Chitosan Sub-micron Particles Prepared Using Sulfate Ion Salt as Bacteriostatic Materials in Neutral pH Condition

Abstract

In this paper, the newly developed ion exchange phase separation method to create chitosan sub-micron particles is introduced: 1) chitosan was dissolved in a lactic acid aqueous solution. 2) the obtained chitosan solution was added stepwise in a sodium sulfate aqueous solution and cooled down to 5℃ to become slightly turbid through agglutination. 3) desalinating and deacidifying of the mixture was carried out by a dialyzing tube method. IR spectroscopy and elemental analysis indicated that the agglutination of chitosan was induced by crosslinking effect with an electrostatic interaction between sulfate anions and amino groups in the glucosamine unit although large excess of Na2SO4 caused undesirable further agglutination of the resultant chitosan particles. As a result, the proper amount of Na2SO4 was approximately 1.0 - 10.0 equivalent for the amino group to create the chitosan particles with a sub-micron size. In addition, we investigated an antibacterial activity test for Escherichia coli of the obtained chitosan particles. The significant antibacterial activity was observed in incubation even at neutral pH condition while the chitosan microbeads (size: ca 200 m) prepared by the conventional method and chitosan granules (size: ca 600 m) as starting materials showed almost no antibacterial activity in the same condition.

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K. Saita, S. Nagaoka, M. Horikawa, T. Shirosaki, S. Matsuda and H. Ihara, "Chitosan Sub-micron Particles Prepared Using Sulfate Ion Salt as Bacteriostatic Materials in Neutral pH Condition," Journal of Biomaterials and Nanobiotechnology, Vol. 2 No. 4, 2011, pp. 347-352. doi: 10.4236/jbnb.2011.24043.

Conflicts of Interest

The authors declare no conflicts of interest.

References

[1] R. N. Tharanathan, F. S. Kittur, “Chitin-The Undisputed Biomolecule of Great Potential,” Critical Reviews in Food Science and Nutrition, Vol. 43, No. 1, 2003, pp. 61-87. doi:10.1080/10408690390826455
[2] R. Bodmeier, K. H. Oh, Y. Pramar, “Preparation and Evaluation of Drug-containing Chitosan Beads,” Drug Development and Industrial Pharmacy, Vol. 15, No. 9, 1989, pp. 1475-1494. doi:10.3109/03639048909062758
[3] Y. Nishioka, S. Kyotani, H. Masui, M. Okamura, M. Miyazaki, K. Okazaki, S. Ohnishi, Y. Yamamoto, K. Ito, “Preparation and Release Characteristics of Cisplatin Albumin Microspheres Containing Chitin and Treated with Chitosan,” Chemical & Pharmaceutical Bulletin, Vol. 37, No. 11, 1989, pp. 3074-3077.
[4] Y. Ohya, M. Shiratani, H. Kobayashi, T. Ouchi, “Release Behavior of 5-Fluorouracil from Chitosan-Gel Nanospheres Immobilizing 5-Fluorouracil Coated with Polysaccharides and Their Cell Specific Cytotoxicity”, Journal of Macromolecular Science, Part A: Pure and Applied Chemistry, Vol. 31, No. 5, 1994, pp. 629-642. doi: 10.1080/10601329409349743
[5] Y. C. Shi, Y. M Jiang, D. X. Sui, Y. L. Li, T. Chen, L. Ma, Z. T. Ding, “Affinity Chromatography of Trypsin Using Chitosan as Ligand Support”, Journal of Chromatography A, Vol. 742, No. 1-2, 1996, pp. 107-112. doi:10.1016/0021-9673(96)00260-9
[6] T. Adachi, J. Ida, M. Wakita, M. Hashimoto, H. Ihara, C. Hirayama, “Preparation of Spherical and Porous Chitosan Particles by Suspension Evaporation with O/W/O Multiple Emulsions”, Polymer Journal, Vol. 31, No. 4, 1999, pp. 319-323. doi:10.1295/polymj.31.319
[7] T. Hayashi, Y. Ikada, “Protease Immobilization onto Porous Chitosan Bead”, Journal of Applied Polymer Science, Vol. 42, No. 1, 1991, pp. 85-92. doi:10.1002/app.1991.070420110
[8] T. Feng, Y. Du, J. Yang, J. Li, X. Shi, “Immobilization of a Nonspecific Chitosan Hydrolytic Enzyme for Application in Preparation of Water-soluble Low-molecular- weight Chitosan”, Journal of Applied Polymer Science, Vol. 101, No. 3, 2006, pp. 1334-1339. doi:10.1002/app.22959
[9] E. B. Denkbas, M. Odabasi, E. Kilicay, N. Ozdemir, “Human Serum Albumin (HSA) Adsorption With Chitosan Microspheres”, Journal of Applied Polymer Science, Vol. 86, No. 12, 2002, pp. 3035-3039. doi:10.1002/app.11318
[10] T. Adachi, J. Ida, M. Wakita, M. Hashimoto, Japan. Pat. 3569927.
[11] H. Li, G. Yan, S. Wu, Z. Wang, K. Y. Lam, “Numerical Simulation of Controlled Nifedipine Release from Chitosan Microgels”, Journal of Applied Polymer Science, Vol. 93, No. 4, 2004, pp. 1928-1937. doi:10.1002/app.20652
[12] X. Yuan, H. Li, Y. Yuan, “Preparation of Cholesterol-modified Chitosan Self-aggregated Nanoparticles for Delivery of Drugs to Ocular Surface”, Carbohydrate Polymers, Vol. 65, No. 3, 2006, pp. 337-345. doi:10.1016/j.carbpol.2006.01.020
[13] S. Lee, H. Choi, S. Suh, I. Doo, K. Oh, E. J. Choi, A. T. S. Taylor, P. S. Low, Y. Lee, “Oligogalacturonic Acid and Chitosan Reduce Stomatal Aperture by Inducing the Evolution of Reactive Oxygen Species from Guard Cells of Tomato and Commelina communis”, Plant Physiology, Vol. 121, No. 1, 1999, pp. 147-152. doi:10.1104/pp.121.1.147
[14] S. P. Strand, K. M. Varum, K. Ostgaard, “Interactions between Chitosans and Bacterial Suspensions: Adsorption and Flocculation”, Colloids and Surfaces B: Biointerfaces, Vol. 27, No. 1, 2003, pp. 71-81. doi:10.1016/S0927-7765(02)00043-7
[15] G. Ikinci, S. Senel, H. Akincibay, S. Kas, S. Ercis, C. G. Wilson, A. A. Hincal, “Effect of Chitosan on a Periodontal Pathogen Porphyromonas Gingivalis”, International Journal of Pharmaceutics, Vol. 235, No. 1-2, 2002, pp. 121-127. doi:10.1016/S0378-5173(01)00974-7
[16] K. Aiedeh, M. O. Taha, “Synthesis of Iron-crosslinked Chitosan Succinate and Iron-crosslinked Hydroxamated Chitosan Succinate and Their in Vitro Evaluation as Potential Matrix Materials for Oral Theophylline Sustained- release Beads”, European Journal of Pharmaceutical Sciences, Vol. 13, No. 2, 2001, pp. 159-168. doi:10.1016/S0928-0987(00)00217-7
[17] J. H. Park, Y. W. Cho, H. Chung, I. C. Kwon, S. Y. Jeong, “Synthesis and Characterization of Sugar-Bearing Chitosan Derivatives: Aqueous Solubility and Biodegradability”, Biomacromolecules , Vol. 4, No. 4, 2003, pp. 1087-1091. doi:10.1021/bm034094r
[18] G. J. Tsai, W. H. Su, “Antibacterial Activity of Shrimp Chitosan against Escherichia coli”, Journal of Food Protection, Vol. 62, No. 3, 1999, pp. 239-243.
[19] I. M. Helander, E. L. Nurmiaho-Lassila, R. Ahvenainen, J. Rhoades, S. Roller, “Chitosan Disrupts the Barrier Properties of the Outer Membrane of Gram-negative Bacteria”, International Journal of Food Microbiology, Vol. 71, No. 2-3, 2001, pp. 235-244. doi:10.1016/S0168-1605(01)00609-2
[20] X. F. Liu, Y. L. Guan, D. Z. Yang, Z. Li, K. D. Yao, “Antibacterial Action of Chitosan and Carboxymethylated Chitosan”, Journal of Applied Polymer Science, Vol. 79, No. 7, 2001, pp. 1324-1335. doi:10.1002/1097-4628(20010214)79:7<1324::AID-APP210>3.0.CO;2-L
[21] E. B. Denkba, M. Odabasi, “Chitosan Microspheres and Sponges: Preparation and Characterization”, Journal of Applied Polymer Science, Vol. 76, No. 11, 2000, pp. 1637-1643.
[22] F. L. Mi, T. B. Wong, S. S. Shyu, S. F. Chang, “Chitosan Microspheres: Modification of Polymeric Chem-physical Properties of Spray-dried Microspheres to Control the Release of Antibiotic Drug”, Journal of Applied Polymer Science, Vol. 71, No. 5, 1999, pp.747-759. doi:10.1002/(SICI)1097-4628(19990131)71:5<747::AID-APP9>3.0.CO;2-6
[23] H. Takahashi, R. Chen, H. Okamoto, K. Danjo, “Acetaminophen Particle Design Using Chitosan and a Spray- Drying Technique”, Chemical & Pharmaceutical Bulletin, Vol. 53, No. 1, 2005, pp. 37-41. doi:10.1248/cpb.53.37
[24] M. Gimeno, N. Ventosa, Y. Boumghar, J. Fournier, I. Boucher, J. Veciana, “Micronization of the Chitosan Derivatives D-Glucosamine Hydrochloride and D-Glucosa- mine Sulphate Salts by Dense Gas Anti-solvent Precipitation Techniques”, The Journal of Supercritical Fluids, Vol. 38, No. 1, 2006, pp. 94-102. doi:10.1016/j.supflu.2005.11.009
[25] V. J. Mohanraj, Y. Chen, “Nanoparticles - A Review”, Tropical Journal of Pharmaceutical Research, Vol. 5, No. 1, 2006, pp. 561-573.
[26] E. I. Rabea, M. T. B. Badawy, C. V. Stevens, G. Smagghe, W. Steurbaut, “Chitosan as Antimicrobial Agent: Applications and Mode of Action”, Biomacromolecules, Vol. 4, No. 6, 2003, pp. 1457-1465. doi:10.1021/bm034130m
[27] Z. Li, X. P. Zhyang, X. F. Liu, Y. L. Guan, K. D. Yao, “Study on Antibacterial O-carboxymethylated Chitosan/cellulose Blend Film from LiCl/N, N-dimethylace- tamide Solution”, Polymer, Vol. 43, No. 4, 2001, pp. 1541-1547. doi:10.1016/S0032-3861(01)00699-1

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