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Adsorption characteristics of chitooligosaccharides onto activated charcoal in aqueous solutions

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Abstract

To investigate the adsorption characteristics of chitooligosaccharides in solution onto activated charcoal, we studied the optimal adsorption conditions and the adsorption mechanisms of the chitooligosaccharides onto activated charcoal, which will greatly promote the application of activated charcoal in the chitooligosaccharides separation and purification. We studied the effects of particle size of activated charcoal, pH of solution, contact time, temperature, and initial concentration of chitooligosaccharides on the adsorption behavior in batch mode experiments. Activated charcoal in fine particle size showed a high uptake of chitooligosaccharides. Weak alkaline solution (pH 8–9) was the most favorable to the adsorption. The adsorption equilibrium after 60 min was established, which followed a pseudo-second-order kinetic model. The adsorption capacity (Qmax) reached 0.195 g/g (chitooligosaccharides/activated charcoal) at 298 K. The adsorption was temperature-insensitive, and the adsorption isotherms could be best described by the Langmuir equation. Chitooligosaccharides adsorbed on activated charcoal could be desorbed in 50% ethanol solution in combination with an acidic condition (pH 2), reaching desorption efficiency of 96.0%. These findings are of great significance for the production and purification of amino oligosaccharides including chitooligosaccharides using activated charcoal.

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Data Availability Statement

The datasets analyzed during the current study are available from the corresponding author on reasonable request.

References

  • Acemioğlu B. 2005. Batch kinetic study of sorption of methylene blue by perlite. Chemical Engineering Journal, 106(1): 73–81.

    Google Scholar 

  • Aksu Z, Yener J. 2001. A comparative adsorption/biosorption study of mono-chlorinated phenols onto various sorbents. Waste Management, 21(8): 695–702.

    Google Scholar 

  • Benhabiles M S, Salah R, Lounici H, Drouiche N, Goosen M F A, Mameri N. 2012. Antibacterial activity of chitin, chitosan and its oligomers prepared from shrimp shell waste. Food Hydrocolloids, 29(1): 48–56.

    Google Scholar 

  • Canilha L, De Almeida e Silva J B, Solenzal A I N. 2004. Eucalyptus hydrolysate detoxification with activated charcoal adsorption or ion-exchange resins for xylitol production. Process Biochemistry, 39(12): 1 909–1 912.

    Google Scholar 

  • Chingombe P, Saha B, Wakeman R J. 2005. Surface modification and characterisation of a coal-based activated carbon. Carbon, 43(15): 3 132–3 143.

    Google Scholar 

  • Domard A. 2011. A perspective on 30 years research on chitin and chitosan. Carbohydrate Polymers, 84(2): 696–703.

    Google Scholar 

  • Dubois M, Gilles K A, Hamilton J K, Rebers P A, Smith F. 1956. Colorimetric method for determination of sugars and related substances. Analytical Chemistry, 28(3): 350–356.

    Google Scholar 

  • Duy N N, Van Phu D, Anh N T, Hien N Q. 2011. Synergistic degradation to prepare oligochitosan by γ-irradiation of chitosan solution in the presence of hydrogen peroxide. Radiation Physics and Chemistry, 80(7): 848–853.

    Google Scholar 

  • Einbu A, Vårum K M. 2008. Characterization of chitin and its hydrolysis to GlcNAc and GlcN. Biomacromolecules, 9(7): 1 870–1 875.

    Google Scholar 

  • Fu K F. 2018. Preparation, Characterization and Application of Lignin-Based Activated Carbons from Black Liquor. Shandong University, Jinan. (in Chinese)

    Google Scholar 

  • Fujimoto Y, Hattori T, Uno S, Murata T, Usui T. 2009. Enzymatic synthesis of gentiooligosaccharides by transglycosylation with β-glycosidases from Penicillium multicolor. Carbohydrate Research, 344(8): 972–978.

    Google Scholar 

  • Fytianos K, Voudrias E, Kokkalis E. 2000. Sorption-desorption behaviour of 2, 4-dichlorophenol by marine sediments. Chemosphere, 40(1): 3–6.

    Google Scholar 

  • Ho Y S, McKay G. 1999. Pseudo-second order model for sorption processes. Process Biochemistry, 34(5): 451–465.

    Google Scholar 

  • Kim K W, Thomas R L. 2007. Antioxidative activity of chitosans with varying molecular weights. Food Chemistry, 101(1): 308–313.

    Google Scholar 

  • Kim S, Rajapakse N. 2005. Enzymatic production and biological activities of chitosan oligosaccharides (COS): A review. Carbohydrate Polymers, 62(4): 357–368.

    Google Scholar 

  • Kittur F S, Kumar A B V, Varadaraj M C, Tharanathan R N. 2005. Chitooligosaccharides—preparation with the aid of pectinase isozyme from Aspergillus niger and their antibacterial activity. Carbohydrate Research, 340(6): 1 239–1 245.

    Google Scholar 

  • Langmuir I. 1916. The constitution and fundamental properties of solids and liquids. Part I. Solids. Journal of the American Chemical Society, 38(11): 2 221–2 295.

    Google Scholar 

  • Laroche C, Delattre C, Mati-Baouche N, Salah R, Ursu A V, Moulti-Mati F, Michaud P, Pierre G. 2018. Bioactivity of chitosan and its derivatives. Current Organic Chemistry, 22(7): 641–667.

    Google Scholar 

  • Le Dévédec F, Bazinet L, Furtos A, Venne K, Brunet S, Mateescu M. 2008. Separation of chitosan oligomers by immobilized metal affinity chromatography. Journal of Chromatography A, 1194(2): 165–171.

    Google Scholar 

  • Li K C, Liu S, Xing R G, Qin Y K, Li P C. 2013a. Preparation, characterization and antioxidant activity of two partially N-acetylated chitotrioses. Carbohydrate Polymers, 92(2): 1 730–1 736.

    Google Scholar 

  • Li K C, Liu S, Xing R G, Yu H H, Qin Y K, Li P C. 2015. Liquid phase adsorption behavior of inulin-type fructan onto activated charcoal. Carbohydrate Polymers, 122: 237–242.

    Google Scholar 

  • Li K C, Liu S, Xing R G, Yu H H, Qin Y K, Li R F, Li P C. 2013b. High-resolution separation of homogeneous chitooligomers series from 2-mers to 7-mers by ion-exchange chromatography. Journal of Separation Science, 36(7): 1 275–1 282.

    Google Scholar 

  • Li K C, Xing R G, Liu S, Li P C. 2016. Advances in preparation, analysis and biological activities of single chitooligosaccharides. Carbohydrate Polymers, 139: 178–190.

    Google Scholar 

  • Li K C, Xing R G, Liu S, Li R F, Qin Y K, Meng X T, Li P C. 2012a. Separation of chito-oligomers with several degrees of polymerization and study of their antioxidant activity. Carbohydrate Polymers, 88(3): 896–903.

    Google Scholar 

  • Li K C, Xing R G, Liu S, Qin Y K, Li B, Wang X Q, Li P C. 2012b. Separation and scavenging superoxide radical activity of chitooligomers with degree of polymerization 6–16. International Journal of Biological Macromolecules, 51(5): 826–830.

    Google Scholar 

  • Li K C, Xing R G, Liu S, Qin Y K, Meng X T, Li P C. 2012c. Microwave-assisted degradation of chitosan for a possible use in inhibiting crop pathogenic fungi. International Journal of Biological Macromolecules, 51(5): 767–773.

    Google Scholar 

  • Liaqat F, Eltem R. 2018. Chitooligosaccharides and their biological activities: A comprehensive review. Carbohydrate Polymers, 184: 243–259.

    Google Scholar 

  • Ma J W, Wang H, Wang F Y, Huang Z H. 2010. Adsorption of 2, 4-dichlorophenol from aqueous solution by a new low-cost adsorbent—activated bamboo charcoal. Separation Science and Technology, 45(16): 2 329–2 336.

    Google Scholar 

  • Mengíbar M, Ganan M, Miralles B, Carrascosa A V, Martínez-Rodriguez A J, Peter M G, Heras A. 2011. Antibacterial activity of products of depolymerization of chitosans with lysozyme and chitosanase against Campylobacter jejuni. Carbohydrate Polymers, 84(2): 844–848.

    Google Scholar 

  • Muzzarelli R A A. 2010. Chitins and chitosans as immunoadjuvants and non-allergenic drug carriers. Marine Drugs, 8(2): 292–312.

    Google Scholar 

  • Ngo D N, Kim M M, Kim S K. 2008. Chitin oligosaccharides inhibit oxidative stress in live cells. Carbohydrate Polymers, 74(2): 228–234.

    Google Scholar 

  • Qadeer R. 2012. Concentration effects associated with the kinetics of ruthenium ions adsorption on activated charcoal. Journal of Radioanalytical and Nuclear Chemistry, 295(3): 1 649–1 653.

    Google Scholar 

  • Semeñuk T, Krist P, Pavliček J, Bezouška K, Kuzma M, Novák P, Křen V. 2001. Synthesis of chitooligomer-based glycoconjugates and their binding to the rat natural killer cell activation receptor NKR-P1. Glycoconjugate Journal, 18(10): 817–826.

    Google Scholar 

  • Skodras G, Diamantopoulou I, Pantoleontos G, Sakellaropoulos G P. 2008. Kinetic studies of elemental mercury adsorption in activated carbon fixed bed reactor. Journal of Hazardous Materials, 158(1): 1–13.

    Google Scholar 

  • Tikhonov V E, Stepnova E A, Babak V G, Yamskov I A, Palma-Guerrero J, Jansson H B, Lopez-Llorca L V, Salinas J, Gerasimenko D V, Avdienko I D, Varlamov V P. 2006. Bactericidal and antifungal activities of a low molecular weight chitosan and its N-/2(3)-(dodec-2-enyl)succinoyl/-derivatives. Carbohydrate Polymers, 64(1): 66–72.

    Google Scholar 

  • Tishchenko G, Šimůnek J, Brus J, Netopilík M, Pekárek M, Walterová Z, Koppová I, Lenfeld J. 2011. Low-molecular-weight chitosans: Preparation and characterization. Carbohydrate Polymers, 86(2): 1 077–1 081.

    Google Scholar 

  • Tsaih M L, Tseng L Z, Chen R H. 2004. Effects of removing small fragments with ultrafiltration treatment and ultrasonic conditions on the degradation kinetics of chitosan. Polymer Degradation and Stability, 86(1): 25–32.

    Google Scholar 

  • Wei Y A, Hendrix D L, Nieman R. 1997. Diglucomelezitose, a novel pentasaccharide in silverleaf whitefly honeydew. Journal of Agricultural and Food Chemistry, 45(9): 3 481–3 486.

    Google Scholar 

  • Xiong C N, Wu H G, Wei P, Pan M, Tuo Y Q, Kusakabe I, Du Y G. 2009. Potent angiogenic inhibition effects of deacetylated chitohexaose separated from chitooligosaccharides and its mechanism of action in vitro. Carbohydrate Research, 344(15): 1 975–1 983.

    Google Scholar 

  • Xu W H, Jiang C Q, Kong X Y, Liang Y, Rong M, Liu W S. 2012. Chitooligosaccharides and N-acetyl-D-glucosamine stimulate peripheral blood mononuclear cell-mediated antitumor immune responses. Molecular Medicine Reports, 6(2): 385–390.

    Google Scholar 

  • Yang Y, Xing R G, Liu S, Qin Y K, Li K C, Yu H H, Li P C. 2019. Immunostimulatory effects of chitooligosaccharides on RAW 264.7 mouse macrophages via regulation of the MAPK and PI3K/Akt signaling pathways. Marine Drugs, 17(1): 36.

    Google Scholar 

  • Zhao Y Z, Xu G C, Wang S Y, Yi X W, Wu W D. 2018. Chitosan oligosaccharides alleviate PM2.5-induced lung inflammation in rats. Environmental Science and Pollution Research, 25(34): 34 221–34 227.

    Google Scholar 

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Correspondence to Yu Yu.

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Supported by the National Natural Science Foundation of China (No. 41976096), the National Key R&D Program of China (No. 2018YFC0311305), the Open Fund of CAS Key Laboratory of Marine Ecology and Environmental Sciences, Institute of Oceanology, Chinese Academy of Sciences (No. KLMEES201805), and the Talent Research Foundation of Qingdao Agricultural University (No. 1114347)

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Yu, Y., Li, K. Adsorption characteristics of chitooligosaccharides onto activated charcoal in aqueous solutions. J. Ocean. Limnol. 38, 342–350 (2020). https://doi.org/10.1007/s00343-019-8327-2

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  • DOI: https://doi.org/10.1007/s00343-019-8327-2

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