| Peer-Reviewed

Geometrical Structure, Vibrational Spectra and Thermodynamic Properties of Chitosan Constituents by DFT Method

Received: 24 July 2014     Accepted: 30 July 2014     Published: 10 August 2014
Views:       Downloads:
Abstract

The interaction between glucosamine molecules has been studied theoretically. The geometrical structures of monomer (A), dimer (AA) and trimer (AAA) molecules of glucosamine were optimized and vibrational spectra were calculated by DFT/B3LYP method using GAMESS software (Firefly version 8.0.0). The theoretical vibrational spectra for the glucosamine dimer and trimer correspond well to the experimental IR spectrum of chitosan. The energies and enthalpies of association of A to form the dimer and trimer have been determined. The enthalpies of dimerization, A + A = AA + H2O, and trimerization, AA + A = AAA + H2O, are 48 and 45 kJ/mol, respectively. The thermodynamic functions of the monomer, dimer, and trimer molecules of glucosamine have been calculated.

Published in International Journal of Materials Science and Applications (Volume 3, Issue 4)
DOI 10.11648/j.ijmsa.20140304.11
Page(s) 121-128
Creative Commons

This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2014. Published by Science Publishing Group

Keywords

Glucosamine, Glucosamine Oligomers, Chitosan, DFT, Hydrogen Bond

References
[1] J. Venkatesan and S.-K. Kim, "Chitosan composites for bone tissue engineering—An overview," Marine drugs, vol. 8, pp. 2252-2266, 2010.
[2] N. V. Toan, "Production of Chitin and Chitosan from Partially Autolyzed Shrimp Shell Materials," The Open Biomaterials Journal, vol. 1, pp. 21-24, 2009.
[3] I. Aranaz, M. Mengíbar, R. Harris, I. Paños, B. Miralles, N. Acosta, et al., "Functional characterization of chitin and chitosan," Current Chemical Biology, vol. 3, pp. 203-230, 2009.
[4] K. Desai, K. Kit, J. Li, P. Michael Davidson, S. Zivanovic, and H. Meyer, "Nanofibrous chitosan non-wovens for filtration applications," Polymer, vol. 50, pp. 3661-3669, 2009.
[5] M. Benavente, "Adsorption of metallic ions onto chitosan: equilibrium and kinetic studies," pp. 1654-1081, 2008.
[6] E. S. Abdou, K. S. A. Nagy, and M. Z. Elsabee, "Extraction and characterization of chitin and chitosan from local sources," Bioresource Technology, vol. 99, pp. 1359-1367, 2008.
[7] A. H. Lu, E. L. Salabas, and F. Schüth, "Magnetic nanoparticles: synthesis, protection, functionalization, and application," Angewandte Chemie International Edition, vol. 46, pp. 1222-1244, 2007.
[8] A. Fattahi, M. Ghorat, A. Pourjavadi, M. Kurdtabar, and A. Torabi, "DFT/B3LYP Study of Thermochemistry of D-Glucosamine, a Representative Polyfunctional Bioorganic Compound," Scientia Iranica, vol. 15, pp. 422-429, 2008.
[9] R. Terreux, M. Domard, C. Viton, and A. Domard, "Interactions study between the copper II ion and constitutive elements of chitosan structure by DFT calculation," Biomacromolecules, vol. 7, pp. 31-37, 2006.
[10] A. A. Granovsky, "Firefly version 8.0.0," www http://classic.chem.msu.su/gran/firefly/index.html.
[11] K. K. B. M.W. Schmidt, J.A. Boatz, S.T. Elbert, M.S. Gordon, J.H. Jensen, S. Koseki, N. Matsunaga, K.A. Nguyen, S. Su, T.L. Windus, M. Dupuis, J.A. Montgomery., J. Comput. Chem. , pp. 1347-1363, 1993.
[12] wxMaclPlt. https://code.google.com/p/wxmacmolplt/wiki/Description.
[13] A. Domard and M. Domard, "Chitosan: structure-properties relationship and biomedical applications," Polymeric biomaterials, vol. 2, pp. 187-212, 2001.
[14] F.-C. Liu, C.-R. Su, T.-Y. Wu, S.-G. Su, H.-L. Yang, J. H.-Y. Lin, et al., "Efficient 1H-NMR Quantitation and Investigation of N-Acetyl-D-glucosamine (GlcNAc) and N, N'-Diacetylchitobiose (GlcNAc) 2 from Chitin," International journal of molecular sciences, vol. 12, pp. 5828-5843, 2011.
[15] E. Arunan, G. R. Desiraju, R. A. Klein, J. Sadlej, S. Scheiner, I. Alkorta, et al., "Definition of the hydrogen bond (IUPAC Recommendations 2011)," Pure and applied chemistry, vol. 83, pp. 1637-1641, 2011.
[16] J. Brugnerotto, J. Lizardi, F. M. Goycoolea, W. Argüelles-Monal, J. Desbrieres, and M. Rinaudo, "An infrared investigation in relation with chitin and chitosan characterization," Polymer, vol. 42, pp. 3569-3580, 2001.
[17] G. Cardenas and S. P. Miranda, "FTIR and TGA studies of chitosan composite films," Journal of the Chilean Chemical Society, vol. 49, pp. 291-295, 2004.
[18] J. Kumirska, M. Czerwicka, Z. Kaczyński, A. Bychowska, K. Brzozowski, J. Thöming, Piotr Stepnowski, "Application of spectroscopic methods for structural analysis of chitin and chitosan," Marine drugs, vol. 8, pp. 1567-1636, 2010.
[19] S. Kunjachan, S. Jose, and T. Lammers, "Understanding the mechanism of ionic gelation for synthesis of chitosan nanoparticles using qualitative techniques," Asian journal of pharmaceutics, vol. 4, p. 148, 2010.
[20] A. T. Paulino, J. I. Simionato, J. C. Garcia, and J. Nozaki, "Characterization of chitosan and chitin produced from silkworm crysalides," Carbohydrate Polymers, vol. 64, pp. 98-103, 2006.
[21] K. Tokarev, "OpenThermo ", v.1.0 Beta 1 (C) ed. http://openthermo.software.informer.com/, 2007-2009.
Cite This Article
  • APA Style

    Isaac Onoka, Alexander Pogrebnoi, Tatiana Pogrebnaya. (2014). Geometrical Structure, Vibrational Spectra and Thermodynamic Properties of Chitosan Constituents by DFT Method. International Journal of Materials Science and Applications, 3(4), 121-128. https://doi.org/10.11648/j.ijmsa.20140304.11

    Copy | Download

    ACS Style

    Isaac Onoka; Alexander Pogrebnoi; Tatiana Pogrebnaya. Geometrical Structure, Vibrational Spectra and Thermodynamic Properties of Chitosan Constituents by DFT Method. Int. J. Mater. Sci. Appl. 2014, 3(4), 121-128. doi: 10.11648/j.ijmsa.20140304.11

    Copy | Download

    AMA Style

    Isaac Onoka, Alexander Pogrebnoi, Tatiana Pogrebnaya. Geometrical Structure, Vibrational Spectra and Thermodynamic Properties of Chitosan Constituents by DFT Method. Int J Mater Sci Appl. 2014;3(4):121-128. doi: 10.11648/j.ijmsa.20140304.11

    Copy | Download

  • @article{10.11648/j.ijmsa.20140304.11,
      author = {Isaac Onoka and Alexander Pogrebnoi and Tatiana Pogrebnaya},
      title = {Geometrical Structure, Vibrational Spectra and Thermodynamic Properties of Chitosan Constituents by DFT Method},
      journal = {International Journal of Materials Science and Applications},
      volume = {3},
      number = {4},
      pages = {121-128},
      doi = {10.11648/j.ijmsa.20140304.11},
      url = {https://doi.org/10.11648/j.ijmsa.20140304.11},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ijmsa.20140304.11},
      abstract = {The interaction between glucosamine molecules has been studied theoretically. The geometrical structures of monomer (A), dimer (AA) and trimer (AAA) molecules of glucosamine were optimized and vibrational spectra were calculated by DFT/B3LYP method using GAMESS software (Firefly version 8.0.0). The theoretical vibrational spectra for the glucosamine dimer and trimer correspond well to the experimental IR spectrum of chitosan. The energies and enthalpies of association of A to form the dimer and trimer have been determined. The enthalpies of dimerization, A + A = AA + H2O, and trimerization, AA + A = AAA + H2O, are 48 and 45 kJ/mol, respectively. The thermodynamic functions of the monomer, dimer, and trimer molecules of glucosamine have been calculated.},
     year = {2014}
    }
    

    Copy | Download

  • TY  - JOUR
    T1  - Geometrical Structure, Vibrational Spectra and Thermodynamic Properties of Chitosan Constituents by DFT Method
    AU  - Isaac Onoka
    AU  - Alexander Pogrebnoi
    AU  - Tatiana Pogrebnaya
    Y1  - 2014/08/10
    PY  - 2014
    N1  - https://doi.org/10.11648/j.ijmsa.20140304.11
    DO  - 10.11648/j.ijmsa.20140304.11
    T2  - International Journal of Materials Science and Applications
    JF  - International Journal of Materials Science and Applications
    JO  - International Journal of Materials Science and Applications
    SP  - 121
    EP  - 128
    PB  - Science Publishing Group
    SN  - 2327-2643
    UR  - https://doi.org/10.11648/j.ijmsa.20140304.11
    AB  - The interaction between glucosamine molecules has been studied theoretically. The geometrical structures of monomer (A), dimer (AA) and trimer (AAA) molecules of glucosamine were optimized and vibrational spectra were calculated by DFT/B3LYP method using GAMESS software (Firefly version 8.0.0). The theoretical vibrational spectra for the glucosamine dimer and trimer correspond well to the experimental IR spectrum of chitosan. The energies and enthalpies of association of A to form the dimer and trimer have been determined. The enthalpies of dimerization, A + A = AA + H2O, and trimerization, AA + A = AAA + H2O, are 48 and 45 kJ/mol, respectively. The thermodynamic functions of the monomer, dimer, and trimer molecules of glucosamine have been calculated.
    VL  - 3
    IS  - 4
    ER  - 

    Copy | Download

Author Information
  • Dept. of Materials Science and Engineering, The Nelson Mandela African Institution of Science and Technology, Arusha, Tanzania

  • Dept. of Materials Science and Engineering, The Nelson Mandela African Institution of Science and Technology, Arusha, Tanzania

  • Dept. of Materials Science and Engineering, The Nelson Mandela African Institution of Science and Technology, Arusha, Tanzania

  • Sections