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Starch-guest inclusion complexes: Formation, structure, and enzymatic digestion

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References

  • AACC International. 1999. Approved Methods of Analysis. Method 32-40.01. Resistant Starch in Starch Samples and Plant Materials, 11th Ed. St. Paul, MN, U.S.A: AACC International.
  • Ahmadi-Abhari, S., A. J. J. Woortman, R. J. Hamer, and K. Loos. 2013. Assessment of the influence of amylose-LPC complexation on the extent of wheat starch digestibility by size-exclusion chromatography. Food Chemistry 141 (4):4318–23. doi: 10.1016/j.foodchem.2013.06.088.
  • Ahmadi-Abhari, S., A. J. J. Woortman, A. A. C. M. Oudhuis, R. J. Hamer, and K. Loos. 2013. The influence of amylose-LPC complex formation on the susceptibility of wheat starch to amylase. Carbohydrate Polymers 97 (2):436–40. doi: 10.1016/j.carbpol.2013.04.095.
  • AOAC International. 2012. Official Methods of Analysis of AOAC International. Official Method 2002.02, 19th Ed. Gaithersburg, MD, USA: AOAC International.
  • Behall, K. M., D. J. Scholfield, and J. Canary. 1988. Effect of starch structure on glucose and insulin responses in adults. The American Journal of Clinical Nutrition 47 (3):428–32. doi: 10.1093/ajcn/47.3.428.
  • Biais, B., P. Le Bail, P. Robert, B. Pontoire, and A. Buléon. 2006. Structural and stoichiometric studies of complexes between aroma compounds and amylose. Polymorphic transitions and quantification in amorphous and crystalline areas. Carbohydrate Polymers 66 (3):306–15. doi: 10.1016/j.carbpol.2006.03.019.
  • Biliaderis, C. G., and G. Galloway. 1989. Crystallization behavior of amylose-V complexes: Structure-property relationships. Carbohydrate Research 189:31–48. doi: 10.1016/0008-6215(89)84084-4.
  • Biliaderis, C. G., C. M. Page, and T. J. Maurice. 1986. Non-equilibrium melting of amylose-V complexes. Carbohydrate Polymers 6 (4):269–88. doi: 10.1016/0144-8617(86)90032-9.
  • Björck, I., N.-G. Asp, D. Birkhed, A.-C. Eliasson, L.-B. Sjöberg, and I. Lundquist. 1984. Effects of processing on starch availability in vitro and in vivo. II. Drum-drying of wheat flour. Journal of Cereal Science 2 (3):165–78. doi: 10.1016/S0733-5210(84)80030-2.
  • Bluhm, T. L., and P. Zugenmaier. 1981. Detailed structure of the Vh-amylose-iodine complex: A linear polyiodine chain. Carbohydrate Research 89 (1):1–10. doi: 10.1016/S0008-6215(00)85224-6.
  • Brisson, J., H. Chanzy, and W. T. Winter. 1991. The crystal and molecular structure of VH amylose by electron diffraction analysis. International Journal of Biological Macromolecules 13 (1):31–9. doi: 10.1016/0141-8130(91)90007-H.
  • Buléon, A., P. Colonna, V. Planchot, and S. Ball. 1998. Starch granules: Structure and biosynthesis. International Journal of Biological Macromolecules 23 (2):85–112. doi: 10.1016/S0141-8130(98)00040-3.
  • Byrnes, S. E., J. C. B. Miller, and G. S. Denyer. 1995. Amylopectin starch promotes the development of insulin resistance in rats. The Journal of Nutrition 125:1430.
  • Cardoso, M. B., J.-L. Putaux, Y. Nishiyama, W. Helbert, M. Hÿtch, N. P. Silveira, and H. Chanzy. 2007. Single crystals of V-amylose complexed with alpha-naphthol. Biomacromolecules 8 (4):1319–26.
  • Carlson, T. L. -G., K. Larsson, N. Dinh-Nguyen, and N. Krog. 1979. A study of the amylose-monoglyceride complex by Raman spectroscopy. Starch - Stärke 31 (7):222–4. doi: 10.1002/star.19790310703.
  • Conde-Petit, B., F. Escher, and J. Nuessli. 2006. Structural features of starch-flavor complexation in food model systems. Trends in Food Science & Technology 17:227–35. doi: 10.1016/j.tifs.2005.11.007.
  • Creek, J. A., G. R. Ziegler, and J. Runt. 2006. Amylose crystallization from concentrated aqueous solution. Biomacromolecules 7 (3):761–70.
  • Crowe, T. C., S. A. Seligman, and L. Copeland. 2000. Inhibition of enzymic digestion of amylose by free fatty acids in vitro contributes to resistant starch formation. The Journal of Nutrition 130 (8):2006–8. doi: 10.1093/jn/130.8.2006.
  • Cui, R., and C. G. Oates. 1999. The effect of amylose–lipid complex formation on enzyme susceptibility of sago starch. Food Chemistry 65 (4):417–25. doi: 10.1016/S0308-8146(97)00174-X.
  • Czuchajowska, Z., D. Sievert, and Y. Pomeranz. 1991. Enzyme-resistant starch. IV. Effects of complexing lipids. Cereal Chemistry 68:537–42.
  • Eliasson, A. -C., T. L. -G. Carlson, and K. Larsson. 1981. Some effects of starch lipids on the thermal and rheological properties of wheat starch. Starch - Stärke 33 (4):130–4. doi: 10.1002/star.19810330407.
  • Englyst, H. N., and G. T. Macfarlane. 1986. Breakdown of resistant and readily digestible starch by human gut bacteria. Journal of the Science of Food and Agriculture 37 (7):699–706. doi: 10.1002/jsfa.2740370717.
  • Fanta, G. F., J. A. Kenar, J. A. Byars, F. C. Felker, and R. L. Shogren. 2010. Properties of aqueous dispersions of amylose–sodium palmitate complexes prepared by steam jet cooking. Carbohydrate Polymers 81 (3):645–51. doi: 10.1016/j.carbpol.2010.03.026.
  • Feng, T., H. N. Zhuang, Z. B Xiao, and H. X Tian. 2011. Recent patents on amylose-flavor inclusion complex nano particles preparation and their application. Recent Patents on Food, Nutrition & Agriculturee 3:179–86. doi: 10.2174/2212798411103030179.
  • Foucault, M., J. Singh, R. B. Stewart, and H. Singh. 2016. Pilot scale production and in vitro gastro-small intestinal digestion of self-assembled recrystallised starch (SARS) structures. Journal of Food Engineering 191:95–104. doi: 10.1016/j.jfoodeng.2016.07.001.
  • Gelders, G. G., J. P. Duyck, H. Goesaert, and J. A. Delcour. 2005. Enzyme and acid resistance of amylose-lipid complexes differing in amylose chain length, lipid and complexation temperature. Carbohydrate Polymers 60 (3):379–89. doi: 10.1016/j.carbpol.2005.02.008.
  • Godet, M. C., B. Bouchet, P. Colonna, D. J. Gallant, and A. Buleon. 1996. Crystalline amylose-fatty acid complexes: Morphology and crystal thickness. Journal of Food Science 61 (6):1196–201. doi: 10.1111/j.1365-2621.1996.tb10959.x.
  • Godet, M. C., A. Buleon, V. Tran, and P. Colonna. 1993. Structural features of fatty acid-amylose complexes. Carbohydrate Polymers 21 (2–3):91–5. doi: 10.1016/0144-8617(93)90003-M.
  • Hanna, T. G., and J. Lelievre. 1975. An effect of lipid on the enzymatic degradation of wheat starch. Cereal Chemistry (USA) 52:697–701.
  • Hasjim, J., S.-O. Lee, S. Hendrich, S. Setiawan, Y. Ai, and J.-l. Jane. 2010. Characterization of a novel resistant-starch and its effects on postprandial plasma-glucose and insulin responses. Cereal Chemistry 87 (4):257–62. doi: 10.1094/CCHEM-87-4-0257.
  • Helbert, W., and H. Chanzy. 1994. Single crystals of V amylose complexed with n-butanol or n-pentanol: Structural features and properties. International Journal of Biological Macromolecules 16 (4):207–13. doi: 10.1016/0141-8130(94)90052-3.
  • Holm, J., I. Björck, S. Ostrowska, A. -C. Eliasson, N. -G. Asp, K. Larsson, and I. Lundquist. 1983. Digestibility of amylose-lipid complexes in-vitro and in-vivo. Starch - Stärke 35 (9):294–7. doi: 10.1002/star.19830350902.
  • Immel, S., and F. W. Lichtenthaler. 2000. The hydrophobic topographies of amylose and its blue iodine complex. Starch - Stärke 52 (1):1–8. doi: 10.1002/(SICI)1521-379X(200001)52:1<1::AID-STAR1>3.0.CO;2-H.
  • Jane, J.-l., and J. F. Robyt. 1984. Structure studies of amylose-V complexes and retro-graded amylose by action of alpha amylases, and a new method for preparing amylodextrins. Carbohydrate Research 132 (1):105–18. doi: 10.1016/0008-6215(84)85068-5.
  • Kaneko, Y., K. Beppu, and J.-i. Kadokawa. 2008. Preparation of amylose/polycarbonate inclusion complexes by means of Vine-Twining polymerization. Macromolecular Chemistry and Physics 209 (10):1037–42. doi: 10.1002/macp.200800006.
  • Karkalas, J., S. Ma, W. R. Morrison, and R. A. Pethrick. 1995. Some factors determining the thermal properties of amylose inclusion complexes with fatty acids. Carbohydrate Research 268 (2):233–47. doi: 10.1016/0008-6215(94)00336-E.
  • Kawai, K., S. Takato, T. Sasaki, and K. Kajiwara. 2012. Complex formation, thermal properties, and in-vitro digestibility of gelatinized potato starch–fatty acid mixtures. Food Hydrocolloids 27 (1):228–34. doi: 10.1016/j.foodhyd.2011.07.003.
  • Kim, H. I., H. R. Kim, S. J. Choi, C.-S. Park, and T. W. Moon. 2017. Preparation and characterization of the inclusion complexes between amylosucrase-treated waxy starch and palmitic acid. Food Science and Biotechnology 26 (2):323–9.
  • Kim, Y. J., and Robert J. Robinson. 1979. Effect of surfactants on starch in a model system. Starch - Stärke 31 (9):293–300. doi: 10.1002/star.19790310904.
  • Kong, L., U. Yucel, R. Yoksan, R. J. Elias, and G. R. Ziegler. 2018. Characterization of amylose inclusion complexes using electron paramagnetic resonance spectroscopy. Food Hydrocolloids 82:82. doi: 10.1016/j.foodhyd.2018.03.050.
  • Kong, L., R. Bhosale, and G. R. Ziegler. 2018. Encapsulation and stabilization of β-carotene by amylose inclusion complexes. Food Research International (Ottawa, Ont.) 105:446–52.
  • Kong, L., D. M. Perez-Santos, and R. Z. Gregory. 2018. Effect of guest structure on supramolecular amylose-guest inclusion complexation. In preparation.
  • Kong, L., and G. R. Ziegler. 2014. Formation of starch-guest inclusion complexes in electrospun starch fibers. Food Hydrocolloids 38:211–19. doi: 10.1016/j.foodhyd.2013.12.018.
  • Kong, L., and G. R. Ziegler. 2014. Molecular encapsulation of ascorbyl palmitate in preformed V-type starch and amylose. Carbohydrate Polymers 111:256–63. doi: 10.1016/j.carbpol.2014.04.033.
  • Krog, N. 1971. Amylose complexing effect of food grade emulsifiers. Starch - Stärke 23 (6):206–10. doi: 10.1002/star.19710230607.
  • Lalush, I., H. Bar, I. Zakaria, S. Eichler, and E. Shimoni. 2005. Utilization of amylose − lipid complexes as molecular nanocapsules for conjugated linoleic acid. Biomacromolecules 6 (1):121–30. doi: 10.1021/bm049644f.
  • Larsson, K., and Y. Miezis. 1979. On the possibility of dietary fiber formation by interaction in the intestine between starch and lipids. Starch - Stärke 31 (9):301–2. doi: 10.1002/star.19790310905.
  • Lau, E., W. Zhou, and C. J. Henry. 2016. Effect of fat type in baked bread on amylose-lipid complex formation and glycaemic response. The British Journal of Nutrition 115 (12):2122–9.
  • Lay Ma, U., J. D. Floros, and G. R. Ziegler. 2011. Formation of inclusion complexes of starch with fatty acid esters of bioactive compounds. Carbohydrate Polymers 83 (4):1869–78. doi: 10.1016/j.carbpol.2010.10.055.
  • Le Bail, P., H. Bizot, M. Ollivon, G. Keller, C. Bourgaux, and A. Buléon. 1999. Monitoring the crystallization of amylose–lipid complexes during maize starch melting by synchrotron x-ray diffraction. Biopolymers 50 (1):99–110. doi: 10.1002/(SICI)1097-0282(199907)50:1<99::AID-BIP9>3.0.CO;2-A.
  • Le, C.-A.-K., L. Choisnard, D. Wouessidjewe, and J.-L. Putaux. 2018. Polymorphism of crystalline complexes of V-amylose with fatty acids. International Journal of Biological Macromolecules 119:555–64.
  • Le, C. A. K., J.-L. Putaux, Y. Ogawa, S. Tanwar, F. Grimaud, G. Veronese, and L. Choisnard. 2016. “Single crystals of V-amylose complexed with fatty acids and ibuprofen.” European Microscopy Congress 2016: Proceedings.
  • Lebail, P., A. Buleon, D. Shiftan, and R. H. Marchessault. 2000. Mobility of lipid in complexes of amylose–fatty acids by deuterium and 13C solid state NMR. Carbohydrate Polymers 43 (4):317–26. doi: 10.1016/S0144-8617(00)00180-6.
  • Lesmes, U., J. Barchechath, and E. Shimoni. 2008. Continuous dual feed homogenization for the production of starch inclusion complexes for controlled release of nutrients. Innovative Food Science and Emerging Technologies 9 (4):507–15. doi: 10.1016/j.ifset.2007.12.008.
  • Lesmes, U., S. H. Cohen, Y. Shener, and E. Shimoni. 2009. Effects of long chain fatty acid unsaturation on the structure and controlled release properties of amylose complexes. Food Hydrocolloids 23 (3):667–75. doi: 10.1016/j.foodhyd.2008.04.003.
  • Ludwig, D. S. 2002. The glycemic index: Physiological mechanisms relating to obesity, diabetes, and cardiovascular disease. JAMA 287 (18):2414–23.
  • Mottiar, Y., and I. Altosaar. 2011. Iodine sequestration by amylose to combat iodine deficiency disorders. Trends in Food Science & Technology 22:335–40. doi: 10.1016/j.tifs.2011.02.007.
  • Murray, S. M., A. R. Patil, G. C. Fahey, N. R. Merchen, B. W. Wolf, C.-S. Lai, and K. A. Garleb. 1998. Apparent digestibility of a debranched amylopectin-lipid complex and resistant starch incorporated into enteral formulas fed to ileal-cannulated dogs. The Journal of Nutrition 128 (11):2032–5. doi: 10.1093/jn/128.11.2032.
  • Nishiyama, Y., K. Mazeau, M. Morin, M. B. Cardoso, H. Chanzy, and J.-L. Putaux. 2010. Molecular and crystal structure of 7-fold V-amylose complexed with 2-propanol. Macromolecules 43 (20):8628–36. doi: 10.1021/ma101794w.
  • Nuessli, J., J. L. Putaux, P. L. Bail, and A. Buléon. 2003. Crystal structure of amylose complexes with small ligands. International Journal of Biological Macromolecules 33 (4–5):227–34.
  • Obiro, W. C., S. Sinha Ray, and M. N. Emmambux. 2012. V-amylose structural characteristics, methods of preparation, significance, and potential applications. Food Reviews International 28 (4):412–38. doi: 10.1080/87559129.2012.660718.
  • Official Methods of Analysis of AOAC INTERNATIONAL. 2012. AOAC INTERNATIONAL, 19th Ed. Gaithersburg, MD, USA: Official Method 2002.02.
  • Oguchi, T., H. Yamasato, S. Limmatvapirat, E. Yonemochi, and K. Yamamoto. 1998. Structural change and complexation of strictly linear amylose induced by sealed-heating with salicylic acid. Journal of the Chemical Society, Faraday Transactions 94 (7):923–7. doi: 10.1039/a707848j.
  • Panyoo, A. E., and M. N. Emmambux. 2017. Amylose-lipid complex production and potential health benefits: A mini-review. Starch–Stärke 69 (7–8):1600203.
  • Putseys, J. A., C. J. Gommes, P. Van Puyvelde, J. A. Delcour, and B. Goderis. 2011. In situ SAXS under shear unveils the gelation of aqueous starch suspensions and the impact of added amylose–lipid complexes. Carbohydrate Polymers 84 (3):1141–50. doi: 10.1016/j.carbpol.2011.01.003.
  • Putseys, J. A., L. Lamberts, and J. A. Delcour. 2010. Amylose-inclusion complexes: Formation, identity and physico-chemical properties. Journal of Cereal Science 51 (3):238–47. doi: 10.1016/j.jcs.2010.01.011.
  • Rundle, R. E. 1947. The configuration of starch in the starch-iodine complex. V. Fourier projections from X-ray diagrams. Journal of the American Chemical Society 69 (7):1769–72. doi: 10.1021/ja01199a054.
  • Sarko, A., and H. -C. H. Wu. 1978. The crystal structures of a-, B- and C- Polymorphs of Amylose and Starch. Starch - Stärke 30 (3):73–8. doi: 10.1002/star.19780300302.
  • Sarko, A., and P. Zugenmaier. 1980. Crystal structures of amylose and its derivatives: a review. In ACS Symposium Series., Vol. 141. Washington, DC: ACS Publications.
  • Seneviratne, H. D., and C. G. Biliaderis. 1991. Action of α-amylases on amylose-lipid complex superstructures. Journal of Cereal Science 13 (2):129–43. doi: 10.1016/S0733-5210(09)80030-1.
  • Sievert, D., and Y. Pomeranz. 1989. Enzyme-resistant starch. I. Characterization and evaluation by enzymatic, thermoanalytical, and microscopic methods. Cereal Chemistry 66:342–7.
  • Sievert, D., and Y. Pomeranz. 1990. Enzyme-resistant starch. II. Differential scanning calorimetry studies on heat-treated starches and enzyme-resistant starch residues. Cereal Chemistry 67:217–21.
  • Siljeström, M., A. C. Eliasson, and I. Björck. 1989. Characterization of resistant starch from autoclaved wheat starch. Starch - Stärke 41 (4):147–51. doi: 10.1002/star.19890410406.
  • Stauffer, C. E. 1995. Functional additives for bakery foods. New York: Van Nostrand Reinhold.
  • Stoeckenius, W., and D. M. Engelman. 1969. Current models for the structure of biological membranes. The Journal of Cell Biology 42 (3):613–46.
  • Takeo, K., A. Tokumura, and T. Kuge. 1973. Complexes of starch and its related materials with organic compounds. Part. X. X-ray diffraction of amylose-fatty acid complexes. Starch - Stärke 25 (11):357–62. doi: 10.1002/star.19730251102.
  • Tapanapunnitikul, O., S. Chaiseri, D. G. Peterson, and D. B. Thompson. 2008. Water solubility of flavor compounds influences formation of flavor inclusion complexes from dispersed high-amylose maize starch. Journal of Agricultural and Food Chemistry 56 (1):220–6.
  • Tufvesson, F., M. Wahlgren, and A.-C. Eliasson. 2003. Formation of amylose-lipid complexes and effects of temperature treatment. Part 2. fatty acids. Starch - Stärke 55 (34):138–49. doi: 10.1002/star.200390028.
  • Uchino, T., Y. Tozuka, T. Oguchi, and K. Yamamoto. 2001. The change of the structure of amylose during the inclusion of 2-naphthol in sealed-heating process. Journal of Inclusion Phenomena and Macrocyclic Chemistry 39 (1/2):145–9. doi: 10.1023/A:1008145407085.
  • Uchino, T., Y. Tozuka, T. Oguchi, and K. Yamamoto. 2002. Inclusion compound formation of amylose by sealed-heating with salicylic acid analogues. Journal of Inclusion Phenomena and Macrocyclic Chemistry 43 (1/2):31–6. doi: 10.1023/A:1020418005040.
  • Wang, J., Y. Cao, B. Sun, and C. Wang. 2011. Characterisation of inclusion complex of trans-ferulic acid and hydroxypropyl-β-cyclodextrin. Food Chemistry 124 (3):1069–75. doi: 10.1016/j.foodchem.2010.07.080.
  • Wang, S., J. Wang, J. Yu, and S. Wang. 2016. Effect of fatty acids on functional properties of normal wheat and waxy wheat starches: A structural basis. Food Chemistry 190:285–92.
  • Winter, W. T., and A. Sarko. 1974. Crystal and molecular structure of V-anhydrous amylose. Biopolymers 13 (7):1447–60. doi: 10.1002/bip.1974.360130715.
  • Wyatt, G. M., and N. Horn. 1988. Fermentation of resistant food starches by human and rat intestinal bacteria. Journal of the Science of Food and Agriculture 44 (3):281–8. doi: 10.1002/jsfa.2740440309.
  • Xu, J., W. Zhao, Y. Ning, M. Bashari, F. Wu, H. Chen, N. Yang, Z. Jin, B. Xu, L. Zhang, and X. Xu. 2013. Improved stability and controlled release of ω3/ω6 polyunsaturated fatty acids by spring dextrin encapsulation. Carbohydrate Polymers 92 (2):1633–40.
  • Yamashita, Y.-h., J. Ryugo, and K. Monobe. 1973. An electron microscopie study on crystals of amylose V complexes. Journal of Electron Microscopy 22:19–26.
  • Zaslow, B. 1963. Characterization of a second helical amylose modification. Biopolymers 1 (2):165–9. doi: 10.1002/bip.360010206.
  • Zobel, H. F., A. D. French, and M. E. Hinkle. 1967. X-Ray diffraction of oriented amylose fibers. II. Structure of V amyloses. Biopolymers 5 (9):837–45. doi: 10.1002/bip.1967.360050906.

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