Esterification of starch was carried out to expand the usefulness of starch for a myriad of industrial applications. Lipase B from Candida antarctica, immobilized on macroporous acrylic resin (Novozym 435), was used for starch esterification in two reaction systems: micro-solvent system and solvent-free system. The esterification of corn starch with palmitic acid in the solvent-free system and micro-solvent system gave a degree of substitution (DS) of 1.04 and 0.0072 respectively. Esterification of corn starch with palmitic acid was confirmed by UV spectroscopy and IR spectroscopy. The results of emulsifying property analysis showed that the starch palmitate with higher DS contributes to the higher emulsifying property (67.6%) and emulsion stability (79.6%) than the native starch (5.3% and 3.9%). Modified starch obtained by esterification that possesses emulsifying properties and has long chain fatty acids, like palmitic acid, has been widely used in the food, pharmaceutical and biomedical applications industries.
References
[1]
Doane, W.M. A research on starch-based biodegradable plastics. Starch 1992, 44, 293–295.
[2]
Shogren, R.L.; Fanta, G.F.; Doane, W.M. Development of starch based plastics—A reexamination of selected polymer systems in historical perspective. Starch 1994, 45, 276–280.
[3]
Miladinov, V.D.; Hanna, M.A. Starch esterification by reactive extrusion. Ind. Crop. Prod 2000, 11, 51–57.
Jorge, A.; Hassina, H.; Geneviève, M.B.; Fran?ois, S.; Isabelle, A.; Elisabeth, B. Free-solvent synthesis and properties of higher fatty esters of starch—Part 2. Starch St?rke 1999, 51, 302–307.
[6]
Ambuj, D.S.; Edward, W.M. Properties of fatty-acid esters of starch. J. Appl. Polym. Sci 1995, 58, 1647–1656.
[7]
Bai, Y.J.; Shi, Y.C. Structure and preparation of octenyl succinic esters of granular starch, microporous starch and soluble maltodextrin. Carbohydr. Polym 2011, 83, 520–527.
[8]
Marcin, L. Biocatalytic Esterification of Common Polysaccharides-Starch Modification Using Lipases. Proceedings of the 14th International Electronic Conference on Synthetic Organic Chemistry, Santiago, Chile, 1–30 November 2010; Available online: http://www.sciforum.net & http://www.usc.es/congresos/ecsoc/ , accessed on 3 November 2010.
[9]
Akhila, R.T.; Emilia, A. Enzymatic modification of cassava starch by bacterial lipase. Bioprocess Biosyst. Eng 2006, 29, 65–71.
[10]
Aburto, J.; Alric, I.; Thiebaud, S.; Borredon, E.; Bikiaris, D.; Prinos, J.; Panayiotou, C. Synthesis, characterization, and biodegradability of fatty-acid esters of amylose and starch. J. Appl. Polym. Sci 1999, 74, 1440–1451.
[11]
Aburto, J.; Thiebaud, S.; Alric, I.; Borredon, E.; Bikiaris, D.; Prinos, J.; Panayiotou, C. Properties of octanoated starch and its blends with polyethylene. Carbohydr. Polym 1997, 34, 101–112.
[12]
Fang, J.M.; Fowler, P.A.; Tomkinson, J.; Hill, C.A.S. The preparation and characterisation of a series of chemically modified potato starches. Carbohydr. Polym 2002, 47, 245–252.
[13]
Thiebaud, S.; Aburto, J.; Alric, I.; Borredon, E.; Bikiaris, D.; Prinos, J.; Panayiotou, C. Properties of fatty-acid esters of starch and their blends with LDPE. J. Appl. Polym. Sci 1997, 65, 705–721.
[14]
Habib, H.; Moncef, C.; Youssef, G.; Adel, S. Solvent-free lipase-catalyzed synthesis of long-chain starch esters using microwave heating: Optimization by response surface methodology. Carbohydr. Polym 2010, 79, 466–474.
[15]
Kshirsagar, A.C.; Singhal, R.S. Optimization of starch oleate derivatives from native corn and hydrolyzed corn starch by response surface methodology. Carbohydr. Polym 2007, 69, 455–461.
[16]
Zhou, J.P.; Zhang, L. Solubility of cellulose in NaOH/Urea aqueous solution. Polymer 2000, 32, 866–870.
[17]
Apostolos, A.; Nina, B.; Sabine, L.F.; Bernhard, H.; Peter, J.H. Lipase-catalysed acylation of starch and determination of the degree of substitution by methanolysis and GC. BMC Biotechnol 2010, 10, 1–25.
[18]
Kiyoshi, K.; Setsuko, T.; Tomoko, S.; Kazuhito, K. Complex formation, thermal properties, and in-vitro digestibility of gelatinized potato starch fatty acid mixtures. Food Hydrocoll 2012, 27, 228–234.
[19]
Zhao, W.X.; Zheng, W.W.; Li, J.H.; Lin, H.H. Synthesis and characterization of starch fatty acid esters. Mod. Chem. Ind 2007, 27, 281–283.
[20]
Huang, M.F.; Yu, J.G.; Ma, X.F. Studies on the properties of montmorillonite-reinforced thermoplastic starch composites. Polymer 2004, 45, 7017–7023.