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Catalytic Activity of Amino Acids-Metal Complexes in Oxidation Reactions
Department of Biotechnology, “Professor Assen Zlatarov” University, Burgas, Bulgaria
Department of Materials Science, “Pro- fessor Assen Zlatarov” University, Burgas, Bulgaria
Department of Materials Science, “Pro- fessor Assen Zlatarov” University, Burgas, Bulgaria
Department of Inorganic Chemistry, “Professor Assen Zlatarov” University, Burgas, Bulgaria
- 1 Department of Biotechnology, “Professor Assen Zlatarov” University, Burgas, Bulgaria
- 2 Department of Materials Science, “Pro- fessor Assen Zlatarov” University, Burgas, Bulgaria
- 3 Department of Materials Science, “Pro- fessor Assen Zlatarov” University, Burgas, Bulgaria
- 4 Department of Inorganic Chemistry, “Professor Assen Zlatarov” University, Burgas, Bulgaria
Journal of Biomaterials and Nanobiotechnology·Volume 04 (2013)·Pages 28–36·Published 17 April 2013·DOI10.4236/jbnb.2013.42A004
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Abstract
Studies were carried out to determine the activity of complexes of the essential amino acids DL-Lysine and L-M e thionine with heavy metals in the oxidation of cyclohexene with tert -butylhydroperoxide in toluene at 80°C. All complexes were prepared through interaction of metal ions and DL-Lysine and L-Methionine at room temperature in aqueous solutions. Only the complexes of Mo and W were obtained from acidic aqueous solution. These complexes were characterized by FT-IR, Moessbauer spectroscopy and EPR analysis. The products of the oxidation reactions were identified by GC/MS analysis. The complexes of Mo and V showed the best activity in the epoxidation reaction of cyclohexene in comparison with other complexes, such as Ni, Mn, Zn, Co, Cu, Cr, Fe and W. Using semi-empirical quantum-chemistry methods, the full energy of the Mo complexes was calculated and their probable structure is pre sented.
KeywordsDL-LysineL-MethionineMetal ComplexesStructurePropertiesCatalysisOxidation
- K. A. Jorgensen, “Transition-Metal-Catalyzed Epoxidations,” Chemical Reviews, Vol. 89, No. 3, 1989, pp. 431458. doi:10.1021/cr00093a001
- Q. H. Xia, H. Ge, C. Ye, Z. Liu and K. Su, “Advances in Homogegeneous and Heterogeneous Catalytic Asymmetric Epoxidation,” Chemical Reviews, Vol. 105, No. 5, 2005, pp. 1603-1662. doi:10.1021/cr0406458
- V. B. Valodkar, G. Tembe, R. Ram and H. Rama, “Catalytic Asymmetric Epoxidation of Unfunctionalized Olefins by Supported Cu(II)-Amino Acid Complexes,” Catalysis Letters, Vol. 90, No. 1-2, 2003, pp. 91-94. doi:10.1023/A:1025828629486
- V. B. Valodkar, G. Tembe, M. Ravindranathan and H. Rama, “Catalytic Epoxidation of Olefins by PolymerAnchored Amino Acid Ruthenium Complexes,” Reactive and Functional Polymers, Vol. 56, No. 1, 2003, pp. 1-15. doi:10.1016/S1381-5148(03)00048-8
- K. Kamata, K. Yonehara, Y. Sumida, K. Hirata, S. Nojima and N. Mizuno, “Efficient Heterogeneous Epoxidation of Alkenes by a Supported Tungsten Oxide Catalyst,” Angewandte Chemie International Edition, Vol. 50, No. 50, 2011, pp. 12062-12066. doi:10.1002/anie.201106064
- M. Abrantes, F. Paz, A. Valente, C. Pereira, S. Gago, A. Rodriges, J. Klinowski, M. Pillinger and I. Goncalves, “Aminoacid-Functionalized Cyclopentadienyl Molybdenum Tricarbonyl Complex and Its Use in Catalytic Olefin Epoxidation,” Journal of Organometallic Chemistry, Vol. 694, No. 12, 2009, pp. 1826-1833. doi:10.1016/j.jorganchem.2009.01.012
- M. Masteri-Farahani, “New Molybdenum Epoxidation Catalyst Derived from Nanoporous MCM-41 Supported Glycine Schiff-Base,” Journal of Nanostructures, Vol. 2, No. 1, 2012, pp. 43-50.
- C. A. McAuliffe, J. Quagliano and L. Vallarino, “Metal Complexes of the Amino Acid DL-Methionine,” Inorganic Chemistry, Vol. 5, No. 11, 1966, pp. 1996-2003. doi:10.1021/ic50045a034
- V. Vujacic, J. Savic, S. Sovilj, K. Szecsenyi, N. Todorovic, M. Petkovic and V. Vasic, “Mechnism of Complex Formation between [AuCl4]¯ and L-Methionine,” Polyhedron, Vol. 28, No. 3, 2009, pp. 593-599. doi:10.1016/j.poly.2008.11.045
- B. K. Singh, H. Rajour and A. Prakash, “Synthesis, Characterization and Biological Activity of Transition Metal Complexes with Schiff Bases Derived from 2-Nitrobenzaldehyde with Glycine and Methionine,” Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Vol. 94, 2012, pp. 143-151. doi:10.1016/j.saa.2012.03.077
- M. H. Khodabandeh, H. Reisi, K. Zare and M. Zahedi, “A Theoretical Elucidation of Coordination Properties of Histidine and Lysine to Mn(II),” International Journal of Mass Spectrometry, Vol. 313, No. 1, 2012, pp. 47-57. doi:10.1016/j.ijms.2011.12.019