Modulation of Cyclodextrin Particle Amphiphilic Properties to Stabilize Pickering Emulsion

Journal of Agricultural and Food Chemistry

Volumn 66, Issue 1, 2018, Pages 228-237

  Xi, Yongkang ^a   Luo, Zhigang ^a,c   Lu, Xuanxuan ^b   Peng, Xichun ^d  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

^b RUTGERS UNIVERSITY   (United States)

^c Overseas Expertise Introduction Center for Discipline Innovation of Food Nutrition and Human Health (111Center)   (China)

^d JINAN UNIVERSITY   (China)

Author keywords

octadecenyl succinic anhydride; Pickering emulsion; cyclodextrin

Indexed keywords

CHAINS; CONTACT ANGLE; CRYSTAL STRUCTURE; CYCLODEXTRINS; EMULSIFICATION; EMULSIONS; ESTERIFICATION;

AMORPHOUS STRUCTURES; AMPHIPHILIC CHARACTER; DEGREE OF SUBSTITUTION; ESTERIFICATION REACTIONS; MORPHOLOGICAL STRUCTURES; OIL-IN-WATER EMULSIONS; PICKERING EMULSIONS; SUCCINIC ANHYDRIDE;

STRUCTURAL PROPERTIES;

BETA CYCLODEXTRIN DERIVATIVE;

CHEMICAL PHENOMENA; CHEMISTRY; EMULSION; PARTICLE SIZE; PH;

BETA-CYCLODEXTRINS; EMULSIONS; HYDROGEN-ION CONCENTRATION; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; PARTICLE SIZE;

EID: 85040312510     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/acs.jafc.7b03940     Document Type: Article

References (40)

1. Tcholakova, S.; Denkov, N. D.; Lips, A. Comparison of solid particles, globular proteins and surfactants as emulsifiers Phys. Chem. Chem. Phys. 2008, 10, 1608-27 10.1039/b715933c
2. Binks, B. P.; Whitby, C. P. Silica particle-stabilized emulsions of silicone oil and water: aspects of emulsification Langmuir 2004, 20, 1130-7 10.1021/la0303557
3. Nonomura, Y.; Kobayashi, N. Phase inversion of the Pickering emulsions stabilized by plate-shaped clay particles J. Colloid Interface Sci. 2009, 330, 463-466 10.1016/j.jcis.2008.10.063
4. Li, Z.; Ming, T.; Wang, J.; Ngai, T. High internal phase emulsions stabilized solely by microgel particles Angew. Chem., Int. Ed. 2009, 48, 8490-8493 10.1002/anie.200902103
5. Ashby, N. P.; Binks, B. P.; Paunov, V. N. Bridging interaction between a water drop stabilised by solid particles and a planar oil/water interface Chem. Commun. 2004, 4, 436-437 10.1039/b314004k
6. Kalashnikova, I.; Bizot, H.; Cathala, B.; Capron, I. New Pickering emulsions stabilized by bacterial cellulose nanocrystals Langmuir 2011, 27, 7471 10.1021/la200971f
7. Tzoumaki, M. V.; Moschakis, T.; Kiosseoglou, V.; Biliaderis, C. G. Oil-in-water emulsions stabilized by chitin nanocrystal particles Food Hydrocolloids 2011, 25, 1521-1529 10.1016/j.foodhyd.2011.02.008
8. Rayner, M.; Timgren, A.; Sjöö, M.; Dejmek, P. Quinoa starch granules: a candidate for stabilising food-grade Pickering emulsions J. Sci. Food Agric. 2012, 92, 1841-1847 10.1002/jsfa.5610
9. Choi, J. K.; Girek, T.; Shin, D. H.; Lim, S. T. Structural and physical characterization of octenylsuccinyl β-cyclodextrin Carbohydr. Polym. 2002, 49, 289-296 10.1016/S0144-8617(01)00336-8
10. Uekama, K.; Otagiri, M. Cyclodextrins in drug carrier systems Crit Rev. Ther. Drug Carrier Syst. 1987, 3, 1
11. Tang, B.; Zhang, G. Y.; Liu, Y.; Han, F. Studies on catalytic spectrophotometry using β-cyclodextrin polymer-Schiff base metal complex as mimetic enzyme Anal. Chim. Acta 2002, 459, 83-91 10.1016/S0003-2670(02)00087-9
12. Shimada, K.; Kawano, K.; Ishii, J.; Nakamura, T. Structure of inclusion complexes of cyclodextrins with triglyceride at vegetable oil/water interface J. Food Sci. 1992, 57, 655-656 10.1111/j.1365-2621.1992.tb08063.x
13. Hashizaki, K.; Kageyama, T.; Inoue, M.; Taguchi, H.; Ueda, H.; Saito, Y. Study on preparation and formation mechanism of n-alkanol/water emulsion using alpha-cyclodextrin Chem. Pharm. Bull. 2007, 55, 1620-5 10.1248/cpb.55.1620
14. Inoue, M.; Hashizaki, K.; Taguchi, H.; Saito, Y. Preparation and characterization of n-alkane/water emulsion stabilized by cyclodextrin J. Oleo Sci. 2009, 58, 85-90 10.5650/jos.58.85
15. Tesch, S.; Gerhards, C.; Schubert, H. Stabilization of emulsions by OSA starches J. Food Eng. 2002, 54, 167-174 10.1016/S0260-8774(01)00206-0
16. Cheng, J. H.; Hu, Y. N.; Luo, Z. G.; Chen, W.; Chen, H. M.; Peng, X. C. Preparation and properties of octenyl succinate β-cyclodextrin and its application as an emulsion stabilizer Food Chem. 2017, 218, 116-121 10.1016/j.foodchem.2016.09.019
17. Na, H. S.; Kim, J. N.; Kim, J. M.; Lee, K. Y. Encapsulation of fish oil using cyclodextrin and whey protein concentrate Biotechnol. Bioprocess Eng. 2011, 16, 1077-1082 10.1007/s12257-011-0099-2
18. Yusoff, A.; Murray, B. S. Modified starch granules as particle-stabilizers of oil-in-water emulsions Food Hydrocolloids 2011, 25, 42-55 10.1016/j.foodhyd.2010.05.004
19. Yuan, C.; Jin, Z.; Xu, X. Inclusion complex of astaxanthin with hydroxypropyl-β-cyclodextrin: UV, FTIR, 1H NMR and molecular modeling studies Carbohydr. Polym. 2012, 89, 492 10.1016/j.carbpol.2012.03.033
20. Choi, J. K.; Girek, T.; Shin, D. H.; Lim, S. T. Structural and physical characterization of octenylsuccinyl β-cyclodextrin Carbohydr. Polym. 2002, 49, 289-296 10.1016/S0144-8617(01)00336-8
21. Wang, X.; Luo, Z.; Xiao, Z. Preparation, characterization, and thermal stability of β-cyclodextrin/soybean lecithin inclusion complex Carbohydr. Polym. 2014, 101, 1027-1032 10.1016/j.carbpol.2013.10.042
22. Lopezrubio, A.; Flanagan, B. M.; Gilbert, E. P.; Gidley, M. J. A novel approach for calculating starch crystallinity and its correlation with double helix content: a combined XRD and NMR study Biopolymers 2008, 89, 761-768 10.1002/bip.21005
23. Zou, Y.; Guo, J.; Yin, S. W.; Wang, J. M.; Yang, X. Q. Pickering Emulsion Gels Prepared by Hydrogen-Bonded Zein/Tannic Acid Complex Colloidal Particles J. Agric. Food Chem. 2015, 63, 7405 10.1021/acs.jafc.5b03113
24. Chen, X.-W.; Fu, S.-Y.; Hou, J.-J.; Guo, J.; Wang, J.-M.; Yang, X.-Q. Zein based oil-in-glycerol emulgels enriched with β-carotene as margarine alternatives Food Chem. 2016, 211, 836 10.1016/j.foodchem.2016.05.133
25. Moschakis, T.; Murray, B. S.; Dickinson, E. Microstructural evolution of viscoelastic emulsions stabilised by sodium caseinate and xanthan gum J. Colloid Interface Sci. 2005, 284, 714-728 10.1016/j.jcis.2004.10.036
26. Marcazzan, M.; Vianello, F.; Scarpa, M.; Rigo, A. An ESR assay for alpha-amylase activity toward succinylated starch, amylose and amylopectin J. Biochem. Biophys. Methods 1999, 38, 191-202 10.1016/S0165-022X(98)00044-X
27. Jiang, H.; Zhang, S.; Sun, H.; Chen, H.; Wang, R.; Guo, J.; Jin, S.; Bai, R. 1 H and 13 C NMR investigations of inclusion complexes between β-cyclodextrin and naphthalenediamines/phenol derivatives J. Inclusion Phenom. Mol. Recognit. Chem. 2007, 59, 65-70 10.1007/s10847-007-9297-0
28. Bai, Y.; Shi, Y. C.; Herrera, A.; Prakash, O. Study of octenyl succinic anhydride-modified waxy maize starch by nuclear magnetic resonance spectroscopy Carbohydr. Polym. 2011, 83, 407-413 10.1016/j.carbpol.2010.07.053
29. Guillen, M. D.; Ruiz, A. High resolution 1H nuclear magnetic resonance in the study of edible oils and fats Trends Food Sci. Technol. 2001, 12, 328-338 10.1016/S0924-2244(01)00101-7
30. Uyar, T.; Hunt, M. A.; Gracz, H. S.; Tonelli, A. E. Crystalline Cyclodextrin Inclusion Compounds Formed with Aromatic Guests: Guest-Dependent Stoichiometries and Hydration-Sensitive Crystal Structures Cryst. Growth Des. 2006, 6, 1113-1119 10.1021/cg050500+
31. Rusa, C. C.; Bullions, T. A.; Fox, J.; Porbeni, F. E.; Wang, X.; Tonelli, A. E. Inclusion Compound Formation with a New Columnar Cyclodextrin Host Langmuir 2002, 18, 10016-10023 10.1021/la0262452
32. Dang, Z.; Song, L. X. Powder X-Ray Diffraction Analyses for Molecule-Ion Adducts of β-Cyclodextrin with a Series of Inorganic Salts Acta Phys. Chim. Sin. 2010, 26, 1837-1841 10.3866/PKU.WHXB20100703
33. Hunt, M. A.; Rusa, C. C.; Tonelli, A. E.; Balik, C. M. Structure and stability of columnar cyclomaltohexaose (alpha-cyclodextrin) hydrate Carbohydr. Res. 2004, 339, 2805 10.1016/j.carres.2004.09.012
34. Xing, P.; Li, S.; Xin, F.; Hou, Y.; Hao, A.; Sun, T.; Su, J. Multi-responsive supramolecular organogel with a crystalline-like structure Carbohydr. Res. 2013, 367, 18-24 10.1016/j.carres.2012.11.023
35. Chai, K.; Ji, H. Dual functional adsorption of benzoic acid from wastewater by biological-based chitosan grafted β-cyclodextrin Chem. Eng. J. 2012, 203, 309-318 10.1016/j.cej.2012.07.050
36. Morawetz, H.; Choi, L. C. Ionization equilibria in dicarboxylic acids undergoing conformational transitions J. Phys. Chem. 1986, 90, 4119-4121 10.1021/j100408a056
37. Tan, Y.; Xu, K.; Liu, C.; Li, Y.; Lu, C.; Wang, P. Fabrication of starch-based nanospheres to stabilize pickering emulsion Carbohydr. Polym. 2012, 88, 1358-1363 10.1016/j.carbpol.2012.02.018
38. Li, C.; Li, Y.; Sun, P.; Yang, C. Pickering emulsions stabilized by native starch granules Colloids Surf., A 2013, 431, 142-149 10.1016/j.colsurfa.2013.04.025
39. Rayner, M.; Sjöö, M.; Timgren, A.; Dejmek, P. Quinoa starch granules as stabilizing particles for production of Pickering emulsions Faraday Discuss. 2012, 158, 139 10.1039/c2fd20038d
40. Timgren, A.; Rayner, M.; Dejmek, P.; Marku, D.; Sjöö, M. Emulsion stabilizing capacity of intact starch granules modified by heat treatment or octenyl succinic anhydride Food Sci. Nutr. 2013, 1, 157-171 10.1002/fsn3.17