Effect of monomeric sequence on transport properties of d-glucose and ascorbic acid in poly(VP-co-HEMA) hydrogels with various water contents: Molecular dynamics simulation approach

Theoretical Chemistry Accounts

Volumn 131, Issue 4, 2012, Pages 1-16

  Lee, Seung Geol ^a,c   Koh, Wonsang ^b   Brunello, Giuseppe F ^a   Choi, Ji Il ^a   Bucknall, David G ^a   Jang, Seung Soon ^a  

^a Georgia Institute of Technology   (United States)

^b GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

^c CALIFORNIA INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

Ascorbic acid; d glucose; Hydrogels; Molecular dynamics simulation; Monomeric sequence; Transport property; VP co HEMA

Indexed keywords

EID: 84858991101     PISSN: 1432881X     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00214-012-1206-y     Document Type: Article

References (97)

1. Lowman AM, Peppas NA (1999) Hydrogels. Encyclopedia of controlled drug delivery, vol 2. Wiley, New York.
2. Wichterle O, Lim D (1960) Hydrophilic gels for biological use. Nature 185(4706): 117-118.
3. Peppas NA (1997) Hydrogels and drug delivery. Curr Opin Colloid Interface Sci 2(5): 531-537.
4. Lee KY, Mooney DJ (2001) Hydrogels for tissue engineering. Chem Rev 101(7): 1869-1879. doi: 10. 1021/Cr000108x.
5. Tanaka Y, Gong JP, Osada Y (2005) Novel hydrogels with excellent mechanical performance. Prog Polym Sci 30(1): 1-9.
6. Peppas NA, Huang Y, Torres-Lugo M, Ward JH, Zhang J (2000) Physicochemical, foundations and structural design of hydrogels in medicine and biology. Annu Rev Biomed Eng 2: 9-29.
7. Ratner BD, Hoffman AS, Schoen FJ, Lemons JE (2004) Biomaterials science: an introduction to materials in medicine. Elsevier Academic Press, San Diego, CA.
8. Montheard JP, Chatzopoulos M, Chappard D (1992) 2-Hydroxyethyl methacrylate (Hema)-chemical-properties and applications in biomedical fields. J Macromol Sci, Rev Macromol Chem Phys C32(1): 1-34.
9. Hoffman AS (2002) Hydrogels for biomedical applications. Adv Drug Deliv Rev 54(1): 3-12.
10. Peppas NA, Moynihan HJ, Lucht LM (1985) The structure of highly crosslinked poly(2-hydroxyethyl methacrylate) hydrogels. J Biomed Mater Res 19(4): 397-411.
11. Gokce M, Akata RF, KiremitciGumusderelioglu M (1996) 5-FU loaded pHEMA drainage implants for glaucoma-filtering surgery: device design and in vitro release kinetics. Biomaterials 17(9): 941-949.
12. KiremitciGumusderelioglu M, Gokce M, Akata RF (1996) A novel MMC-loaded pHEMA drainage device for the treatment of glaucoma: in vitro and in vivo studies. J Biomater Sci Polym Ed 7(10): 857-869.
13. Lu SX, Anseth KS (1999) Photopolymerization of multilaminated poly(HEMA) hydrogels for controlled release. J Control Release 57(3): 291-300.
14. Teijon JM, Trigo RM, Garcia O, Blanco MD (1997) Cytarabine trapping in poly(2-hydroxyethyl methacrylate) hydrogels: drug delivery studies. Biomaterials 18(5): 383-388.
15. Hsiue GH, Guu JA, Cheng CC (2001) Poly(2-hydroxyethyl methacrylate) film as a drug delivery system for pilocarpine. Biomaterials 22(13): 1763-1769.
16. Young CD, Wu JR, Tsou TL (1998) Fabrication and characteristics of polyHEMA artificial skin with improved tensile properties. J Membr Sci 146(1): 83-93.
17. Young CD, Wu JR, Tsou TL (1998) High-strength, ultra-thin and fiber-reinforced pHEMA artificial skin. Biomaterials 19(19): 1745-1752.
18. Husain MT, Akhtar M, Akhtar N (1983) Report on evaluation of hydron film as burn wound dressing. Burns Incl Therm Inj 9(5): 330-334.
19. Nathan P, Robb EC, Law EJ, MacMillan BG (1982) A clinical study of antimicrobial agents delivered to burn wounds from a drug-loaded synthetic dressing. J Trauma 22(12): 1015-1018.
20. Lee SD, Hsiue GH, Kao CY, Chang PCT (1996) Artificial cornea: surface modification of silicone rubber membrane by graft polymerization of pHEMA via glow discharge. Biomaterials 17(6): 587-595.
21. Kidane A, Szabocsik JM, Park K (1998) Accelerated study on lysozyme deposition on poly(HEMA) contact lenses. Biomaterials 19(22): 2051-2055.
22. Arica MY, Senel S, Alaeddinoglu NG, Patir S, Denizli A (2000) Invertase immobilized on spacer-arm attached poly(hydroxyethyl methacrylate) membrane: preparation and properties. J Appl Polym Sci 75(14): 1685-1692.
23. Akashi M, Takemoto K (1990) New aspects of polymer drugs. Adv Polym Sci 97: 107-146.
24. Bell CL, Peppas NA (1995) Biomedical membranes from hydrogels and interpolymer complexes. Adv Polym Sci 122: 125-175.
25. Laporte RJ (1997) Hydrophilic polymer coatings for medical devices. CRC Press, Lancaster, PA.
26. Blanco MD, Trigo RM, Garcia O, Teijon JM (1997) Controlled release of cytarabine from poly(2-hydroxyethyl methacrylate-co-N-vinyl-2-pyrrolidone) hydrogels. J Biomater Sci Polym Ed 8(9): 709-719.
27. Gallardo A, Fernandez F, Bermejo P, Rebuelta M, Cifuentes A, Diez-Masa JC, San Roman J (2000) Controlled release of cyclosporine from VP-HEMA copolymer systems of adjustable resorption monitorized by MEKC. Biomaterials 21(9): 915-921.
28. Davis TP, Huglin MB (1989) Studies on copolymeric hydrogels of N-vinyl-2-pyrrolidone with 2-hydroxyethyl methacrylate. Macromolecules 22(6): 2824-2829.
29. Atta AM, Arndt KF (2004) Swelling behaviour of pH- and temperature-sensitive copolymers containing 2-hydroxy-ethyl methacrylate and N-vinyl-2-pyrrolidone crosslinked with new crosslinkers. Polym Int 53(11): 1870-1881. doi: 10. 1002/Pi. 1606.
30. Zaldivar D, Peniche C, Gallardo A, Sanroman J (1993) Biocompatible hydrogels of controlled hydrophobicity from copolymers of N-vinyl-2-pyrrolidone and furfuryl methacrylate. Biomaterials 14(14): 1073-1079.
31. Langer R, Cima LG, Tamada JA, Wintermantel E (1990) Future-directions in biomaterials. Biomaterials 11(9): 738-745.
32. Blanco MD, Trigo RM, Teijon C, Gomez C, Teijon JM (1998) Slow releasing of ara-C from poly(2-hydroxyethyl methacrylate) and poly(2-hydroxyethyl methacrylate-co-N-vinyl-2-pyrrolidone) hydrogels implanted subcutaneously in the back of rats. Biomaterials 19(7-9): 861-869.
33. Title 21 CFR (Code of Federal Regulations) 175. 105 (2010).
34. Mabilleau G, Aguado E, Stancu IC, Cincu C, Basle ME, Chappard D (2008) Effects of FGF-2 release from a hydrogel polymer on bone mass and microarchitecture. Biomaterials 29(11): 1593-1600. doi: 10. 1016/j. biomaterials. 2007. 12. 01.
35. Cifuentes A, Diez-Masa JC, Montenegro C, Rebuelta M, Gallardo A, Elvira C, San Roman J (2000) Recombinant growth hormone delivery systems based on vinylpyrrolidone-hydroxyethyl methacrylate copolymer matrices: monitoring optimization by capillary zone electrophoresis. J Biomater Sci Polym Ed 11(9): 993-1005.
36. Frutos P, Diez-Pena E, Frutos G, Barrales-Rienda JM (2002) Release of gentamicin sulphate from a modified commercial bone cement. Effect of (2-hydroxyethyl methacrylate) comonomer and poly(N-vinyl-2-pyrrolidone) additive on release mechanism and kinetics. Biomaterials 23(18): 3787-3797.
37. Ahmad B, Bashir S, Nisa SU, Huglin MB (2004) Chemically crosslinked N-vinyl-2-pyrrolidone/2-hydroxyethyl methacrylate (VP/HEMA) copolymer for the controlled release of cyclic oligopeptide. Turk J Chem 28(3): 279-285.
38. Matsushima S, Takasu A, Inai Y, Hirabayashi T, Era S, Sogami M, Sasaki F, Ohsaki H, Kinosada Y (2002) Equivalent cross-relaxation rate imaging in the synthetic copolymer gels and invasive ductal carcinomas of the breast. Magn Reson Imaging 20(3): 285-293.
39. Hosaka S, Yamada A, Tanzawa H, Momose T, Magatani H, Nakajima A (1980) Mechanical-properties of the soft contact-lens of poly(methyl methacrylate-N-vinylpyrrolidone). J Biomed Mater Res 14(5): 557-566.
40. Compan V, Garrido J, Manzanares JA, Andres J, Esteve JS, Lopez ML (1992) True and apparent oxygen permeabilities of contact-lenses. Optom Vis Sci 69(9): 685-690.
41. Swan MC, Bucknall DG, Goodacre TE, Czernuszka JT (2011) Synthesis and properties of a novel anisotropic self-inflating hydrogel tissue expander. Acta Biomater 7(3): 1126-1132. doi: 10. 1016/j. actbio. 2010. 10. 017.
42. Chummun S, Addison P, Stewart KJ (2010) The osmotic tissue expander: a 5-year experience. J Plast Reconstr Aesthet Surg 63(12): 2128-2132. doi: 10. 1016/j. bjps. 2010. 02. 002.
43. Obdeijn MC, Nicolai JPA, Werker PMN (2009) The osmotic tissue expander: a three-year clinical experience. J Plast Reconstr Aesthet Surg 62(9): 1219-1222. doi: 10. 1016/j. bjps. 2007. 12. 088.
44. von See C, Rucker M, Bormann KH, Gellrich NC (2010) Using a novel self-inflating hydrogel expander for intraoral gingival tissue expansion prior to bone augmentation. Br J Oral Maxillofac Surg 48(4): e5-e6. doi: 10. 1016/j. bjoms. 2009. 10. 025.
45. Gallardo A, Lemus AR, Roman JS, Cifuentes A, Diez-Masa JC (1999) Micellar electrokinetic chromatography applied to copolymer systems with heterogeneous distribution. Macromolecules 32(3): 610-617.
46. Odian G (2004) Principles of polymerization, 4th edn. Wiley, Hoboken, NJ.
47. Dionisio JM, Odriscoll KF (1979) High-conversion co-polymerization of styrene and methyl-methacrylate. J Polym Sci, Part C: Polym Lett 17(11): 701-707.
48. Elias HG (1997) An introduction to polymer science. VCH, Weinheim.
49. Hautus FLM, Linssen HN, German AL (1984) Dependence of computed copolymer reactivity ratios on the calculation method. 1. Effect of experimental setup. J Polym Sci, Part A: Polym Chem 22(11): 3487-3498.
50. Hamielic AE, MacGregor JF, Pendilis A (1989) Copolymerization comprehensive polymer science. Pergamon, New York.
51. Jenkins AD (1996) Reactivity in radical copolymerization. Comprehensive polymer science second supplement. Pergamon Press, New York.
52. Faragalla MM, Hill DJT, Whittaker AK (2002) The copolymerization of N-vinyl-2-pyrrolidone with 2-hydroxyethyl methacrylate. Polym Bull 47(5): 421-427.
53. Alissa MA, Davis TP, Huglin MB, Yip DCF (1985) Copolymerizations involving N-vinyl-2-pyrrolidone. Polymer 26(12): 1869-1874.
54. Lee SG, Brunello GF, Jang SS, Bucknall DG (2009) Molecular dynamics simulation study of P (VP-co-HEMA) hydrogels: effect of water content on equilibrium structures and mechanical properties. Biomaterials 30(30): 6130-6141.
55. Lee SG, Brunello GF, Jang SS, Lee JH, Bucknall DG (2009) Effect of monomeric sequence on mechanical properties of P(VP-co-HEMA) hydrogels at low hydration. J Phys Chem B 113(19): 6604-6612.
56. Lee JH, Bucknall DG (2008) Swelling behavior and network structure of hydrogels synthesized using controlled UV-initiated free radical polymerization. J Polym Sci, Part B: Polym Phys 46(14): 1450-1462. doi: 10. 1002/Polb. 21481.
57. Jang SS, Goddard WA, Kalani MYS (2007) Mechanical and transport properties of the poly(ethylene oxide)-poly(acrylic acid) double network hydrogel from molecular dynamic simulations. J Phys Chem B 111(7): 1729-1737. doi: 10. 1021/Jp0656330.
58. Jang SS, Goddard WA, Kalani MYS, Myung D, Frank CW (2007) Mechanical and transport properties of the poly(ethylene oxide)-poly(acrylic acid) double network hydrogel from molecular dynamic simulations. J Phys Chem B 111(51): 14440.
59. Brunello G, Lee SG, Jang SS, Qi Y (2009) A molecular dynamics simulation study of hydrated sulfonated poly (Ether Ether Ketone) for application to polymer electrolyte membrane fuel cells: effect of water content. J Renew Sustain Energy 1: 033101.
60. Jang SS, Goddard WA (2007) Structures and transport properties of hydrated water-soluble dendrimer-grafted polymer membranes for application to polymer electrolyte membrane fuel cells: classical molecular dynamics approach. J Phys Chem C 111(6): 2759-2769.
61. Jang SS, Lin ST, Cagin T, Molinero V, Goddard WA (2005) Nanophase segregation and water dynamics in the dendrion diblock copolymer formed from the Frechet polyaryl ethereal dendrimer and linear PTFE. J Phys Chem B 109(20): 10154-10167. doi: 10. 1021/Jp050125w.
62. Jang SS, Molinero V, Cagin T, Goddard WA (2004) Nanophase-segregation and transport in Nafion 117 from molecular dynamics simulations: effect of monomeric sequence. J Phys Chem B 108(10): 3149-3157. doi: 10. 1021/Jp036842c.
63. Mayo SL, Olafson BD, Goddard WA (1990) Dreiding-a generic force-field for molecular simulations. J Phys Chem 94(26): 8897-8909.
64. Levitt M, Hirshberg M, Sharon R, Laidig KE, Daggett V (1997) Calibration and testing of a water model for simulation of the molecular dynamics of proteins and nucleic acids in solution. J Phys Chem B 101(25): 5051-5061.
65. Lee SG, Jang SS, Kim J, Kim G (2010) Distribution and diffusion of water in model epoxy molding compound: molecular dynamics simulation approach. IEEE Trans Adv Packag 33(2): 333-339. doi: 10. 1109/Tadvp. 2009. 2033570.
66. Lee SG, Choi JI, Koh W, Jang SS, Kim J, Kim G (2011) Effect of temperature on water molecules in model epoxy molding compound: molecular dynamics simulation approach IEEE transactions on components. Packag Manuf Technol 1(10): 1533-1542.
67. Brunello GF, Mateker WR, Lee SG, Choi JI, Jang SS (2011) Effect of temperature on structure and water transport of hydrated sulfonated poly (Ether Ether Ketone): a molecular dynamics simulation approach. J Renew Sustain Energy 3: 043111.
68. Plimpton S (1995) Fast parallel algorithms for short-range molecular-dynamics. J Comput Phys 117(1): 1-19.
69. Plimpton SJ, Pollock R, Stevens M (1997) Particle-mesh ewald and rRESPA for parallel molecular dynamics simulations. Paper presented at the eighth SIAM conference on parallel processing for scientific computing, Minneapolis, MN.
70. Swope WC, Andersen HC, Berens PH, Wilson KR (1982) A computer-simulation method for the calculation of equilibrium-constants for the formation of physical clusters of molecules-application to small water clusters. J Chem Phys 76(1): 637-649.
71. Hoover WG (1985) Canonical dynamics-equilibrium phase-space distributions. Phys Rev A 31(3): 1695-1697.
72. Nose S (1984) A unified formulation of the constant temperature molecular-dynamics methods. J Chem Phys 81(1): 511-519.
73. Nose S, Klein ML (1983) A study of solid and liquid carbon tetrafluoride using the constant pressure molecular-dynamics technique. J Chem Phys 78(11): 6928-6939.
74. Rappe AK, Goddard WA (1991) Charge equilibration for molecular-dynamics simulations. J Phys Chem 95(8): 3358-3363.
75. Hockney RW, Eastwood JW (1981) Computer simulation using particles. McGraw-Hill International Book Co., New York.
76. Davis TP, Huglin MB (1988) Some mechanical-properties of Poly(2-Hydroxyethyl Methacrylate) gels swollen in water 1, 4-Dioxane mixtures. Makromolekulare Chemie-Rapid Communications 9(1): 39-43.
77. Hong Y, Chirila TV, Cuypers MJH, Constable IJ (1996) Polymers of 1-vinyl-2-pyrrolidinone as potential vitreous substitutes: physical selection. J Biomater Appl 11(2): 135-181.
78. TakacsNovak K, Avdeef A (1996) Interlaboratory study of log P determination by shake-flask and potentiometric methods. J Pharm Biomed Anal 14(11): 1405-1413.
79. LOGKOW Databank (1994) Sangster Research Laboratories.
80. Kou JH, Amidon GL, Lee PI (1988) Ph-dependent swelling and solute diffusion characteristics of poly(Hydroxyethyl methacrylate-Co-methacrylic acid) hydrogels. Pharm Res 5(9): 592-597.
81. Khare AR, Peppas NA (1995) Swelling deswelling of anionic copolymer gels. Biomaterials 16(7): 559-567.
82. Peppas NA, Wright SL (1996) Solute diffusion in poly(vinyl alcohol) poly(acrylic acid) interpenetrating networks. Macromolecules 29(27): 8798-8804.
83. Russell RJ, Axel AC, Shields KL, Pishko MV (2001) Mass transfer in rapidly photopolymerized poly(ethylene glycol) hydrogels used for chemical sensing. Polymer 42(11): 4893-4901.
84. Peppas NA, Wright SL (1998) Drug diffusion and binding in ionizable interpenetrating networks from poly(vinyl alcohol) and poly(acrylic acid). Eur J Pharm Biopharm 46(1): 15-29.
85. Saxton MJ (2001) Anomalous subdiffusion in fluorescence photobleaching recovery: a Monte Carlo study. Biophys J 81(4): 2226-2240.
86. Weiss M, Elsner M, Kartberg F, Nilsson T (2004) Anomalous subdiffusion is a measure for cytoplasmic crowding in living cells. Biophys J 87(5): 3518-3524. doi: 10. 1529/biophysj. 104. 044263.
87. Schutz GJ, Schindler H, Schmidt T (1997) Single-molecule microscopy on model membranes reveals anomalous diffusion. Biophys J 73(2): 1073-1080.
88. Weiss M, Hashimoto H, Nilsson T (2003) Anomalous protein diffusion in living cells as seen by fluorescence correlation spectroscopy. Biophys J 84(6): 4043-4052.
89. Azurmendi HF, Ramia ME (2001) Anomalous diffusion of water in a hydrogel of sucrose and diepoxide monomers. J Chem Phys 114(21): 9657-9662.
90. Drazer G, Zanette DH (1999) Experimental evidence of power-law trapping-time distributions in porous media. Phys Rev E 60(5): 5858-5864.
91. Robinson D, Anderson JE, Lin JL (1990) Measurement of diffusion-coefficients of some indoles and ascorbic-acid by flow-injection analysis. J Phys Chem 94(2): 1003-1005.
92. CRC handbook of chemistry and physics (2005) 85th edn. CRC Press, Boca Raton, FL.
93. Gladden JK, Dole M (1953) Diffusion in supersaturated solutions. 2. Glucose solutions. J Am Chem Soc 75(16): 3900-3904.
94. Ribeiro ACF, Ortona O, Simoes SMN, Santos CIAV, Prazeres PMRA, Valente AJM, Lobo VMM, Burrows HD (2006) Binary mutual diffusion coefficients of aqueous solutions of sucrose, lactose, glucose, and fructose in the temperature range from (298. 15 to 328. 15) K. J Chem Eng Data 51(5): 1836-1840. doi: 10. 1021/Je0602061.
95. Myung D, Koh W, Ko J, Noolandi J, Carrasco M, Smithc A, Frank C, Ta C (2005) Characterization of poly(ethylene glycol)-poly(acrylic acid) (PEG-PAA) double networks designed for corneal implant applications. Investig Ophthalmol Vis Sci 46 (Abstract 5003).
96. Giovambattista N, Debenedetti PG, Rossky PJ (2007) Hydration behavior under confinement by nanoscale surfaces with patterned hydrophobicity and hydrophilicity. J Phys Chem C 111(3): 1323-1332. doi: 10. 1021/Jp065419b.
97. BellissentFunel MC, SridiDorbez R, Bosio L (1996) X-ray and neutron scattering studies of the structure of water at a hydrophobic surface. J Chem Phys 104(24): 10023-10029.