Understanding the effect of tert-butanol on Candida antarctica lipase B using molecular dynamics simulations

References

• Castro , G.R. and Knubovets , T. 2003 . Homogeneous Biocatalysis in Organic Solvents and Water-Organic Mixtures . Crit. Rev Biotechnol , 23 : 195 – 231 .
   PubMed Web of Science ®Google Scholar
• Dordick , J.S. 1989 . Enzymatic catalysis in monophasic organic solvents . Enzyme Microb. Tech. , 11 : 194 – 211 .
   Web of Science ®Google Scholar
• Khmnelnitsky , Y.L. , Levashov , A.V. , Klyachko , N.L. and Martinek , K. 1988 . Engineering biocatalytic systems in organic media with low water content . Enzyme Microb. Tech , 10 : 710 – 724 .
   Web of Science ®Google Scholar
• Ogino , H. and Ishikawa , H. 2001 . Enzymes which are stable in the presence of organic solvents . J. Biosci. Bioeng , 91 : 109 – 116 .
   PubMed Web of Science ®Google Scholar
• Fjerbaek , L. , Christensen , K.V. and Norddahl , B. 2009 . A review of the current state of biodiesel production using enzymatic transesterification . Biotechnol. Bioeng , 102 : 1298 – 1315 .
   PubMed Web of Science ®Google Scholar
• Gog , A. , Roman , M. , Tosa , M. , Paizs , C. and Irimie , F.D. 2012 . Biodiesel production using enzymatic transesterification - Current state and perspectives . Renew. Energ , 39 : 10 – 16 .
   Web of Science ®Google Scholar
• Royon , D. , Daz , M. , Ellenrieder , G. and Locatelli , S. 2007 . Enzymatic production of biodiesel from cotton seed oil using t-butanol as a solvent . Bioresource Technol , 98 : 648 – 653 .
   PubMed Web of Science ®Google Scholar
• Li , L. , Du , W. , Liu , D. , Wang , L. and Li , Z. 2006 . Lipase-catalyzed transesterification of rapeseed oils for biodiesel production with a novel organic solvent as the reaction medium . J. Mol. Catal. B Enzym , 43 : 58 – 62 .
   Web of Science ®Google Scholar
• Du , W. , Liu , D. , Li , L. and Dai , L. 2007 . Mechanism exploration during lipase-mediated methanolysis of renewable oils for biodiesel production in a tert-butanol system . Biotechnol. Progr , 23 : 1087 – 1090 .
   PubMed Web of Science ®Google Scholar
• Anderson , E.M. , Larsson , K.M. and Kirk , O. 1998 . One biocatalyst - many applications: The use of Candida antarctica B-lipase in organic synthesis . Biocatal. Biotransfor , 16 : 181 – 204 .
   Web of Science ®Google Scholar
• He , W.S. , Li , J.J. , Pan , X.X. , Zhou , Y. , Jia , C.S. , Zhang , X.M. and Feng , B. 2012 . Lipase-mediated synthesis of water-soluble plant stanol derivatives in tert-butanol . Bioresource Technol , 114 : 1 – 5 .
   PubMed Web of Science ®Google Scholar
• Jeong , G.T. and Park , D.H. 2008 . Lipase-catalyzed transesterification of rapeseed oil for biodiesel production with tert-butanol . Appl. Biochem. Biotech , 148 : 131 – 139 .
   PubMed Web of Science ®Google Scholar
• Wang , L. , Du , W. , Liu , D. , Li , L. and Dai , N. 2006 . Lipase-catalyzed biodiesel production from soybean oil deodorizer distillate with absorbent present in tert-butanol system . J. Mol. Catal. B Enzym , 43 : 29 – 32 .
   Web of Science ®Google Scholar
• Norin , M. , Haeffner , F. , Hult , K. and Edholm , O. 1994 . Molecular dynamics simulations of an enzyme surrounded by vacuum, water, or a hydrophobic solvent . Biophys. J , 67 : 548 – 559 .
   PubMed Web of Science ®Google Scholar
• Micaêlo , N.M. and Soares , C.M. 2007 . Modeling hydration mechanisms of enzymes in nonpolar and polar organic solvents . FEBS J , 274 : 2424 – 2436 .
   PubMed Web of Science ®Google Scholar
• Joo , J.C. , Pack , S.P. , Kim , Y.H. and Yoo , Y.J. 2011 . Thermostabilization of Bacillus circulans xylanase: Computational optimization of unstable residues based on thermal fluctuation analysis . J. Biotechnol , 151 : 56 – 65 .
   PubMed Web of Science ®Google Scholar
• Li , C. , Tan , T. , Zhang , H. and Feng , W. 2010 . Analysis of the conformational stability and activity of Candida antarctica lipase B in organic solvents: Insight from molecular dynamics and quantum mechanics/simulations . J. Biol. Chem , 285 : 28434 – 28441 .
   PubMed Web of Science ®Google Scholar
• Trodler , P. and Pleiss , J. 2008 . Modeling structure and flexibility of Candida antarctica lipase B in organic solvents . BMC Struct. Biol. , 8
   PubMed Web of Science ®Google Scholar
• Uppenberg , J. , Hansen , M.T. , Patkar , S. and Jones , T.A. 1994 . The sequence, crystal structure determination and refinement of two crystal forms of lipase B from Candida antarctica . Structure , 2 : 293 – 308 .
   PubMed Web of Science ®Google Scholar
• Eisenmesser , E.Z. , Millet , O. , Labeikovsky , W. , Korzhnev , D.M. , Wolf-Watz , M. , Bosco , D.A. , Skalicky , J.J. , Kay , L.E. and Kern , D. 2005 . Intrinsic dynamics of an enzyme underlies catalysis . Nature , 438 : 117 – 121 .
   PubMed Web of Science ®Google Scholar
• Henzler-Wildman , K.A. , Thai , V. , Lei , M. , Ott , M. , Wolf-Watz , M. , Fenn , T. , Pozharski , E. , Wilson , M.A. and Petsko , G.A. 2007 . Intrinsic motions along an enzymatic reaction trajectory . Nature , 450 : 838 – 844 .
   PubMed Web of Science ®Google Scholar
• McElheny , D. , Schnell , J.R. , Lansing , J.C , Dyson , H.J. and Wright , P.E. 2005 . Defining the role of active-site loop fluctuations in dihydrofolate reductase catalysis . P. Natl. Acad. Sci. USA , 102 : 5032 – 5037 .
   PubMed Web of Science ®Google Scholar
• Yang , H. , Luo , G. , Karnchanaphanurach , P. , Louie , T.M. , Rech , I. , Cova , S. , Xun , L. and Xie , X.S. 2003 . Protein conformational dynamics probed by single-molecule electron transfer . Science , 302 : 262 – 266 .
   PubMed Web of Science ®Google Scholar
• Hammes-Schiffer , S. and Benkovic , S.J. 2006 . Relating protein motion to catalysis . Annu. Rev. Biochem. , 75 : 519 – 541 .
   PubMed Web of Science ®Google Scholar
• Fraser , J.S. , Clarkson , M.W. , Degnan , S.C. , Erion , R. , Kern , D. and Alber , T. 2009 . Hidden alternative structures of proline isomerase essential for catalysis . Nature , 462 : 669 – 673 .
   PubMed Web of Science ®Google Scholar
• Tousignant , A. and Pelletier , J.N. 2004 . Protein motions promote catalysis . Chem. Biol. , 11 : 1037 – 1042 .
   PubMed Web of Science ®Google Scholar
• Uppenberg , J. 1995 . Crystallographic and molecular-modeling studies of lipase B from Candida antarctica reveal a stereospecificity pocket for secondary alcohols . Biochemistry , : 16838 – 16851 .
   PubMed Web of Science ®Google Scholar
• Schmid , R.D. and Verger , R. 1998 . Lipases: Interfacial enzymes with attractive applications . Angewandte Chemie – International Edition , : 1609 – 1633 .
   Web of Science ®Google Scholar
• Marton , Z. 2010 . Mutations in the stereospecificity pocket and at the entrance of the active site of Candida antarctica lipase B enhancing enzyme enantioselectivity . J. Mol. Catal. B Enzym. , : 11 – 17 .
   Web of Science ®Google Scholar
• Orrenius , C. 1998 . Chiral recognition of alcohol enantiomers in acyl transfer reactions catalysed by Candida antarctica lipase B . Biocatal. Biotransfor. , : 1 – 15 .
   Web of Science ®Google Scholar