copolymers by combination of NCA polymerization and click reaction Macromolecules 2010, 43, 6050-6057
15. Engler, A. C.; Lee, H. I.; Hammond, P. T. Highly efficient "grafting onto" a polypeptide backbone using click chemistry Angew. Chem., Int. Ed. 2009, 48, 9334-9338
16. Quadir, M.; Martin, M.; Hammond, P. T. Clickable synthetic polypeptides routes to new highly adaptive biomaterials Chem. Mater. 2014, 26, 461-476
17. Engler, A. C.; Bonner, D. K.; Buss, H. G.; Cheung, E. Y.; Hammond, P. T. The synthetic tuning of clickable pH responsive cationic polypeptides and block copolypeptides Soft Matter 2011, 7, 5627-5637
18. Peer, D.; Karp, J. M.; Hong, S.; Farokhzad, O. C.; Margalit, R.; Langer, R. Nanocarriers as an emerging platform for cancer therapy Nat. Nanotechnol. 2007, 2, 751-760
19. Bellomo, E. G.; Wyrsta, M. D.; Pakstis, L.; Pochan, D. J.; Deming, T. J. Stimuli-responsive polypeptide vesicles by conformation-specific assembly Nat. Mater. 2004, 3, 244-248
20. Chopko, C. M.; Lowden, E. L.; Engler, A. C.; Griffith, L. G.; Hammond, P. T. Highly-tunable multiplexed thermo- and pH responsive polypeptide, submitted for publication.
21. Chopko, C. M.; Lowden, E. L.; Engler, A. C.; Griffith, L. G.; Hammond, P. T. Dual responsiveness of a tunable thermosensitive polypeptide ACS Macro Lett. 2012, 1, 727-731
22. Huang, J.; Bonduelle, C.; Thevenot, J.; Lecommandoux, S.; Heise, A. Biologically active polymersomes from amphiphilic glycopeptides J. Am. Chem. Soc. 2012, 134, 119-122
23. Lu, J.; Owen, S. C.; Shoichet, M. S. Stability of self-assembled polymeric micelles in serum Macromolecules 2011, 44, 6002-6008
24. Morton, S. W.; Zhao, X.; Quadir, M. A.; Hammond, P. T. FRET-enabled biological characterization of polymeric micelles Biomaterials 2014, 35, 3489-3496
25. Harrigan, P. R.; Wong, K. F.; Redelmeier, T. E.; Wheeler, J. J.; Cullis, P. R. Accumulation of doxorubicin and other lipophilic amines into large unilamellar vesicles in response to transmembrane pH gradients Biochim. Biophys. Acta 1993, 1149, 329-338
26. Madden, T. D.; Harrigan, P. R.; Tai, L. C.; Bally, M. B.; Mayer, L. D.; Redelmeier, T. E.; Loughrey, H. C.; Tilcock, C. P.; Reinish, L. W.; Cullis, P. R. The accumulation of drugs within large unilamellar vesicles exhibiting a proton gradient: a survey Chem. Phys. Lipids 1990, 53, 37-46
27. Bally, M. B.; Mayer, L. D.; Loughrey, H.; Redelmeier, T.; Madden, T. D.; Wong, K.; Harrigan, P. R.; Hope, M. J.; Cullis, P. R. Dopamine accumulation in large unilamellar vesicle systems induced by transmembrane ion gradients Chem. Phys. Lipids 1988, 47, 97-107
28. Sanson, C.; Schatz, C.; Le Meins, J. F.; Soum, A.; Thevenot, J.; Garanger, E.; Lecommandoux, S. A simple method to achieve high doxorubicin loading in biodegradable polymersomes J. Controlled Release 2010, 147, 428-435
29. Chen, W.; Meng, F.; Cheng, R.; Zhong, Z. pH-sensitive degradable polymersomes for triggered release of anticancer drugs: a comparative study with micelles J. Controlled Release 2010, 142, 40-46
30. Kataoka, K.; Matsumoto, T.; Yokoyama, M.; Okano, T.; Sakurai, Y.; Fukushima, S.; Okamoto, K.; Kwon, G. S. Doxorubicin-loaded poly(ethylene glycol)-poly(b-benzyl- l -aspartate) copolymer micelles: their pharmaceutical characteristics and biological significance J. Controlled Release 2000, 64, 143-153
31. Upadhyay, K. K.; Le Meins, J. F.; Misra, A.; Voisin, P.; Bouchaud, V.; Ibarboure, E.; Schatz, C.; Lecommandoux, S. Biomimetic doxorubicin loaded polymersomes from hyaluronan-block-poly(gamma-benzyl glutamate) copolymers Biomacromolecules 2009, 10, 2802-2808
32. Zhou, K.; Wang, Y.; Huang, X.; Luby-Phelps, K.; Sumer, B. D.; Gao, J. Tunable, ultrasensitive pH-responsive nanoparticles targeting specific endocytic organelles in living cells Angew. Chem., Int. Ed. 2011, 50, 6109-6114
33. Choi, C. H. J.; Alabi, C. A.; Webster, P.; Davis, M. E. Mechanism of active targeting in solid tumors with tranferrin-containing gold nanoparticles Proc. Natl. Acad. Sci. U.S.A. 2010, 107, 1235-1240
34. Upadhyay, K. K.; Mishra, A. K.; Chuttani, K.; Kaul, A.; Schatz, C.; Le Meins, J. F.; Misra, A.; Lecommandoux, S. The in vivo behavior and antitumor activity of doxorubicin-loaded poly(gamma-benzyl l -glutamate)-block-hyaluronan polymersomes in Ehrlich ascites tumor-bearing BalB/c mice Nanomedicine 2012, 8, 71-80
35. Yin, H.; Kang, H. C.; Huh, K. M.; Bae, Y. H. Biocompatible, pH-sensitive AB(2) miktoarm polymer-based polymersomes: preparation, characterization, and acidic pH-activated nanostructural transformation J. Mater. Chem. 2012, 22, 91968-19178