Kinetic Resolution of Racemic 1-Phenyl 1-Propanol by Lipase Catalyzed Enantioselective Esterification Reaction

REFERENCES

• Hayos, P., Buthe, A., Ansorge-Schumacer, M.B., Sinisterra, J. V., Alcantara, A. R.. (2008) Highly efficient one pot dynamic kinetic resolution of benzoins with entrapped P.stutzeri lipase. Journal of Molecular Catalysis B: Enzymatic, 52:133–139.
   Google Scholar
• Csajagi, C., Szatzker, G., Töke, E. R., Ürge, L., Darvas, F., Poppe, L. (2008). Enantiomer selective acylation of racemic alcohols by lipases in continiuous-flow bioreactors. Tetrahedron-Asymmetry19:237–246.
   Google Scholar
• Suan, C., Sarmidi, M.R. (2004). Immobilized lipase-catalysed resolution of (R,S)-1-phenyl ethanol in recirculated packed bed reactor. J. Mol. Catal. B:Enzymatic, 28:111–119.
   Google Scholar
• Berglund, P. (2001). Controlling lipase enantioselectivity for organic synthesis. Biomol. Eng., 18:13–22.
   PubMedGoogle Scholar
• Mehmetoğlu, Ü., Bayraktar, E., Babaarslan, Ç. (2007). Production of enantiomerically pure pharmaceutical compound using biocatalyst. In: Enzyme Mixture and Complex Biosynthesis, Bhattacharya, S.K. Austin: Landes Bioscience, 65–73.
   Google Scholar
• Reetz, M. T.. (2002) Lipases as practical biocatalysts. Curr. Opin.Chem.Biol., 6:145–150.
   PubMed Web of Science ®Google Scholar
• Theil, F. (2000). Enhancement of selectivity of reactivity of lipases by additives. Tetrahedron, 56:2905–2919.
   Web of Science ®Google Scholar
• Bakker, M., Spruijt, A. S., Van Rantwijk, F., and Sheldon, R. A.. (2000) Highly enantioselective aminoacylae-catalyzed transesterification of secondary alcohols. Tetrahedron-Asymmetry, 11:1801–1808.
   Google Scholar
• Hirose, K., Naka, H., Yano, M. (2000). Improvement of enantioselectivity in kinetics resolution of a primary alcohol through lipase-catalysed transesterification by using a chiral acyl donor. Tetrahedron-Asymmetry, 11:1199–1210.
   Google Scholar
• Kiss, V., Egri, G., Bailent, J., Ling, I., Barkoczi, J., Fogassy, E. (2006). Kinetic and chemical resolution of different 1-phenyl-2-propanol derivatives. Tetrahedron-Asymmetry, 17:2220–2234.
   Google Scholar
• Irimescu, R., Saito, T., Kato, K. (2004). Enzymatic kinetic resolution of primary alcohols by direct esterificationin solvent free system. Journal of Molecular Catalysis B: Enzymatic, 27:69–73.
   Google Scholar
• Holmquist, M., Haeffner, F., Norin, T., Hult, K. (1996). A structural basis for enantioselective inhibition of Candida rugosa lipase by long-chain aliphatic alcohols. Protein Sci., 5:83–88.
   PubMed Web of Science ®Google Scholar
• Ottoson, J., Hult, K. (2001). The influence of acyl chain length on enantioselectivity of Candida antactica lipase B and its thermodynamic components in kinetic resolution of sec-alcohols. Journal of Molecular Catalysis B: Enzymatic, 11:1025–1028.
   Google Scholar
• Frings, Koch, K., M., Hatmeier, W. (1999). Kinetic resolution of 1-phenyl ethanol with high enantioselectivitiy with native and immobilized lipase in organic solvents. Enzyme Microb. Technol., 25: 303–309.
   Web of Science ®Google Scholar
• Sakai, T. (2004). Low-temperature method for a dramatic improvement in enantioselectivity in lipase- catalyzed reactions. Tetrahedron-Asymmetry, 15:2749–2756.
   Web of Science ®Google Scholar
• Tewari, Y. B., Vanderah, D. J., Rozzell, J. D.. (2003) Thermodynamics of the lipase catalyzed transesterification of 1-phenyl-1-alkonols and butyl acetate in organic solvents. Journal of Molecular Catalysis B: Enzymatic, 21:123–131.
   Google Scholar
• Bachu, P., Gibson, J. S., Sperry, J, Brimble, M. A.. (2007) The influence of microwave irradiation on lipase catalysed kinetic resolution of racemic secondary alcohols. Tetrahedron: Asymmetry, 18:1618–1624.
   Web of Science ®Google Scholar
• Huang, W., Xia, Y.M., Gao, H., Fang, Y.J., Wang, Y., Fang, Y. (2005). Enzymatic esterification between n-alcohol and n-caprylic acid in non-aques medium under microwave irradiation. Journal of Mol Catal B:Enzymatic, 35:113–116.
   Web of Science ®Google Scholar
• Ducret, Trani, A., M., Lortie, R. (1998). Lipase-catalyzed enantioselective esterification of ibuprofen in organic solvents under controlled water activity. Enzyme Microb. Technol., 22:212–216.
   Web of Science ®Google Scholar
• Fortes, Partridge, N., J., Halling, P.J., Barreiros, S. (2002). Zeolite molecular sieves have dramatic acid-base effects on enzymes in nonaqueous media. Biotechnology and Bioengineering, 77:296–305.
   PubMed Web of Science ®Google Scholar