Effects of molecule weight on the emulsifying properties of dodecenyl succinic anhydride modified glucuronoxylans
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.Suche 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.Suche 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.Suche 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.Suche 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/b136816Suche 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.2013.11.011Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.ch020Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche 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.Suche in Google Scholar PubMed
© 2023 Walter de Gruyter GmbH, Berlin/Boston
Artikel in diesem Heft
- Frontmatter
- Wood Growth/Morphology
- The impact of site on tree form, wood properties, and lumber quality of plantation-grown Pinus patula
- Wood Chemistry
- Characterization of the bark of Protium tenuifolium Engl. from the Amazonian biome as a source of natural antioxidants
- Wood Technology/Products
- Effects of molecule weight on the emulsifying properties of dodecenyl succinic anhydride modified glucuronoxylans
- Impact of a conditioning step during the treatment of wood with melamine-formaldehyde resin on dimensional stabilisation
- The feasibility and properties of wood used as filler in artificial turf to reduce environment pollution
- Wood modification with trimethoxyphenylsilane via supercritical carbon dioxide for enhanced weathering resistance
- Wood Science — Non-Tree Plants
- Analyzing the structure of bamboo culms using computer vision and mechanical simulation
- Annual Reviewer Acknowledgement
- Reviewer acknowledgement Holzforschung volume 77 (2023)
Artikel in diesem Heft
- Frontmatter
- Wood Growth/Morphology
- The impact of site on tree form, wood properties, and lumber quality of plantation-grown Pinus patula
- Wood Chemistry
- Characterization of the bark of Protium tenuifolium Engl. from the Amazonian biome as a source of natural antioxidants
- Wood Technology/Products
- Effects of molecule weight on the emulsifying properties of dodecenyl succinic anhydride modified glucuronoxylans
- Impact of a conditioning step during the treatment of wood with melamine-formaldehyde resin on dimensional stabilisation
- The feasibility and properties of wood used as filler in artificial turf to reduce environment pollution
- Wood modification with trimethoxyphenylsilane via supercritical carbon dioxide for enhanced weathering resistance
- Wood Science — Non-Tree Plants
- Analyzing the structure of bamboo culms using computer vision and mechanical simulation
- Annual Reviewer Acknowledgement
- Reviewer acknowledgement Holzforschung volume 77 (2023)