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Synthesis of Chitosan Derivative Compounds Through Chloroacetic Acid and Heparin Grafting and Their Application as Membrane Materials with Polyvinyl Alcohol (PVA)

Chemistry Department, Faculty of Sciences and Mathematics, Diponegoro University, Jl. Prof. Soedarto, SH., Tembalang, Semarang, Indonesia

Received: 13 Aug 2022; Revised: 24 Oct 2022; Accepted: 8 Dec 2022; Published: 31 Dec 2022.
Open Access Copyright 2022 Jurnal Kimia Sains dan Aplikasi under http://creativecommons.org/licenses/by-sa/4.0.

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Abstract
A chitosan membrane modified with chloroacetic acid with heparin (hep) and polyvinyl alcohol (PVA) has been successfully prepared. Chitosan was modified with chloroacetic acid through a nucleophilic substitution reaction to form N-carboxyl methyl chitosan (N-CMC) and then combined with PVA. N-CMC/PVA grafting with heparin was conducted using the immersion method and produced N-CMC/PVA.g.Hep membrane. This study aims to obtain a membrane with the best chemical and physical characteristics and the highest creatinine transport. Membrane characterization includes water absorption test, tensile strength, thickness, biodegradation, resistance to pH, and transport of creatinine and vitamin B12. Chemical characterization of active groups and morphology using FTIR and SEM. The characterization results show that the reaction of grafting chitosan using chloroacetic acid produces N-carboxymethyl chitosan (N-CMC). The N-CMC/PVA membrane has a creatinine transport capacity of 19.61%. The N–CMC/PVA.g.Hep membrane has a creatinine transport capacity of 24.81%. Supporting PVA improves the hydrophilicity and mechanical strength of the membrane.
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Keywords: Chitosan; graft reaction; chloroacetic acid; heparin, membrane; PVA
Funding: Universitas Diponegoro

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  1. Retno Ariadi Lusiana, Dwi Siswanta, Mudasir Mudasir, Takashi Hayashita, The influence of PVA. cl. citric acid/chitosan membrane hydrophicility on the transport of creatinine and urea, Indonesian Journal of Chemistry, 13, 3, (2013), 262-270 https://doi.org/10.22146/ijc.21286
  2. M. A. Barbosa, A. P. Pêgo, I. F. Amaral, 2.213 - Chitosan, in: P. Ducheyne (Ed.) Comprehensive Biomaterials, Elsevier, Oxford, 2011, https://doi.org/10.1016/B978-0-08-055294-1.00072-6
  3. Bailei Li, Jeevithan Elango, Wenhui Wu, Recent Advancement of Molecular Structure and Biomaterial Function of Chitosan from Marine Organisms for Pharmaceutical and Nutraceutical Application, Applied Sciences, 10, 14, (2020), 4719 https://doi.org/10.3390/app10144719
  4. Wenjie Wang, Changhu Xue, Xiangzhao Mao, Chitosan: Structural modification, biological activity and application, International Journal of Biological Macromolecules, 164, (2020), 4532-4546 https://doi.org/10.1016/j.ijbiomac.2020.09.042
  5. Anna E. Caprifico, Peter J. S. Foot, Elena Polycarpou, Gianpiero Calabrese, Overcoming the protein corona in chitosan-based nanoparticles, Drug Discovery Today, 26, 8, (2021), 1825-1840 https://doi.org/10.1016/j.drudis.2021.04.014
  6. Deepak Kumar, Sachin Gihar, Manoj Kumar Shrivash, Pramendra Kumar, Patit Paban Kundu, A review on the synthesis of graft copolymers of chitosan and their potential applications, International Journal of Biological Macromolecules, 163, (2020), 2097-2112 https://doi.org/10.1016/j.ijbiomac.2020.09.060
  7. Katarzyna Wegrzynowska-Drzymalska, Patrycja Grebicka, Dariusz T. Mlynarczyk, Dorota Chelminiak-Dudkiewicz, Halina Kaczmarek, Tomasz Goslinski, Marta Ziegler-Borowska, Crosslinking of Chitosan with Dialdehyde Chitosan as a New Approach for Biomedical Applications, Materials, 13, 15, (2020), 3413 https://doi.org/10.3390/ma13153413
  8. Retno Ariadi Lusiana, Sintesis turunan kitosan melalui reaksi cangkok dan taut silang dan aplikasinya sebagai membran hemodialisis; synthesis of chitosan derivatives through grafted and cross-linked reaction and its aplication as hemodialysis membranes, Program studi Kimia, Universitas Gadjah Mada, Yogyakarta, 2014
  9. E. A. Takara, J. Marchese, N. A. Ochoa, NaOH treatment of chitosan films: Impact on macromolecular structure and film properties, Carbohydrate Polymers, 132, (2015), 25-30 https://doi.org/10.1016/j.carbpol.2015.05.077
  10. Subhash S. Vaghani, Madhabhai M. Patel, C. S. Satish, Kandarp M. Patel, Nurudin P. Jivani, Synthesis and characterization of carboxymethyl chitosan hydrogel: application as pH-sensitive delivery for nateglinide, Current Drug Delivery, 9, 6, (2012), 628-636 http://dx.doi.org/10.2174/156720112803529837
  11. C. Branca, G. D’Angelo, C. Crupi, K. Khouzami, S. Rifici, G. Ruello, U. Wanderlingh, Role of the OH and NH vibrational groups in polysaccharide-nanocomposite interactions: A FTIR-ATR study on chitosan and chitosan/clay films, Polymer, 99, (2016), 614-622 https://doi.org/10.1016/j.polymer.2016.07.086
  12. S. Ghodbane, A. Deneuville, D. Tromson, P. Bergonzo, E. Bustarret, D. Ballutaud, Sensitivity of Raman spectra excited at 325 nm to surface treatments of undoped polycrystalline diamond films, physica status solidi (a), 203, 10, (2006), 2397-2402 https://doi.org/10.1002/pssa.200521462
  13. A. Pawlak, M. Mucha, Thermogravimetric and FTIR studies of chitosan blends, Thermochimica Acta, 396, 1, (2003), 153-166 https://doi.org/10.1016/S0040-6031(02)00523-3
  14. M. Baranska, W. Schütze, H. Schulz, Determination of Lycopene and β-Carotene Content in Tomato Fruits and Related Products: Comparison of FT-Raman, ATR-IR, and NIR Spectroscopy, Analytical Chemistry, 78, 24, (2006), 8456-8461 https://doi.org/10.1021/ac061220j
  15. Przemysław Adamkiewicz, Agnieszka Sujak, Wiesław I. Gruszecki, Spectroscopic study on formation of aggregated structures by carotenoids: Role of water, Journal of Molecular Structure, 1046, (2013), 44-51 https://doi.org/10.1016/j.molstruc.2013.04.053
  16. Daichi Okuno, Tadashi Iwase, Kyoko Shinzawa-Itoh, Shinya Yoshikawa, Teizo Kitagawa, FTIR Detection of Protonation/Deprotonation of Key Carboxyl Side Chains Caused by Redox Change of the CuA-Heme a Moiety and Ligand Dissociation from the Heme a3-CuB Center of Bovine Heart Cytochrome c Oxidase, Journal of the American Chemical Society, 125, 24, (2003), 7209-7218 https://doi.org/10.1021/ja021302z
  17. Jiang Li, Surface-engineering of Poly (ethylene terephthalate) for improved haemocompatibility, Department of Textile Sciences, University of Manitoba (Canada), Winnipeg, 2012
  18. Parsaoran Siahaan, Nurwarrohman Andre Sasongko, Retno Ariadi Lusiana, Vivitri Dewi Prasasty, Muhamad Abdulkadir Martoprawiro, The validation of molecular interaction among dimer chitosan with urea and creatinine using density functional theory: In application for hemodyalisis membrane, International Journal of Biological Macromolecules, 168, (2021), 339-349 https://doi.org/10.1016/j.ijbiomac.2020.12.052
  19. Jose-Ramiro González-Montaña, Francisco Escalera-Valente, Angel J. Alonso, Juan M. Lomillos, Roberto Robles, Marta E. Alonso, Relationship between Vitamin B12 and Cobalt Metabolism in Domestic Ruminant: An Update, Animals, 10, 10, (2020), 1855 https://doi.org/10.3390/ani10101855

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