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Theoretical Study of the Interaction between Chitosan Constituents (Glucosamine and Acetylglucosamine Dimers) and Na Ions

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DOI: 10.4236/oalib.1101978    728 Downloads   1,166 Views   Citations

ABSTRACT

The interaction of dimers of glucosamine and acetylglucosamine molecules with sodium ion has been studied using the DFT/B3LYP approach. The optimization of geometrical parameters and vibrational spectra calculations were done under 6-31G(d) basis set, and energies of the reactions were obtained using 6-311 G(d, p) basis set. The enthalpies of the association reactions of the dimers of glucosamine and acetylglucosamine with Na have been determined. The internal hydrogen bonds OH…O and NH…O have been shown to play an important role in conformational behavior of a particular molecule.

Conflicts of Interest

The authors declare no conflicts of interest.

Cite this paper

Emmanuel, M. , Pogrebnoi, A. and Pogrebnaya, T. (2015) Theoretical Study of the Interaction between Chitosan Constituents (Glucosamine and Acetylglucosamine Dimers) and Na Ions. Open Access Library Journal, 2, 1-14. doi: 10.4236/oalib.1101978.

References

[1] Simons, J.P. (2009) Good Vibrations: Probing Biomolecular Structure and Interactions through Spectroscopy in the Gas Phase. Molecular Physics: An International Journal at the Interface between Chemistry and Physics, 107, 2435-2458.
[2] Petrov, M., Lymperakis, L., Friák, M. and Neugebauer, J. (2012) Ab Initio Based Conformational Study of the Crystalline α-Chitin. Biopolymers, 99, 22-34.
http://dx.doi.org/10.1002/bip.22131
[3] Fattahi, A., Ghorat, M., Pourjavadi, A., Kurdtabar, M. and Torabi, A.A. (2008) DFT/B3LYP Study of Thermochemistry of D-Glucosamine, a Representative Polyfunctional Bioorganic Compound. Scientia Iranica, 15, 422-429.
[4] Becke, A.D. (2014) Perspective: Fifty Years of Density-Functional Theory in Chemical Physics. The Journal of Chemical Physics, 140, 18A301.
http://dx.doi.org/10.1063/1.4869598
[5] Cohen, A.J., Mori-Sánchez, P. and Yang, W. (2011) Challenges for Density Functional Theory. Chemical Reviews, 112, 289-320.
http://dx.doi.org/10.1021/cr200107z
[6] Peña, I., Kolesniková, L., Cabezas, C., Bermúdez, C., Berdakin, M., Simão, A. and Alonso, J.L. (2014) The Shape of D-Glucosamine. Physical Chemistry Chemical Physics, 16, 23244-23250.
http://dx.doi.org/10.1039/C4CP03593C
[7] Onoka, I., Pogrebnoi, A. and Pogrebnaya, T. (2014) Geometrical Structure, Vibrational Spectra and Thermodynamic Properties of Chitosan Constituents by DFT Method. International Journal of Materials Science and Applications, 3, 121-128.
http://dx.doi.org/10.11648/j.ijmsa.20140304.11
[8] Danielsen, S., Vårum, K.M. and Stokke, B.T. (2004) Structural Analysis of Chitosan Mediated DNA Condensation by AFM: Influence of Chitosan Molecular Parameters. Biomacromolecules, 5, 928-936.
http://dx.doi.org/10.1021/bm034502r
[9] Sionkowska, A., Wisniewski, M., Skopinska, J., Kennedy, C.J. and Wess, T.J. (2004) Molecular Interactions in Collagen and Chitosan Blends. Biomaterials, 25, 795-801.
http://dx.doi.org/10.1016/S0142-9612(03)00595-7
[10] Lehninger, A.L. (2004) Principles of Biochemistry. 4th Edition, W.H. Freeman, New York.
[11] Amaral, I.F., Granja, P.L. and Barbosa, M.A. (2005) Chemical Modification of Chitosan by Phosphorylation: An XPS, FT-IR and SEM Study. Journal of Biomaterials Science, Polymer Edition, 16, 1575-1593.
http://dx.doi.org/10.1163/156856205774576736
[12] Luo, Y.C. and Wang, Q. (2013) Recent Advances of Chitosan and Its Derivatives for Novel Applications in Food Science. Journal of Food Processing and Beverages, 1, 13.
[13] Aranaz, I., Mengíbar, M., Harris, R., Paños, I., Miralles, B., Acosta, N., Galed, G. and Heras, á. (2009) Functional Characterization of Chitin and Chitosan. Current Chemical Biology, 3, 203-230.
[14] El-hefian, E.A., Nasef, M.M. and Yahaya, A.H. (2010) Preparation and Characterization of Chitosan/Polyvinyl Alcohol Blends—A Rheological Study. E-Journal of Chemistry, 7, S349-S357.
http://dx.doi.org/10.1155/2010/275135
[15] Benavente, M. (2008) Adsorption of Metallic Ions onto Chitosan: Equilibrium and Kinetic Studies. Licentiate Thesis, KTH, Stockholm.
[16] Tharun, J., Hwang, Y., Roshan, R., Ahn, S., Kathalikkattil, A.C. and Park, D.W. (2012) A Novel Approach of Utilizing Quaternized Chitosan as a Catalyst for the Eco-Friendly Cycloaddition of Epoxides with CO2. Catalysis Science & Technology, 2, 1674-1680.
http://dx.doi.org/10.1039/c2cy20137b
[17] Prashanth, K.V.H. Advancement of Chitosan Based Nanoparticles for Present and Future Interests. Department of Meat, Fish and Poultry Technology CSIR-Central Food and Technological Research Institute, Mysore.
[18] Patrulea, V., Negrulescu, A., Mincea, M.M., Pitulice, L.D., Spiridon, O.B. and Ostafe, V. (2013) Optimization of the Removal of Copper (II) Ions from Aqueous Solution on Chitosan and Cross-Linked Chitosan Beads. BioResources, 8, 1147-1165.
http://dx.doi.org/10.15376/biores.8.1.1147-1165
[19] Terreux, R., Domard, M., Viton, C. and Domard, A. (2006) Interactions Study between the Copper II Ion and Constitutive Elements of Chitosan Structure by DFT Calculation. Biomacromolecules, 7, 31-37.
http://dx.doi.org/10.1021/bm0504126
[20] Emmanuel, M., Pogrebnoi, A. and Pogrebnaya, T. (2015) Interactions between Sodium Ion and Constituents of Chitosan: DFT Study. International Journal of Materials Science and Applications, 4, 303-313.
[21] HyperChem(™), H., Inc., 1115 NW 4th Street, Gainesville, Florida 32601, USA.
[22] Granovsky, A.A. (2014) Firefly Version 8.1.0.
http://classic.chem.msu.su/gran/firefly/index.html
[23] Schmidt, M.W., Baldridge, K.K., Boatz, J.A., Elbert, S.T., Gordon, M.S., Jensen, J.H., Koseki, S., Matsunaga, N., Nguyen, K.A., Su, S., Windus, T.L., Dupuis, M. and Montgomery, J.A. (1993) General Atomic and Molecular Electronic Structure System. Journal of Computational Chemistry, 14, 1347-1363. http://dx.doi.org/10.1002/jcc.540141112
[24] Bode, B.M. and Gordon, M.S. (1998) Macmolplt: A Graphical User Interface for GAMESS. Version 7.4.2. Journal of Molecular Graphics and Modelling, 16, 133-138.
http://dx.doi.org/10.1016/S1093-3263(99)00002-9
[25] Zhurko, G.A. and Zhurko, D.A. Chemcraft. Version 1.7 (Build 132).
www.chemcraftprog.com
[26] Kunjachan, S., Jose, S. and Lammers, T. (2010) Understanding the Mechanism of Ionic Gelation for Synthesis of Chitosan Nanoparticles Using Qualitative Techniques. Asian Journal of Pharmaceutics, 4, 148-153.
http://www.asiapharmaceutics.info/text.asp?2010/4/2/148/68467
http://dx.doi.org/10.4103/0973-8398.68467
[27] Sobahi, T.R., Makki, M.S.I. and Abdelaal, M.Y. (2013) Carrier-Mediated Blends of Chitosan with Polyvinyl Chloride for Different Applications. Journal of Saudi Chemical Society, 17, 245-250.
http://dx.doi.org/10.1016/j.jscs.2011.03.015
[28] Tokarev, K. (2007-2009) OpenThermo. v.1.0 Beta 1 (C) ed.
http://openthermo.software.informer.com
[29] Gurvich, L.V., Yungman, V.S., Bergman, G.A., Veitz, I.V., Gusarov, A.V., Iorish, V.S., Leonidov, V.Y., Medvedev, V.A., Belov, G.V., Aristova, N.M., Gorokhov, L.N., Dorofeeva, O.V., Ezhov, Y.S., Efimov, M.E., Krivosheya, N.S., Nazarenko, I.I., Osina, E.L., Ryabova, V.G., Tolmach, P.I., Chandamirova, N.E. and Shenyavskaya, E.A. (1992-2000) Thermodynamic Properties of Individual Substances. Ivtanthermo for Windows Database on Thermodynamic Properties of Individual Substances and Thermodynamic Modeling Software. Version 3.0. Glushko Thermocenter of RAS, Moscow.

  
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