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Enzymatic Synthesis of Epoxidized Fatty Hydrazides from Epoxidized Palm Oil Using Native Muchor meihei Lipase in n-Hexane Solvent
Asian Journal of Chemistry,
Vol. 30 No. 8 (2018): Vol 30 Issue 8
Abstract
Epoxidized fatty hydrazides have been synthesized through an enzymatic catalytic synthesis reaction of epoxidized palm oil with hydrazine monohydrate by native Muchor meihei lipase enzyme in n-hexane solvent. Optimum reaction conditions were studied by observing the yield of epoxidized fatty hydrazides production using several parameters. The highest production of epoxidized fatty hydrazides was obtained when reaction temperature was 50 ºC with an addition of 5 % of enzyme to catalyze the reaction. This were accompanied using stirring speed of 165 rpm under 24 h of reaction. The epoxidized fatty hydrazides was further characterized using Fourier transform infrared spectroscopy, nuclear magnetic resonance spectrometry and CHN elemental analyzer.
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A. Eissa, Kozmetika, 51, 155 (2002).
E. Badr, E. Kandeel and B. El-Sadek, J. Oleo Sci., 59, 647 (2010); https://doi.org/10.5650/jos.59.647.
V. Mahalingam, N. Chitrapriya, M. Zeller and K. Natarajan, Polyhedron, 28, 1532 (2009); https://doi.org/10.1016/j.poly.2009.03.023.
A. Samimi and S. Zarinabadi, Int. J. Sci. Investig., 1, 43 (2012).
A.S. More, T. Lebarbé, L. Maisonneuve, B. Gadenne, C. Alfos and H. Cramail, Eur. Polym. J., 49, 823 (2013); https://doi.org/10.1016/j.eurpolymj.2012.12.013.
P. Kumari, P. Shetty and S.A. Rao, Int. J. Corros., 2014, 1 (2014); https://doi.org/10.1155/2014/256424.
X.H. Liu, Y.-X. Shi, Y. Ma, G.-R. He, W.-L. Dong, C.-Y. Zhang, B.-L. Wang, S.-H. Wang, B.-J. Li and Z.-M. Li, Chem. Biol. Drug Des., 73, 320 (2009); https://doi.org/10.1111/j.1747-0285.2009.00779.x.
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E.A.J. Al-Mulla, W.M.Z.W. Yunus, N.A.B. Ibrahim and M.Z.A. Rahman, J. Oleo Sci., 59, 157 (2010); https://doi.org/10.5650/jos.59.157.
S. Mohamad, W. Yunus, M.J. Haron and M. Rahman, J. Oleo Sci., 57, 263 (2008); https://doi.org/10.5650/jos.57.263.
T.I.T. Noor Maznee, A.H. Hazimah, W.Y.W. Md. Zin, J. Oleo Sci., 61, 297 (2012); https://doi.org/10.5650/jos.61.297.
H. Jahangirian, M.J. Haron, S. Silong and N.A. Yusof, J. Oleo Sci., 60, 281 (2011); https://doi.org/10.5650/jos.60.281.
E.A.J. Al-Mulla, W.M.Z.W. Yunus, N.A.B. Ibrahim and M.Z.A. Rahman, J. Oleo Sci., 59, 59 (2010); https://doi.org/10.5650/jos.59.59.
N.M.T. Ismail, H.A. Hassan and W.M.Z.W. Yunus, Google Patents (2016).
A. Zaks and A.M. Klibanov, Proc. Natl. Acad. Sci. USA, 82, 3192 (1985); https://doi.org/10.1073/pnas.82.10.3192.
P.E. Sonnet and G.G. Moore, Lipids, 23, 955 (1988); https://doi.org/10.1007/BF02536343.
L.A. Nelson, T.A. Foglia and W.N. Marmer, J. Am. Oil Chem. Soc., 73, 1191 (1996); https://doi.org/10.1007/BF02523383.
K. Gulyamova and K. Davranov, Chem. Nat. Compd., 31, 372 (1996); https://doi.org/10.1007/BF01165205.
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D. Montent, M. Pina, J. Graille, G. Renard and J. Grimaud, Lipid/Fett, 91, 14 (1989); https://doi.org/10.1002/lipi.19890910104.
M. Romero, L. Calvo, C. Alba, A. Daneshfar and H. Ghaziaskar, Enzyme Microb. Technol., 37, 42 (2005); https://doi.org/10.1016/j.enzmictec.2004.12.033.
C. Torres, C. Otero and I.I.I. Part, Enzyme Microb. Technol., 29, 3 (2001); https://doi.org/10.1016/S0141-0229(01)00344-1.
N.N. Gandhi, S.B. Sawant and J.B. Joshi, Biotechnol. Bioeng., 46, 1 (1995); https://doi.org/10.1002/bit.260460102.
B.W. Chieng, N.A. Ibrahim, Y.Y. Then and Y.Y. Loo, Molecules, 19, 16024 (2014); https://doi.org/10.3390/molecules191016024.
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