Enhanced biocatalytic esterification with lipase-immobilized chitosan/graphene oxide beads

PLoS ONE

Volumn 9, Issue 8, 2014, Pages

  Lau, Siaw Cheng ^a   Lim, Hong Ngee ^a   Basri, Mahiran ^a   Fard Masoumi, Hamid Reza ^a   Ahmad Tajudin, Asilah ^a   Huang, Nay Ming ^b   Pandikumar, Alagarsamy ^b   Chia, Chi Hua ^c   Andou, Yoshito ^d  

^a UNIVERSITY PUTRA MALAYSIA   (Malaysia)

^b UNIVERSITY OF MALAYA   (Malaysia)

^c UNIVERSITI KEBANGSAAN MALAYSIA   (Malaysia)

^d KYUSHU INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

1 (3 DIMETHYLAMINOPROPYL) 3 ETHYLCARBODIIMIDE; CHITOSAN; GRAPHENE OXIDE; HEXANE; LAURIC ACID; N HYDROXYSULFOSUCCINIMIDE SODIUM; OLEYL ALCOHOL; SUCCINIMIDE DERIVATIVE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG; FATTY ALCOHOL; GRAPHITE; IMMOBILIZED ENZYME; LAURIC ACID DERIVATIVE; MICROSPHERE;

ARTICLE; CANDIDA RUGOSA; CHEMICAL STRUCTURE; CONTROLLED STUDY; ENZYME ACTIVITY; ENZYME IMMOBILIZATION; ENZYME ISOLATION; ENZYME MECHANISM; ENZYME STABILITY; ESTERIFICATION; HYDROPHILICITY; NONHUMAN; STRENGTH; THERMAL CONDUCTIVITY; THERMOGRAVIMETRY; X RAY DIFFRACTION; BIOCATALYSIS; BIOREACTOR; CANDIDA; CHEMICAL PHENOMENA; CHEMISTRY; ENZYMOLOGY; METABOLISM; PHYSIOLOGY; SCANNING ELECTRON MICROSCOPY;

BIOCATALYSIS; BIOREACTORS; CANDIDA; CHITOSAN; ENZYMES, IMMOBILIZED; ESTERIFICATION; FATTY ALCOHOLS; GRAPHITE; HEXANES; HYDROPHOBIC AND HYDROPHILIC INTERACTIONS; LAURIC ACIDS; LIPASE; MICROSCOPY, ELECTRON, SCANNING; MICROSPHERES; X-RAY DIFFRACTION;

EID: 84928977535     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0104695     Document Type: Article

References (39)

1. Behzad A, Nasim D (2014) Modified bentonite as catalyst for esterification of oleic acid and ethanol. Journal of the Taiwan Institute of Chemical Engineers 45: 1468-1473.
2. Orrego CE, Salgado N, Valencia JS, Giraldo GI, et al. (2010) Novel chitosan membranes as support for lipases immobilization: characterization aspects. Carbohydrate Polymers 79: 9-16.
3. Panagiota YS, Athanasios F, Michalis F, Maria K, Maria P, et al. (2013) Advances in lipase-catalyzed esterification reactions. Biotechnology Advances 31: 1846-1859.
4. Cabrera Z, Lorente GF, Lafuente RF, Palomo JM, Guisan JM (2009) Novozym 435 displays very different selectivity compared to lipase from Candida antarctica B adsorbed on other hydrophobic supports. Journal of Molecular Catalysis B: Enzymatic 57: 171-176.
5. Wang J, Meng G, Tao K, Feng M, Zhao X, et al. (2012) Immobilization of Lipases on Alkyl Silane Modified Magnetic Nanoparticles: Effect of Alkyl Chain Length on Enzyme Activity. PLoS ONE 7(8): e43478. doi:10.1371/journal.pone. 0043478
6. Seema SB, Steven HN (2002) Immobilization of lipase using hydrophilic polymers in the form of hydrogel beads. Biomaterials 23: 3627-3636.
7. Xie WL, Wang JL (2012) Immobilized lipase on magnetic chitosan microspheres for transesterification of soybean oil. Biomass and Bioenergy 36: 373-380.
8. Mizuki T, Sawai M, Nagaoka Y, Morimoto H, Maekawa T (2013) Activity of Lipase and Chitinase Immobilized on Superparamagnetic Particles in a Rotational Magnetic Field. PLoS ONE 8(6): e66528. doi:10.1371/journal.pone.0066528
9. Won KH, Kim SB, Kim KJ, Park HW, Moon SJ (2005) Optimization of lipase entrapment in Ca-alginate gel beads. Process Biochemistry 40: 2149-2154. (Pubitemid 40257041)
10. Ines Belhaj BR, Zamen BR, Ali G, Hafedh B (2011) Esterification activity and stability of Talaromyces thermophilus lipase immobilized onto chitosan. Journal of Molecular Catalysis B: Enzymatic 68: 230-239.
11. Foresti ML, Ferreira ML (2007) Chitosan-immobilized lipases for the catalysis of fatty acid esterifications. Enzyme and Microbial Technology 40: 769-777. (Pubitemid 46329069)
12. Cabral PP, Fonseca MMR, Dias SF (2010) Esterification activity and operational stability of Candida rugosa lipase immobilized in polyurethane foams in the production of ethyl butyrate. Biochemical Engineering Journal 48: 246-252.
13. Jian X, Wang YJ, Yu H, Luo GS, Dai YY (2006) Candida rugosa lipase immobilized by a specially designed microstructure in the PVA/PTFE composite membrane. Journal of Membrane Science 281: 410-416.
14. Chiou SH, Wu WT (2004) Immobilization of Candida rugosa lipase on chitosan with activation of the hydroxyl groups. Biomaterials 25: 197-204.
15. Kawamura Y, Tanibe H, Imamura S, Harada J (1996) Lipase immobilized on a chitosan carrier. United States Patent 5508185.
16. Leuba, Jean L (1978) Enzymes immobilized on chitosan. United States Patent 4094743.
17. Roy SK, Todd JG, Glasser WG (1998) Hydrogel beads from chitosan. WIPO Patent Application WO/1998/041546.
18. Arena BJ (1981) Chitin- and chitosan-based immobilized metal catalysts. United States Patent 4274980.
19. Yi SS, Noh JM, Lee YS (2009) Amino acid modified chitosan beads: improved polymer supports for immobilization of lipase from Candida rugosa. Journal of Molecular Catalysis B: Enzymatic 57: 123-129.
20. Huang XJ, Dan G, Xu ZK (2007) Preparation and characterization of stable chitosan nanofibrous membrane for lipase immobilization. European Polymer Journal. 43: 3710-3718.
21. Kuo CH, Liu YC, Chang CM, Chen JH, Chang C, et al. (2012) Optimum conditions for lipase immobilization on chitosan-coated Fe3O4 nanoparticles. Carbohydrate Polymers 87: 2538-2545.
22. Hung TC, Giridhar R, Chiou SH, Wu WT (2003) Binary immobilization of Candida rugosa lipase on chitosan. Journal of Molecular Catalysis B: Enzymatic 26: 69-78. (Pubitemid 37239021)
23. Wang J, Ellsworth MW (2010) Graphene and graphene oxide aerogels. WIPO Patent Application WO/2010/065121.
24. Juan C, Cristo'bal V, Diego L, Enrique DS, Carlos L, et al. (2014) Selective ethanolysis of sunflower oil with Lipozyme RM IM, an immobilized Rhizomucor miehei lipase, to obtain a biodiesel-like biofuel, which avoids glycerol production through the monoglyceride formation. New Biotechnology 00: 00.
25. Kathleen FH, Goran TV, James CR, Zoltan N, Basudeb S (2014) Kinetics of the pre-treatment of used cooking oil using Novozyme 435 for biodiesel production. Chemical Engineering Research and Design 92: 713-719.
26. Huang NM, Lim HN, Chia CH, Yarmo MA, Muhamad MR (2011) Simple room-temperature preparation of high-yield large-area graphene oxide. International Journal of Nanomedicine 6: 3443-3448.
27. Gunawan ER, Basri M, Rahman MBA, Salleh AB, Rahman RNZA (2004) Lipase-catalyzed synthesis of palm-based wax esters. Journal of Oleo Science 53: 471-477.
28. Basri M, Kassim MA, Mohamad R, Ariff AB (2013) Optimization and kinetic study on the synthesis of palm oil ester using Lipozyme TL IM. Journal of Molecular Catalysis B: Enzymatic 85-86: 214-219.
29. Kwon DY, Rhee JS (1986) A simple and rapid colorimetric method for determination of free fatty acids for lipase assay. JAOCS 63(1): 89-92.
30. Lim HN, Huang NM, Loo CH (2012) Facile preparation of graphene-based chitosan films: enhanced thermal, mechanical and antibacterial properties. Journal of Non-Crystalline Solids 358(3): 525-530.
31. George ZK, Dimitrios NB, Eleni AD (2014) Advanced low-swelling chitosan/graphite oxide-based biosorbents. Materials Letters 128: 46-49.
32. Rifaqat AKR, Singh S, Singh BR, Khan W, Naqvi AH (2014) Synthesis and characterization of surface modified graphene-zirconium oxide nanocomposite and its possible use for the removal of chlorophenol from aqueous solution. Journal of Environmental Chemical Engineering 2: 199-210.
33. Lee DG, Kanagasabai MP, Kim M, Hwang S, Ahn IS, et al. (2009) Immobilization of lipase on hydrophobic nano-sized magnetite particles. Journal of Molecular Catalysis B: Enzymatic 57: 62-66.
34. Zang LM, Qiu JH, Wu XL, Zhang WJ, Sakai E, et al. (2014) Preparation of magnetic chitosan nanoparticles as support for cellulase immobilization. Industrial & Engineering Chemistry Research 53: 3448-3454.
35. Lu XX, Luo ZG, Yu SJ, Fu X (2012) Lipase-catalyzed synthesis of starch palmitate in mixed ionic liquids. Journal of Agricultural and Food Chemistry 60: 9273-9279.
36. Tripti R, Arpana B, Lalit MM, Amita RS, Datta M (2013) Robust nanobioconjugates of Candida antarctica lipase B-Multiwalled carbon nanotubes: characterization and application for multiple usages in non-aqueous biocatalysis. Bioresource Technology 140: 103-110.
37. Peng Y, Xu ZK, Jian W, Christophe I, Patrick S (2006) Nanofibrous poly(acrylonitrile-co-maleic acid) membranes functionalized with gelatin and chitosan for lipase immobilization. Biomaterials 27: 4169-4176.
38. Nikolaus W, Petra W, Kumar DM (2001) Steryl and stanyl esters of fatty acids by solvent-free esterification and transesterification in vacuo using lipases from Rhizomucor miehei, Candida antarctica, and Carica papaya. Journal of Agricultural and Food Chemistry 49: 5210-5216.
39. Estela HM, Christina O (2009) Enzymatic re-esterification of lower glycerides from soybean oil with conjugated linoleic acid (CLA). Journal of Agricultural and Food Chemistry 57: 701-708.