Combination of modern plant breeding and enzyme technology to obtain highly enriched erucic acid from Crambe oil
Tóm tắt
Fatty acids from vegetable oils are useful building blocks for industrial materials. The purpose of this work was to prepare erucic acid with high purity from a vegetable oil. High purity erucic acid is used for the production of erucamide with applications in plastics manufacturing. A newly developed transgenic Crambe line produces seed oil with 68 % erucic acid compared to 53 % in the wild type oil. Further enrichment of erucic acid from Crambe (wild type and transgenic) oil was achieved by selective enzymatic hydrolysis. Using Candida rugosa lipase as catalyst, other fatty acids were preferentially hydrolysed from the triacylglycerols and erucic acid was enriched in the acylglycerol fraction. The highest content of erucic acid achieved in that fraction was 95 %. The combination of modern plant breeding and enzyme technology is a promising approach for preparation of fatty acids of high purity.
Tài liệu tham khảo
Fjerbaek L, Christensen KV, Norddahl B (2009) A review of the current state of biodiesel production using enzymatic transesterification. Biotechnol Bioeng 102:1298–1315
Wehtje E, Costes D, Adlercreutz P (1999) Continuous lipase-catalyzed production of wax ester using silicone tubing. J Am Oil Chem Soc 76:1489–1493
Keng PS, Basri M, Ariff AB, Rahman MBA, Rahman R, Salleh AB (2008) Scale-up synthesis of lipase-catalyzed palm esters in stirred-tank reactor. Bioresour Technol 99:6097–6104
Petersson AEV, Gustafsson LM, Nordblad M, Borjesson P, Mattiasson B, Adlercreutz P (2005) Wax esters produced by solvent-free energy-efficient enzymatic synthesis and their applicability as wood coatings. Green Chem 7:837–843
Rahman NFA, Basri M, Rahman MBA, Rahman R, Salleh AB (2011) High yield lipase-catalyzed synthesis of Engkabang fat esters for the cosmetic industry. Bioresour Technol 102:2168–2176
Gumel AM, Annuar MSM, Heidelberg T, Chisti Y (2011) Lipase mediated synthesis of sugar fatty acid esters. Process Biochem (Amst, Neth) 46:2079–2090
Adlercreutz P (2013) Immobilisation and application of lipases in organic media. Chem Soc Rev 42:6406–6436
Leonard C (1994) Sources and commercial applications of high erucic vegetable oils. Lipid Tech 4:79–83
Li XY, Ahlman A, Yan XF, Lindgren H, Zhu LH (2010) Genetic transformation of the oilseed crop Crambe abyssinica. Plant Cell Tissue Organ Cult 100:149–156
Li XY, van Loo EN, Gruber J, Fan J, Guan R, Frentzen M, Stymne S, Zhu LH (2012) Development of ultra-high erucic acid oil in the industrial oil crop Crambe abyssinica. Plant Biotechnol J 10:862–870
Haraldsson GG, Kristiansson B, Sigurdardottir R, Gudmundsson GG, Breivik H (1997) The preparation of eicosapentaenoic acid and docosahexaenoic acid by lipase-catalyzed transesterification of fish oil with ethanol. J Am Oil Chem Soc 74:1419–1424
Mukherjee KD, Kiewitt I, Hills MJ (1993) Substrate specificities of lipases in view of kinetic resolution of unsaturated fatty acids. Appl Microbiol Biotechnol 40:489–493
Kralovec JA, Zhang S, Zhang W, Barrow CJ (2012) A review of the progress in enzymatic concentration and microencapsulation of omega-3 rich oil from fish and microbial sources. Food Chem 131:639–644
McNeill GP, Sonnet PE (1995) Isolation of erucic acid from rapeseed oil by lipase-catalyzed hydrolysis. J Am Oil Chem Soc 72:213–218
Rahmatullah M, Shukla VKS, Mukherjee KD (1994) Gamma-linolenic acid concentrates from borage and evening primrose oil fatty-acids via lipase-catalyzed esterification. J Am Oil Chem Soc 71:563–567
Kaki SS, Adlercreutz P (2013) Quantitative analysis of enzymatic fractionation of multiple substrate mixtures. Biotechnol Bioeng 110:78–86
Lyberg A-M, Adlercreutz P (2008) Lipase specificity towards eicosapentaenoic acid and docosahexaenoic acid depends on substrate structure. Biochim Biophys Acta Proteins Proteom 1784:343–350
Mbatia B, Mattiasson B, Mulaa F, Adlercreutz P (2011) Strategies for the enzymatic enrichment of PUFA from fish oil. Eur J Lipid Sci Technol 113:717–723
Rangheard MS, Langrand G, Triantaphylides C, Baratti J (1989) Multi-competitive enzymatic reactions in organic media: a simple test for the determination of lipase fatty-acid specificity. Biochim Biophys Acta 1004:20–28
Kourist R, Brundiek H, Bornscheuer UT (2009) Protein engineering and discovery of lipases. Eur J Lipid Sci Technol 112:64–74
Lotti M, Tramontano A, Longhi S, Fusetti F, Brocca S, Pizzi E, Alberghina L (1994) Variability within the Candida rugosa lipases family. Protein Eng 7:531–535
Schmitt J, Brocca S, Schmid RD, Pleiss J (2002) Blocking the tunnel: engineering of Candida rugosa lipase mutants with short chain length specificity. Protein Eng 15:595–601
Svensson J, Adlercreutz P (2008) Identification of triacylglycerols in the enzymatic transesterification of rapeseed and butter oil. Eur J Lipid Sci Technol 110:1007–1013
