Abstract
Glucuronoxylans have been considered as an alternative polymer for petroleum polymers in coatings, films, emulsifiers, and other industries. In this study, different molecule weight glucuronoxylans were obtained through xylanase hydrolysis. Dodecenyl succinic anhydride (DDSA) was used as a modifying agent to functionalize glucuronoxylans. At the same degree of substitution (DS), higher molecule weight glucuronoxylans led to better emulsifying properties and emulsion stability. Higher molecule weight DDSA modified glucuronoxylans showed smaller droplets size, lower zeta potential, higher EA (emulsifying activity) and better emulsion stability. These results suggested that molecule weight has positive impact on the emulsifying properties of DDSA modified glucuronoxylans. Furthermore, DS had positive impact on the emulsifying properties of DDSA modified glucuronoxylans.
Funding source: National Natural Science Foundation of China
Award Identifier / Grant number: 21904053
-
Research ethics: The local Institutional Review Board deemed the study exempt from review.
-
Author contributions: Zhenhua Hu, Yushen Liu: investigation, resources, writing-original draft; Zhouyang Xiang: formal analysis, supervision, writing-original draft; Lulaing Wang, Shengdan Wang, Xiaotong Fan: supervision. All authors reviewed the manuscript. The authors have accepted responsibility for the entire content of this manuscript and approved its submission.
-
Competing interests: The authors state no conflicts of interest.
-
Research funding: This work was supported by the National Natural Science Foundation of China (21904053) and the Foundation (no. KF202106) of Key Laboratory of Pulp and Paper Science & Technology of Ministry of Education, Qilu University of Technology (Shandong Academy of Sciences).
-
Data availability: The raw data can be obtained from the corresponding author on reasonable request.
References
Chemin, M., Rakotovelo, A., Ham-Pichavant, F., Chollet, G., Da Silva Perez, D., Petit-Conil, M., Cramail, H., and Grelier, S. (2016). Periodate oxidation of 4-O-methylglucuronoxylans: influence of the reaction conditions. Carbohydr. Polym. 142: 45–50, https://doi.org/10.1016/j.carbpol.2016.01.025.Search in Google Scholar PubMed
Chi, H., Xu, K., Xue, D., Song, C., Zhang, W., and Wang, P. (2007). Synthesis of dodecenyl succinic anhydride (DDSA) corn starch. Food Res. Int. 40: 232–238, https://doi.org/10.1016/j.foodres.2006.09.013.Search in Google Scholar
Dickinson, E. (2009). Hydrocolloids as emulsifiers and emulsion stabilizers. Food Hydrocoll. 23: 1473–1482, https://doi.org/10.1016/j.foodhyd.2008.08.005.Search in Google Scholar
Dutta, S., De, S., Saha, B., and Alam, M.I. (2012). Advances in conversion of hemicellulosic biomass to furfural and upgrading to biofuels. Catal. Sci. Technol. 2: 2025, https://doi.org/10.1039/c2cy20235b.Search in Google Scholar
Ebringerová, A., Hromádková, Z., and Heinze, T. (2005). Hemicellulose. In: Heinze, T. (Ed.). Polysaccharides I: structure, characterization and use. Springer, Berlin, Heidelberg, pp. 1–67.10.1007/b136816Search in Google Scholar
Egues, I., Stepan, A.M., Eceiza, A., Toriz, G., Gatenholm, P., and Labidi, J. (2014). Corncob arabinoxylan for new materials. Carbohydr. Polym. 102: 12–20.10.1016/j.carbpol.2013.11.011Search in Google Scholar PubMed
Falkeborg, M. and Guo, Z. (2015). Dodecenyl succinylated alginate (DSA) as a novel dual-function emulsifier for improved fish oil-in-water emulsions. Food Hydrocoll. 46: 10–18, https://doi.org/10.1016/j.foodhyd.2014.12.011.Search in Google Scholar
Farhat, W., Venditti, R.A., Hubbe, M., Taha, M., Becquart, F., and Ayoub, A. (2017). A review of water-resistant hemicellulose-based materials: processing and applications. ChemSusChem 10: 305–323, https://doi.org/10.1002/cssc.201601047.Search in Google Scholar PubMed
Fernando, I.P.S., Kim, D., Nah, J.-W., and Jeon, Y.-J. (2019). Advances in functionalizing fucoidans and alginates (bio)polymers by structural modifications: a review. Chem. Eng. J. 355: 33–48, https://doi.org/10.1016/j.cej.2018.08.115.Search in Google Scholar
Gírio, F.M., Fonseca, C., Carvalheiro, F., Duarte, L.C., Marques, S., and Bogel-Lukasik, R. (2010). Hemicelluloses for fuel ethanol: a review. Bioresour. Technol. 101: 4775–4800, https://doi.org/10.1016/j.biortech.2010.01.088.Search in Google Scholar PubMed
Hansen, N.M.L. and David, P. (2008). Sustainable films and coatings from hemicelluloses: a review. Biomacromolecules 9: 1493–1505, https://doi.org/10.1021/bm800053z.Search in Google Scholar PubMed
Heinze, T., Koschella, A., and Ebringerová, A. (2003). Chemical functionalization of xylan: a short review. Hemicelluloses: Sci. Technol. ACS Symp. Ser. 864: 312–325.10.1021/bk-2004-0864.ch020Search in Google Scholar
Hu, G., Huang, S., Cao, S., and Ma, Z. (2009). Effect of enrichment with hemicellulose from rice bran on chemical and functional properties of bread. Food Chem. 115: 839–842, https://doi.org/10.1016/j.foodchem.2008.12.092.Search in Google Scholar
Hu, Z., Xiang, Z., and Lu, F. (2019). Synthesis and emulsifying properties of long-chain succinic acid esters of glucuronoxylans. Cellulose 26: 3713–3724, https://doi.org/10.1007/s10570-019-02361-9.Search in Google Scholar
Hu, Z., Wang, C., Xiang, Z., and Lu, F. (2021). Amino-functionalized glucuronoxylan as an efficient bio-based emulsifier. Cellulose 28: 3677–3689, https://doi.org/10.1007/s10570-021-03762-5.Search in Google Scholar
Huang, Q., Fu, X., He, X.-w., Luo, F.-x., Yu, S.-j., and Li, L. (2010). The effect of enzymatic pretreatments on subsequent octenyl succinic anhydride modifications of cornstarch. Food Hydrocoll 24: 60–65, https://doi.org/10.1016/j.foodhyd.2009.08.005.Search in Google Scholar
Izydorczyk, M.S. and Dexter, J.E. (2008). Barley β-glucans and arabinoxylans: molecular structure, physicochemical properties, and uses in food products: a review. Food Res. Int. 41: 850–868, https://doi.org/10.1016/j.foodres.2008.04.001.Search in Google Scholar
Kokubun, S., Ratcliffe, I., and Williams, P.A. (2015). The emulsification properties of octenyl- and dodecenyl-succinylated inulins. Food Hydrocoll 50: 145–149, https://doi.org/10.1016/j.foodhyd.2015.04.021.Search in Google Scholar
Konduri, M.K. and Fatehi, P. (2016). Synthesis and characterization of carboxymethylated xylan and its application as a dispersant. Carbohydr. Polym. 146: 26–35, https://doi.org/10.1016/j.carbpol.2016.03.036.Search in Google Scholar PubMed
Li, J., Hu, X., Yan, X., Li, X., Ma, Z., and Liu, L. (2016). Effects of hydrolysis by xylanase on the emulsifying properties of Artemisia sphaerocephala Krasch. polysaccharide. Food Hydrocoll 76: 158–163, https://doi.org/10.1016/j.foodhyd.2016.12.015.Search in Google Scholar
Li, J., Hu, X., Yan, X., Li, X., Ma, Z., and Liu, L. (2018). Effects of hydrolysis by xylanase on the emulsifying properties of Artemisia sphaerocephala Krasch. polysaccharide. Food Hydrocoll 76: 158–163, https://doi.org/10.1016/j.foodhyd.2016.12.015.Search in Google Scholar
Mikkonen, K.S., Heikkilä, M.I., Willför, S.M., and Tenkanen, M. (2012). Films from glyoxal-crosslinked spruce galactoglucomannans plasticized with sorbitol. Int. J. Polym. Sci. 2012: 1–8, https://doi.org/10.1155/2012/482810.Search in Google Scholar
Mohammadi, S., Abbasi, S., and Scanlon, M.G. (2016). Development of emulsifying property in Persian gum using octenyl succinic anhydride (OSA). Int. J. Biol. Macromol. 89: 396–405, https://doi.org/10.1016/j.ijbiomac.2016.04.006.Search in Google Scholar PubMed
Morros, J., Levecke, B., and Infante, M.R. (2011). Hydrophobically modified inulin from alkenyl succinic anhydride in aqueous media. Carbohydr. Polym. 84: 1110–1116, https://doi.org/10.1016/j.carbpol.2010.12.077.Search in Google Scholar
Naidu, D.S., Hlangothi, S.P., and John, M.J. (2018). Bio-based products from xylan: a review. Carbohydr. Polym. 179: 28, https://doi.org/10.1016/j.carbpol.2017.09.064.Search in Google Scholar PubMed
Oinonen, P., Areskogh, D., and Henriksson, G. (2013). Enzyme catalyzed cross-linking of spruce galactoglucomannan improves its applicability in barrier films. Carbohydr. Polym. 95: 690–696, https://doi.org/10.1016/j.carbpol.2013.03.016.Search in Google Scholar PubMed
Ojala, J., Sirviö, J.A., and Liimatainen, H. (2016). Nanoparticle emulsifiers based on bifunctionalized cellulose nanocrystals as marine diesel oil–water emulsion stabilizers. Chem. Eng. J. 288: 312–320, https://doi.org/10.1016/j.cej.2015.10.113.Search in Google Scholar
Padil, V.V., Senan, C., and Cernik, M. (2015). Dodecenylsuccinic anhydride derivatives of gum karaya (Sterculia urens): preparation, characterization, and their antibacterial properties. J. Agric. Food Chem. 63: 3757–3765, https://doi.org/10.1021/jf505783e.Search in Google Scholar PubMed
Peng, X., Xiang, Z., Du, F., Tan, J., Zhong, L., and Sun, R. (2017). Amphiphilic xylan–cholic acid conjugates: synthesis and self-assembly behaviors in aqueous solution. Cellulose 25: 245–257, https://doi.org/10.1007/s10570-017-1595-0.Search in Google Scholar
Petzold, K., Schwikal, K., and Heinze, T. (2006). Carboxymethyl xylan—synthesis and detailed structure characterization. Carbohydr. Polym. 64: 292–298, https://doi.org/10.1016/j.carbpol.2005.11.037.Search in Google Scholar
Petzold-Welcke, K., Schwikal, K., Daus, S., and Heinze, T. (2014). Xylan derivatives and their application potential - mini-review of own results. Carbohydr. Polym. 100: 80–88, https://doi.org/10.1016/j.carbpol.2012.11.052.Search in Google Scholar PubMed
Qiabi, A., Rigal, L., and Gaset, A. (1994). Comparative studies of hemicellulose hydrolysis processes: application to various lignocellulosic wastes. Ind. Crops Prod. 3: 95–102, https://doi.org/10.1016/0926-6690(94)90082-5.Search in Google Scholar
Ren, J., Peng, X., Zhong, L., Feng, P., and Sun, R. (2012). Novel hydrophobic hemicelluloses: synthesis and characteristic. Carbohydr. Polym. 89: 152–157, https://doi.org/10.1016/j.carbpol.2012.02.064.Search in Google Scholar PubMed
Saghir, S., Iqbal, M.S., Hussain, M.A., Koschella, A., and Heinze, T. (2008). Structure characterization and carboxymethylation of arabinoxylan isolated from Ispaghula (Plantago ovata) seed husk. Carbohydr. Polym. 74: 309–317, https://doi.org/10.1016/j.carbpol.2008.02.019.Search in Google Scholar
Sun, R., Sun, X.F., and Bing, X. (2010). Succinoylation of wheat straw hemicelluloses with a low degree of substitution in aqueous systems. J. Appl. Polym. Sci. 83: 757–766, https://doi.org/10.1002/app.2270.Search in Google Scholar
Walstra, P. (1993). Principles of emulsion formation. Chem. Eng. Sci. 48: 333–349, https://doi.org/10.1016/0009-2509(93)80021-h.Search in Google Scholar
Wang, H., Williams, P.A., and Senan, C. (2014). Synthesis, characterization and emulsification properties of dodecenyl succinic anhydride derivatives of gum Arabic. Food Hydrocoll 37: 143–148, https://doi.org/10.1016/j.foodhyd.2013.10.033.Search in Google Scholar
Wang, Y., Li, D., Wang, L.-J., and Adhikari, B. (2011). The effect of addition of flaxseed gum on the emulsion properties of soybean protein isolate (SPI). J. Food Eng. 104: 56–62, https://doi.org/10.1016/j.jfoodeng.2010.11.027.Search in Google Scholar
Xiang, Z. and Runge, T. (2016). Emulsifying properties of succinylated arabinoxylan-protein gum produced from corn ethanol residuals. Food Hydrocoll 52: 423–430, https://doi.org/10.1016/j.foodhyd.2015.07.018.Search in Google Scholar
Zhong, L.X., Peng, X.W., Yang, D., Cao, X.F., and Sun, R.C. (2013). Long-chain anhydride modification: a new strategy for preparing xylan films. J. Agric. Food Chem. 61: 655–661, https://doi.org/10.1021/jf304818f.Search in Google Scholar PubMed
© 2023 Walter de Gruyter GmbH, Berlin/Boston