Chosen physical properties of low acetylated starch esterificated with oleic acid

Tomasz Boruczkowski

wbinoz@upwr.edu.pl
Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu (Poland)

Hanna Boruczkowska


Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu (Poland)

Maciej Bienkiewicz


Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu (Poland)

Wioletta Dróżdż


Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu (Poland)

Ewa Tomaszewska-Ciosk


Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu (Poland)

Piotr Regiec


Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu (Poland)

Abstract

In this study, we conducted an enzymatic esterification of low acetylated starch by fatty acid using enzymes in an organic solvent. We analyzed both the starting materials and reaction products formed in the esterification. The reaction of esterification using lipase from Candida antarctica and two separate enzyme fractions (A and B) formed three acetylated starch esters of oleic acid. The degree of substitution determined by 1HNMR spectrum analysis ranged from 0.07 to 0.12, and was dependent on the applied fraction of the enzyme. Thermal analysis using differential scanning calorimeter showed that the products’ heats of phase transition were higher than the acetylated starch heat of phase transition. A degree of substitution of acetylated starch had a significant impact on the physical properties of investigated compounds.

Supporting Agencies

Work carried out under the grant of the Ministry of Science and Higher Education, contract No. 2338/B/P01/2009/36 for the implementation of the research project No. NN312233836

Keywords:

esterification, lipase, oleic acid, starch

Adamczak M., Bednarski W. 2004. Enhanced activity of intercellular lipases from Rhizomucor miehei and Yarrovia lipolytica by immobilization on biomass support particles. Process Biochemistry: 39: 1347 — 1361.
Google Scholar

Bello-Pérez L. A., Agama-Acevedo E., Zamudio-Flores P. B., Mendez-Montealvo, G., Rodriguez-Ambriz, S. L. 2010. Effect of low and high acetylation degree in the morphological, physicochemical and structural characteristics of barley starch. LWT — Food Science and Technology, Vol. 43, Issue: 9: 1434 — 1440.
Google Scholar

Bornscheuer U. T., Kazalauskas R. J. 1999. Hydrolyses in organic synthesis: region- and steroselective biotransformation. Wiley-VCH, Weinheim.
Google Scholar

Boruczkowska H., Leszczyński W., Boruczkowski T., Drożdż W., Żołnierczyk A. 2008. Wpływ zastosowanego rozpuszczalnika organicznego na stopień podstawienia skrobi i jej pochodnych kwasem laurynowym. Zeszyty Problemowe Postępów Nauk Rolniczych: 530: 459 — 468.
Google Scholar

Dubreucq E., Ducret A., Lortie R. 2000. Optimization of lipase-catalyzed sorbitol monoester synthesis in organic medium. Journal of Surfactants and Detergents: 3: 327 — 333.
Google Scholar

Degn P., Zimmermann W. 2001. Optimization of carbohydrate fatty acid ester synthesis in organic media by lipase from Candida antarctica. Biotechnology and Bioengineering: 74: 483 — 634.
Google Scholar

Elomaa M., Asplund T., Soininen P., Laatikainen R., Peltonen S., Hyvarinen S., Urtti A. 2004. Determination of the degree of substitution of acetylated starch by hydrolysis, 1HNMR and TGA/IR. Carbohydrate Polymers: 57: 261 — 267.
Google Scholar

Fortuna T., Różnowski J. 2002. Skrobie modyfikowane chemicznie, ich właściwości i zastosowanie. Żywność: 2 (31): 16 — 29.
Google Scholar

Hui C., Kun X., Xiuli W., Qiang C., Donghua X., Chunlei S., Wende Z., Pixin W. 2008. Effect of acetylation on the properties of corn starch. Food Chemistry: 106: 923 — 928.
Google Scholar

Kapuśniak J., Siemion P. 2007. Thermal reactions of starch with long-chain unsaturated fatty acids. Part 2. Linoleic acid. Journal of Food Engineering: 78: 323 — 332.
Google Scholar

Kennedy J. F., Kumar H., Panesar P. S., Marwaha S. S., Goyal R., Parmar A., Kaur S. 2006. Enzyme-catalyzed regioselective synthesis of sugar esters and related compounds. Journal of Chemical technology and Biotechnology: 81: 866 — 876.
Google Scholar

Kołakowski E. W., Bielecki S. 2005. Enzymatyczne modyfikacja składników żywności. Wydawnictwo Akademii Rolniczej w Szczecinie.
Google Scholar

Leszczyński W. 2006. Zastosowanie skrobi modyfikowanych w przemyśle spożywczym (cz. I). Przegląd piekarski i cukierniczy: 5: 54 — 56.
Google Scholar

Leszczyński W. 2006. Zastosowanie skrobi modyfikowanych w przemyśle spożywczym (cz. II). Skrobie chemicznie modyfikowane. Przegląd piekarski i cukierniczy: 6: 6 — 8.
Google Scholar

Lortie R. 1997. Enzyme catalyzed esterification. Biotechnology Advances: 15: 1 — 15.
Google Scholar

Rajan A., Abraham T. E. 2006. Enzymatic modification of cassava starch by bacterial lipase. Bioprocess and Biosystems Engineering: 29: 65 — 71.
Google Scholar

Rajan A., Sudha J. D., Abraham T. E. 2008. Enzymatic modification of cassava starch by fungal lipase. Industrial Crops and Products: 27: 50 — 59.
Google Scholar

Saxena R. K., Sheoran A., Giri B., Davidson S. 2003. Purification strategies for microbial lipases. Journal of Microbiological Methods: 52: 1 — 18.
Google Scholar

Seino H., Uchibor T., Nishitani T., Inamasu S. 1984. Enzymatic synthesis of carbohydrate esters of fatty acid (I) esterification of sucrose, glucose, fructose and sorbitol. Journal of the American Oil Chemists' Society: 61: 1761 — 1765.
Google Scholar

Singh N., Chawla D., Singh J. 2004. Influence of acetic anhydride on physicochemical, morphological and thermal properties of corn and potato starch. Food Chemistry: 86: 601 — 608.
Google Scholar

Tsitsimpikou C., Daflos H., Kolisis F. N. 1997. Comparative studies on the sugar esters synthesis catalysed by Candida Antarctica and Candida rugosa lipases hexane. Journal of Molecular Catalysis: 3: 189 — 192.
Google Scholar

Ward O. P., Fang J., Li Z. 1997. Lipase-catalyzed synthesis of a sugar ester containing arachidonic acid. Enzyme and Microbial Technology: 20: 52 — 56.
Google Scholar

Yan H., Zhengbiao G. U. 2010. Morphology of modified starches prepared by different methods. Food Research International: 43: 767 — 772.
Google Scholar

Ye R., Pyo S. H., Hayes D. G. 2010. Lipase-catalyzed synthesis of saccharide-fatty acid esters using suspensions of saccharide crystals in solvent-free media. Journal of the American Oil Chemists’ Society: 87: 281 — 293.
Google Scholar


Published
2012-12-31

Cited by

Boruczkowski, T. (2012) “Chosen physical properties of low acetylated starch esterificated with oleic acid”, Bulletin of Plant Breeding and Acclimatization Institute, (266), pp. 191–203. doi: 10.37317/biul-2012-0019.

Authors

Tomasz Boruczkowski 
wbinoz@upwr.edu.pl
Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu Poland

Authors

Hanna Boruczkowska 

Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu Poland

Authors

Maciej Bienkiewicz 

Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu Poland

Authors

Wioletta Dróżdż 

Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu Poland

Authors

Ewa Tomaszewska-Ciosk 

Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu Poland

Authors

Piotr Regiec 

Katedra Technologii Rolnej i Przechowalnictwa, Uniwersytet Przyrodniczy we Wrocławiu Poland

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Copyright (c) 2012 Tomasz Boruczkowski, Hanna Boruczkowska, Maciej Bienkiewicz, Wioletta Dróżdż, Ewa Tomaszewska-Ciosk, Piotr Regiec

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