Characterization of chitosan-ferulic acid conjugates and their application in the design of β-carotene bilayer emulsions with propylene glycol alginate

Food Hydrocolloids

Volumn 80, Issue , 2018, Pages 281-291

  Wang, Di ^a   Mao, Like ^a   Dai, Lei ^a   Yuan, Fang ^a   Gao, Yanxiang ^a  

^a Beijing Laboratory for Food Quality and Safety   (China)

Author keywords

Bilayer emulsions; Chitosan ferulic acid conjugates; Propylene glycol alginate; Stability; Carotene

Indexed keywords

ALGINATE; DROPS; EMULSIFICATION; EMULSIONS; GLYCOLS; IONIC STRENGTH; PARTICLE SIZE; POLYOLS; PROPYLENE;

'CURRENT; BI-LAYER; BILAYER EMULSION; CARBODIIMIDES; CHITOSAN-FERULIC ACID CONJUGATE; COUPLING REACTION; FERULIC ACIDS; PROPYLENE GLYCOL ALGINATES; SYNTHESISED; Β-CAROTENE;

CHITOSAN;

EID: 85044436648     PISSN: 0268005X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.foodhyd.2017.11.031     Document Type: Article

References (45)

1. Aksoy, M., Gulcin, I., Kufrevioglu, O.I., In vitro antioxidant profiles of some flavonoids. International conference on advances in natural and applied Sciences: Icanas 2016, 1726, 2016.
2. Aljawish, A., Chevalot, I., Jasniewski, J., Revol-Junelles, A.M., Scher, J., Muniglia, L., Laccase-catalysed functionalisation of chitosan by ferulic acid and ethyl ferulate: Evaluation of physicochemical and biofunctional properties. Food Chemistry 161 (2014), 279–287.
3. Aoki, T., Decker, E.A., McClements, D.J., Influence of environmental stresses on stability of O/W emulsions containing droplets stabilized by multilayered membranes produced by a layer-by-layer electrostatic deposition technique. Food Hydrocolloids 19:2 (2005), 209–220.
4. Chang, Y., McClements, D.J., Interfacial deposition of an anionic polysaccharide (fucoidan) on protein-coated lipid droplets: Impact on the stability of fish oil-in-water emulsions. Food Hydrocolloids 51 (2015), 252–260.
5. Cheong, K.W., Mirhosseini, H., Hamid, N.S.A., Osman, A., Basri, M., Tan, C.P., Effects of propylene glycol alginate and sucrose esters on the physicochemical properties of modified starch-stabilized beverage emulsions. Molecules 19:6 (2014), 8691–8706.
6. Gong, Y., Liu, X., He, W., Xu, H., Yuan, F., Gao, Y., Investigation into the antioxidant activity and chemical composition of alcoholic extracts from defatted marigold (Tagetes erecta L.) residue. Fitoterapia 83:3 (2012), 481–489.
7. Guzey, D., McClements, D.J., Formation, stability and properties of multilayer emulsions for application in the food industry. Advances in Colloid and Interface Science 128 (2006), 227–248.
8. Guzey, D., McClements, D.J., Impact of electrostatic interactions on formation and stability of emulsions containing oil droplets coated by beta-lactoglobulin-pectin complexes. Journal of Agricultural and Food Chemistry 55:2 (2007), 475–485.
9. Hou, Z., Gao, Y., Yuan, F., Liu, Y., Li, C., Xu, D., Investigation into the physicochemical stability and rheological properties of β-carotene emulsion stabilized by soybean soluble polysaccharides and chitosan. Journal of Agricultural and Food Chemistry 58:15 (2010), 8604–8611.
10. Hou, Z., Zhang, M., Liu, B., Yan, Q., Yuan, F., Xu, D., et al. Effect of chitosan molecular weight on the stability and rheological properties of β-carotene emulsions stabilized by soybean soluble polysaccharides. Food Hydrocolloids 26:1 (2012), 205–211.
11. Huber, D., Tegl, G., Baumann, M., Sommer, E., Gorji, E.G., Borth, N., et al. Chitosan hydrogel formation using laccase activated phenolics as cross-linkers. Carbohydrate Polymers 157 (2017), 814–822.
12. Kittur, F.S., Prashanth, K.V.H., Sankar, K.U., Tharanathan, R.N., Characterization of chitin, chitosan and their carboxymethyl derivatives by differential scanning calorimetry. Carbohydrate Polymers 49:2 (2002), 185–193.
13. Kumar, N., Kumar, S., Abbat, S., Nikhil, K., Sondhi, S.M., Bharatam, P.V., et al. Ferulic acid amide derivatives as anticancer and antioxidant agents: Synthesis, thermal, biological and computational studies. Medicinal Chemistry Research 25:6 (2016), 1175–1192.
14. Lei, F., Liu, F.G., Yuan, F., Gao, Y., Impact of chitosan-EGCG conjugates on physicochemical stability of beta-carotene emulsion. Food Hydrocolloids 39 (2014), 163–170.
15. Liu, J., Lu, J., Kan, J., Jin, C., Synthesis of chitosan-gallic acid conjugate: Structure characterization and in vitro anti-diabetic potential. International Journal of Biological Macromolecules 62 (2013), 321–329.
16. Liu, F., Ma, C., Gao, Y., McClements, D.J., Food-grade covalent complexes and their application as nutraceutical delivery systems: A review. Comprehensive Reviews in Food Science and Food Safety 16:1 (2017), 76–95.
17. Liu, F., Wang, D., Sun, C., McClements, D.J., Gao, Y., Utilization of interfacial engineering to improve physicochemical stability of beta-carotene emulsions: Multilayer coatings formed using protein and protein-polyphenol conjugates. Food Chemistry 205 (2016), 129–139.
18. Liu, J., Wen, X., Lu, J., Kan, J., Jin, C., Free radical mediated grafting of chitosan with caffeic and ferulic acids: Structures and antioxidant activity. International Journal of Biological Macromolecules 65 (2014), 97–106.
19. Mao, L., Miao, S., Structuring food emulsions to improve nutrient delivery during digestion. Food Engineering Reviews 7:4 (2015), 439–451.
20. Mao, L., Roos, Y.H., O'Callaghan, D.J., Miao, S., Volatile release from whey protein isolate-pectin multilayer stabilized emulsions: Effect of pH, salt, and artificial salivas. Journal of Agricultural and Food Chemistry 61:26 (2013), 6231–6239.
21. Mao, L., Wang, D., Liu, F., Gao, Y., Emulsion design for the delivery of β-carotene in complex food systems. Critical Reviews in Food Science and Nutrition, 2017, 1–15.
22. McClements, D.J., Food emulsions: Principles, practices, and techniques. 2015, CRC press.
23. Mishra, K., Ojha, H., Chaudhury, N.K., Estimation of antiradical properties of antioxidants using DPPH center dot assay: A critical review and results. Food Chemistry 130:4 (2012), 1036–1043.
24. Moreau, L., Kim, H.J., Decker, E.A., McClements, D.J., Production and characterization of oil-in-water emulsions containing droplets stabilized by beta-lactoglobulin-pectin membranes. Journal of Agricultural and Food Chemistry 51:22 (2003), 6612–6617.
25. Moreno-Vásquez, M.J., Valenzuela-Buitimea, E.L., Plascencia-Jatomea, M., Encinas-Encinas, J.C., Rodríguez-Félix, F., Sánchez-Valdes, S., et al. Functionalization of chitosan by a free radical reaction: Characterization, antioxidant and antibacterial potential. Carbohydrate Polymers 155 (2017), 117–127.
26. Nakajima, N., Ikada, Y., Mechanism of amide formation by carbodiimide for bioconjugation in aqueous-media. Bioconjugate Chemistry 6:1 (1995), 123–130.
27. Oyaizu, M., Studies on products of browning reaction–antioxidative activities of products of browning reaction prepared from glucosamine. Japanese Journal of Nutrition 44:6 (1986), 307–316.
28. Paraskevopoulou, A., Boskou, D., Kiosseoglou, V., Stabilization of olive oil-lemon juice emulsion with polysaccharides. Food Chemistry 90:4 (2005), 627–634.
29. Pasanphan, W., Chirachanchai, S., Conjugation of gallic acid onto chitosan: An approach for green and water-based antioxidant. Carbohydrate Polymers 72:1 (2008), 169–177.
30. Pedro, A.S., Cabral-Albuquerque, E., Ferreira, D., Sarmento, B., Chitosan: An option for development of essential oil delivery systems for oral cavity care?. Carbohydrate Polymers 76:4 (2009), 501–508.
31. Salam, A., Pawlak, J.J., Venditti, R.A., El-tahlawy, K., Synthesis and characterization of starch citrate-chitosan foam with superior water and saline absorbance properties. Biomacromolecules 11:6 (2010), 1453–1459.
32. Schreiber, S.B., Bozell, J.J., Hayes, D.G., Zivanovic, S., Introduction of primary antioxidant activity to chitosan for application as a multifunctional food packaging material. Food Hydrocolloids 33:2 (2013), 207–214.
33. Sehgal, D., Vijay, I.K., A method for the high-efficiency of water-soluble carbodiimide-mediated amidation. Analytical Biochemistry 218:1 (1994), 87–91.
34. Tokle, T., Mao, Y.Y., McClements, D.J., Potential biological fate of emulsion-based delivery systems: Lipid particles nanolaminated with lactoferrin and beta-lactoglobulin coatings. Pharmaceutical Research 30:12 (2013), 3200–3213.
35. Wang, X., Kim, S.S., Khang, D., Kim, H.H., Kim, C.J., Optimization and characterization of covalent immobilization of glucose oxidase for bioelectronic devices. Biochemical Engineering Journal 112 (2016), 20–31.
36. Wan, Z., Wang, J., Wang, L., Yang, X., Yuan, Y., Enhanced physical and oxidative stabilities of soy protein-based emulsions by incorporation of a water-soluble stevioside–resveratrol complex. Journal of Agricultural and Food Chemistry 61:18 (2013), 4433–4440.
37. Wei, Z., Gao, Y., Evaluation of structural and functional properties of chitosan-chlorogenic acid complexes. International Journal of Biological Macromolecules 86 (2016), 376–382.
38. Wei, Z., Gao, Y., Physicochemical properties of beta-carotene bilayer emulsions coated by milk proteins and chitosan-EGCG conjugates. Food Hydrocolloids 52 (2016), 590–599.
39. Wei, Z., Yang, W., Fan, R., Yuan, F., Gao, Y., Evaluation of structural and functional properties of protein-EGCG complexes and their ability of stabilizing a model beta-carotene emulsion. Food Hydrocolloids 45 (2015), 337–350.
40. Woranuch, S., Yoksan, R., Preparation, characterization and antioxidant property of water-soluble ferulic acid grafted chitosan. Carbohydrate Polymers 96:2 (2013), 495–502.
41. Xiang, J., Liu, F., Fan, R., Gao, Y., Physicochemical stability of citral emulsions stabilized by milk proteins (lactoferrin, alpha-lactalbumin, beta-lactoglobulin) and beet pectin. Colloids and Surfaces A-Physicochemical and Engineering Aspects 487 (2015), 104–112.
42. Xie, M., Hu, B., Wang, Y., Zeng, X., Grafting of gallic acid onto chitosan enhances antioxidant activities and alters rheological properties of the copolymer. Journal of Agricultural and Food Chemistry 62:37 (2014), 9128–9136.
43. Yang, M., Song, Y., Synthesis and investigation of water-soluble anticoagulant warfarin/ferulic acid grafted rare earth oxide nanoparticle materials. Rsc Advances 5:23 (2015), 17824–17833.
44. Yuan, Y., Gao, Y., Zhao, J., Mao, L., Characterization and stability evaluation of beta-carotene nanoemulsions prepared by high pressure homogenization under various emulsifying conditions. Food Research International 41:1 (2008), 61–68.
45. Zhao, J., Wei, T., Wei, Z., Yuan, F., Gao, Y., Influence of soybean soluble polysaccharides and beet pectin on the physicochemical properties of lactoferrin-coated orange oil emulsion. Food Hydrocolloids 44 (2015), 443–452.