Mechanistic studies on the degradation and protein release characteristics of poly(lactic-co-glycolic-co-hydroxymethylglycolic acid) nanospheres

Biomacromolecules

Volumn 14, Issue 4, 2013, Pages 1044-1053

  Samadi, N ^a   Van Nostrum, C F ^a   Vermonden, T ^a   Amidi, M ^a   Hennink, W E ^a  

^a UTRECHT UNIVERSITY   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

ALIPHATIC POLYESTER; BOVINE SERUM ALBUMINS; COPOLYMER COMPOSITIONS; LOW MOLECULAR WEIGHT; MECHANISTIC STUDIES; NUMBER AVERAGE MOLECULAR WEIGHT; SECONDARY STRUCTURES; SOLVENT EVAPORATION METHOD;

MOLECULAR WEIGHT; PROTEINS;

NANOSPHERES;

NANOSPHERE; POLY(LACTIC CO GLYCOLIC CO HYDROXYMETHYLGLYCOLIC ACID); UNCLASSIFIED DRUG;

ARTICLE; CHANNEL GATING; CHEMICAL COMPOSITION; FREEZE DRYING; HYDROLYSIS; HYDROPHOBICITY; IN VITRO STUDY; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE; PRIORITY JOURNAL; PROTEIN DEGRADATION; PROTEIN SECRETION; PROTEIN STRUCTURE; SYNTHESIS;

ANIMALS; CATTLE; FREEZE DRYING; NANOSPHERES; POLYESTERS; POLYMERS; SERUM ALBUMIN, BOVINE;

BOVINAE;

EID: 84876011658     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm301900t     Document Type: Article

References (63)

1. Vermonden, T.; Censi, R.; Hennink, W. E. Hydrogels for protein delivery Chem. Rev. 2012, 112, 2853-2888
2. Jorgenson, L.; Nielson, H. M. Delivery Technologies for Biopharmaceuticals: Peptides, Proteins, Nucleic Acids and Vaccines: John Wiley & Sons, Ltd: Chichester, U.K., 2009.
3. Frokjaer, S.; Otzen, D. E. Protein drug stability: A formulation challenge Nat. Rev. Drug Discovery 2005, 4, 298-306
4. Woodhams, J.; Lou, P. J.; Selbo, P. K.; Mosse, A.; Oukrif, D.; MacRobert, A.; Novelli, M.; Peng, Q.; Berg, K.; Bown, S. G. Intracellular re-localisation by photochemical internalisation enhances the cytotoxic effect of gelonin-quantitative studies in normal rat liver J. Controlled Release 2010, 142, 347-353
5. Stayton, P. S.; El-Sayed, M. E.; Murthy, N.; Bulmus, V.; Lackey, C.; Cheung, C.; Hoffman, A. S. 'Smart' delivery systems for biomolecular therapeutics Orthod. Craniofacial Res. 2005, 8, 219-225
6. Fattal, E.; Couvreur, P.; Dubernet, C. "Smart" delivery of antisense oligonucleotides by anionic pH-sensitive liposomes Adv. Drug Delivery Rev. 2004, 56, 931-946
7. El-Sayed, M. E.; Hoffman, A. S.; Stayton, P. S. Smart polymeric carriers for enhanced intracellular delivery of therapeutic macromolecules Expert Opin. Biol. Ther. 2005, 5, 23-32
8. Bale, S. S.; Kwon, S. J.; Shah, D. A.; Banerjee, A.; Dordick, J. S.; Kane, R. S. Nanoparticle-mediated cytoplasmic delivery of proteins to target cellular machinery ACS Nano 2010, 4, 1493-1500
9. Torchilin, V. P. Targeted pharmaceutical nanocarriers for cancer therapy and imaging AAPS J. 2007, 9, E128-47
10. van de Weert, M.; Hennink, W. E.; Jiskoot, W. Protein instability in poly(lactic- co -glycolic acid) microparticles Pharm. Res. 2000, 17, 1159-1167
11. Hughes, G. A. Nanostructure-mediated drug delivery Nanomedicine 2005, 1, 22-30
12. Holzer, M.; Vogel, V.; Mantele, W.; Schwartz, D.; Haase, W.; Langer, K. Physico-chemical characterisation of PLGA nanoparticles after freeze-drying and storage Eur. J. Pharm. Biopharm. 2009, 72, 428-437
13. Benfer, M.; Kissel, T. Cellular uptake mechanism and knockdown activity of siRNA-loaded biodegradable DEAPA-PVA- g -PLGA nanoparticles Eur. J. Pharm. Biopharm. 2012, 80, 247-256
14. Cheng, R.; Feng, F.; Meng, F.; Deng, C.; Feijen, J.; Zhong, Z. Glutathione-responsive nano-vehicles as a promising platform for targeted intracellular drug and gene delivery J. Controlled Release 2011, 152, 2-12
15. Danhier, F.; Ansorena, E.; Silva, J. M.; Coco, R.; Le Breton, A.; Preat, V. PLGA-based nanoparticles: An overview of biomedical applications J. Controlled Release 2012, 161, 505-522
16. Mundargi, R. C.; Babu, V. R.; Rangaswamy, V.; Patel, P.; Aminabhavi, T. M. Nano/micro technologies for delivering macromolecular therapeutics using poly(d, l -lactide- co -glycolide) and its derivatives J. Controlled Release 2008, 125, 193-209
17. Shive, M. S.; Anderson, J. M. Biodegradation and biocompatibility of PLA and PLGA microspheres Adv. Drug Delivery Rev. 1997, 28, 5-24
18. Joung, Y. K.; Son, S.; Jang, J. Y.; Kwon, M. H.; Park, K. D. Sustained cytoplasmic delivery and anti-viral effect of PLGA nanoparticles carrying a nucleic acid-hydrolyzing monoclonal antibody Pharm. Res. 2012, 29, 932-942
19. Cun, D.; Jensen, D. K.; Maltesen, M. J.; Bunker, M.; Whiteside, P.; Scurr, D.; Foged, C.; Nielsen, H. M. High loading efficiency and sustained release of siRNA encapsulated in PLGA nanoparticles: Quality by design optimization and characterization Eur. J. Pharm. Biopharm. 2011, 77, 26-35
20. Panyam, J.; Labhasetwar, V. Biodegradable nanoparticles for drug and gene delivery to cells and tissue Adv. Drug Delivery Rev. 2003, 55, 329-347
21. Ding, A. G.; Schwendeman, S. P. Acidic microclimate pH distribution in PLGA microspheres monitored by confocal laser scanning microscopy Pharm. Res. 2008, 25, 2041-2052
22. Bilati, U.; Allemann, E.; Doelker, E. Strategic approaches for overcoming peptide and protein instability within biodegradable nano- and microparticles Eur. J. Pharm. Biopharm. 2005, 59, 375-388
23. Liu, Y.; Schwendeman, S. P. Mapping microclimate pH distribution inside protein-encapsulated PLGA microspheres using confocal laser scanning microscopy Mol. Pharm. 2012, 9, 1342-1350
24. Ye, M.; Kim, S.; Park, K. Issues in long-term protein delivery using biodegradable microparticles J. Controlled Release 2010, 146, 241-260
25. Giteau, A.; Venier-Julienne, M. C.; Marchal, S.; Courthaudon, J. L.; Sergent, M.; Montero-Menei, C.; Verdier, J. M.; Benoit, J. P. Reversible protein precipitation to ensure stability during encapsulation within PLGA microspheres Eur. J. Pharm. Biopharm. 2008, 70, 127-136
26. Jevsevar, S.; Kunstelj, M.; Porekar, V. G. PEGylation of therapeutic proteins Biotechnol. J. 2010, 5, 113-128
27. Giteau, A.; Venier-Julienne, M. C.; Aubert-Pouessel, A.; Benoit, J. P. How to achieve sustained and complete protein release from PLGA-based microparticles? Int. J. Pharm. 2008, 350, 14-26
28. Diwan, M.; Park, T. G. Pegylation enhances protein stability during encapsulation in PLGA microspheres J. Controlled Release 2001, 73, 233-244
29. Shenderova, A.; Burke, T. G.; Schwendeman, S. P. The acidic microclimate in poly(lactide- co -glycolide) microspheres stabilizes camptothecins Pharm. Res. 1999, 16, 241-248
30. Schwendeman, S. P. Recent advances in the stabilization of proteins encapsulated in injectable PLGA delivery systems Crit. Rev. Ther. Drug Carrier Syst. 2002, 19, 73-98
31. Leemhuis, M.; vanNostrum, C. F.; Kruijtzer, J. A. W.; Zhong, Z. Y.; tenBreteler, M. R.; Dijkstra, P. J.; Feijen, J.; Hennink, W. E. Functionalized poly(α-hydroxy acid)s via ring-opening polymerization: Toward hydrophilic polyesters with pendant hydroxyl groups Macromolecules 2006, 39, 3500-3508
32. Ghassemi, A. H.; van Steenbergen, M. J.; Talsma, H.; van Nostrum, C. F.; Jiskoot, W.; Crommelin, D. J.; Hennink, W. E. Preparation and characterization of protein loaded microspheres based on a hydroxylated aliphatic polyester, poly(lactic- co -hydroxymethyl glycolic acid) J. Controlled Release 2009, 138, 57-63
33. Ghassemi, A. H.; van Steenbergen, M. J.; Talsma, H.; van Nostrum, C. F.; Crommelin, D. J.; Hennink, W. E. Hydrophilic polyester microspheres: Effect of molecular weight and copolymer composition on release of BSA Pharm. Res. 2010, 27, 2008-2017
34. Liu, Y.; Ghassemi, A. H.; Hennink, W. E.; Schwendeman, S. P. The microclimate pH in poly(d, l -lactide- co -hydroxymethyl glycolide) microspheres during biodegradation Biomaterials 2012, 33, 7584-7593
35. Joshi, V. B.; Geary, S. M.; Salem, A. K. Biodegradable particles as vaccine delivery systems: Size matters AAPS J. 2013, 15, 85-94
36. Zweers, M. L.; Engbers, G. H.; Grijpma, D. W.; Feijen, J. In vitro degradation of nanoparticles prepared from polymers based on dl -lactide, glycolide and poly(ethylene oxide) J. Controlled Release 2004, 100, 347-356
37. Klose, D.; Siepmann, F.; Elkharraz, K.; Siepmann, J. PLGA-based drug delivery systems: Importance of the type of drug and device geometry Int. J. Pharm. 2008, 354, 95-103
38. Ogawa, Y.; Yamamoto, M.; Okada, H.; Yashiki, T.; Shimamoto, T. A new technique to efficiently entrap leuprolide acetate into microcapsules of polylactic acid or copoly(lactic/glycolic) acid Chem. Pharm. Bull. (Tokyo) 1988, 36, 1095-1103
39. Singh, R.; Lillard, J. W., Jr. Nanoparticle-based targeted drug delivery Exp. Mol. Pathol. 2009, 86, 215-223
40. Zambaux, M. F.; Bonneaux, F.; Gref, R.; Maincent, P.; Dellacherie, E.; Alonso, M. J.; Labrude, P.; Vigneron, C. Influence of experimental parameters on the characteristics of poly(lactic acid) nanoparticles prepared by a double emulsion method J. Controlled Release 1998, 50, 31-40
41. Sah, H. A new strategy to determine the actual protein content of poly(lactide- co -glycolide) microspheres J. Pharm. Sci. 1997, 86, 1315-1318
42. Seyednejad, H.; Ghassemi, A. H.; van Nostrum, C. F.; Vermonden, T.; Hennink, W. E. Functional aliphatic polyesters for biomedical and pharmaceutical applications J. Controlled Release 2011, 152, 168-176
43. Lamprecht, A.; Ubrich, N.; Hombreiro Perez, M.; Lehr, C.; Hoffman, M.; Maincent, P. Biodegradable monodispersed nanoparticles prepared by pressure homogenization-emulsification Int. J. Pharm. 1999, 184, 97-105
44. Ravi Kumar, M. N.; Bakowsky, U.; Lehr, C. M. Preparation and characterization of cationic PLGA nanospheres as DNA carriers Biomaterials 2004, 25, 1771-1777
45. Rafati, H.; Coombes, A. G. A.; Adler, J.; Holland, J.; Davis, S. S. Protein-loaded poly(dl -lactide- co -glycolide) microparticles for oral administration: Formulation, structural and release characteristics J. Controlled Release 1997, 43, 89-102
46. Huang, X.; Brazel, C. S. On the importance and mechanisms of burst release in matrix-controlled drug delivery systems J. Controlled Release 2001, 73, 121-136
47. Van de Weert, M.; Van't Hof1, R.; Van der Weerd, J.; Heeren, R. M.; Posthuma, G.; Hennink, W. E.; Crommelin, D. J. Lysozyme distribution and conformation in a biodegradable polymer matrix as determined by FTIR techniques J. Controlled Release 2000, 68, 31-40
48. Yeo, Y.; Park, K. Characterization of reservoir-type microcapsules made by the solvent exchange method AAPS PharmSciTech 2004, 5, 52
49. van Noort, J. M.; Bsibsi, M.; Nacken, P. J.; Gerritsen, W. H.; Amor, S.; Holtman, I. R.; Boddeke, E.; van Ark, I.; Leusink-Muis, T.; Folkerts, G.; Hennink, W. E.; Amidi, M. Activation of an immune-regulatory macrophage response and inhibition of lung inflammation in a mouse model of COPD using heat-shock protein alpha B-Crystallin-loaded PLGA microparticles Biomaterials 2013, 34, 831-840
50. Allison, S. D. Analysis of initial burst in PLGA microparticles Expert Opin. Drug Delivery 2008, 5, 615-628
51. Abdelwahed, W.; Degobert, G.; Stainmesse, S.; Fessi, H. Freeze-drying of nanoparticles: Formulation, process and storage considerations Adv. Drug Delivery Rev. 2006, 58, 1688-1713
52. Bozdag, S.; Dillen, K.; Vandervoort, J.; Ludwig, A. The effect of freeze-drying with different cryoprotectants and gamma-irradiation sterilization on the characteristics of ciprofloxacin HCl-loaded poly(d, l -lactide-glycolide) nanoparticles J. Pharm. Pharmacol. 2005, 57, 699-707
53. D'Aurizio, E.; van Nostrum, C. F.; van Steenbergen, M. J.; Sozio, P.; Siepmann, F.; Siepmann, J.; Hennink, W. E.; Di Stefano, A. Preparation and characterization of poly(lactic- co -glycolic acid) microspheres loaded with a labile antiparkinson prodrug Int. J. Pharm. 2011, 409, 289-296
54. Gopferich, A. Mechanisms of polymer degradation and erosion Biomaterials 1996, 17, 103-114
55. Fredenberg, S.; Wahlgren, M.; Reslow, M.; Axelsson, A. The mechanisms of drug release in poly(lactic- co -glycolic acid)-based drug delivery systems-A review Int. J. Pharm. 2011, 415, 34-52
56. Zweers, M. L.; Engbers, G. H.; Grijpma, D. W.; Feijen, J. In vitro degradation of nanoparticles prepared from polymers based on dl -lactide, glycolide and poly(ethylene oxide) J. Controlled Release 2004, 100, 347-356
57. Leemhuis, M.; Kruijtzer, J. A.; Nostrum, C. F.; Hennink, W. E. In vitro hydrolytic degradation of hydroxyl-functionalized poly(α-hydroxy acid)s Biomacromolecules 2007, 8, 2943-2949
58. Schmitt, E. A.; Flanagan, D. R.; Linhardt, R. J. Importance of distinct water environments in the hydrolysis of poly(dl -lactide- co -glycolide) Macromolecules 1994, 27, 743-748
59. de Jong, S. J.; Arias, E. R.; Rijkers, D. T. S.; van Nostrum, C. F.; Kettenes-van den Bosch, J. J.; Hennink, W. E. New insights into the hydrolytic degradation of poly(lactic acid): participation of the alcohol terminus Polymer 2001, 42, 2795-2802
60. Valcavi, U.; Aveta, R.; Brandt, A.; Corsi, G. B.; Pascucci, G.; Solinas, F. Analogues of phospholipids: Synthesis and biological evaluation of a series of 3-phosphocholine glyceric acid derivatives Eur. J. Med. Chem. 1990, 25, 327-332
61. Rosseto, R.; Bibak, N.; Hajdu, J. A new approach to the synthesis of lysophospholipids: Preparation of lysophosphatidic acid and lysophosphatidylcholine from p-nitrophenyl glycerate Tetrahedron Lett. 2004, 45, 7371-7373
62. Stevanovic, M.; Uskokovic, D. Poly(lactide- co -glycolide)-based micro and nanoparticles for the controlled drug delivery of vitamins. Curr. Nanosci. 2009, 5.
63. Panyam, J.; Dali, M. M.; Sahoo, S. K.; Ma, W.; Chakravarthi, S. S.; Amidon, G. L.; Levy, R. J.; Labhasetwar, V. Polymer degradation and in vitro release of a model protein from poly(d, l -lactide- co -glycolide) nano- and microparticles J. Controlled Release 2003, 92, 173-187