Dieselzymes: Development of a stable and methanol tolerant lipase for biodiesel production by directed evolution

Biotechnology for Biofuels

Volumn 6, Issue 1, 2013, Pages

  Korman, Tyler P ^a   Sahachartsiri, Bobby ^a   Charbonneau, David M ^b   Huang, Grace L ^a   Beauregard, Marc ^b   Bowie, James U ^a  

^a UNIVERSITY OF CALIFORNIA   (United States)

^b UNIVERSITÉ DU QUÉBEC À TROIS RIVIÈRES   (Canada)

Author keywords

Alcohol tolerance; Biodiesel; Directed evolution; Lipase; Proteus mirabilis; Proteus sp. K107

Indexed keywords

BIODIESEL PRODUCTION; BIODIESEL SYNTHESIS; BURKHOLDERIA CEPACIA; DIRECTED EVOLUTION; METHANOL CONCENTRATION; POLAR INTERACTIONS; PROTEUS MIRABILIS; PROTEUS SP. K107;

BIODIESEL; CATALYSIS; CATALYSTS; ESCHERICHIA COLI; ESTERIFICATION; ESTERS; HYDROGEN BONDS; LIPASES; METHANOL; TRANSESTERIFICATION;

SYNTHETIC FUELS;

BIOFUEL; BIOTECHNOLOGY; ENZYME; GENETIC ENGINEERING; IMMOBILIZATION; METHANOL; MUTATION; NATURAL SELECTION; TOLERANCE;

BURKHOLDERIA CEPACIA; ESCHERICHIA COLI; PROTEUS MIRABILIS; PROTEUS SP.;

EID: 84877077217     PISSN: 17546834     EISSN: None     Source Type: Journal    
DOI: 10.1186/1754-6834-6-70     Document Type: Article

References (41)

1. Biodiesel as feasible petrol fuel replacement: a multidisciplinary overview. Luque R, Lovett JC, Datta B, Clancy J, Campelo JM, Romero AA, Energy Environ Sci 2010 3 1706 1721 10.1039/c0ee00085j
2. Biocatalysis: towards ever greener biodiesel production. Robles-Medina A, Gonzalez-Moreno PA, Esteban-Cerdan L, Molina-Grima E, Biotechnol Adv 2009 27 398 408 10.1016/j.biotechadv.2008.10.008 19268517
3. Enzymatic biodiesel synthesis-key factors affecting efficiency of the process. Szczȩsna Antczak M, Kubiak A, Antczak T, Bielecki S, Renew Energy 2009 34 1185 1194 10.1016/j.renene.2008.11.013
4. Lipases for biotechnology. Jaeger K-E, Eggert T, Curr Opin Biotechnol 2002 13 390 397 10.1016/S0958-1669(02)00341-5 12323363 (Pubitemid 35254099)
5. Industrial applications of microbial lipases. Hasan F, Shah AA, Hameed A, Enzyme Microb Technol 2006 39 235 251 10.1016/j.enzmictec.2005.10.016 (Pubitemid 44255568)
6. Biotechnological production of biodiesel fuel using biocatalysed transesterification: A review. Parawira W, Crit Rev Biotechnol 2009 29 82 93 10.1080/07388550902823674 19412829
7. Process simulation and economical evaluation of enzymatic biodiesel production plant. Sotoft LF, Rong B-G, Christensen KV, Norddahl B, Bioresour Technol 2010 101 5266 5274 10.1016/j.biortech.2010.01.130 20171880
8. Oils and fats as renewable raw materials in chemistry. Biermann U, Bornscheuer U, Meier MAR, Metzger JO, Schäfer HJ, Angew Chem Int Ed 2011 50 3854 3871 10.1002/anie.201002767
9. A review of the current state of biodiesel production using enzymatic transesterification. Fjerbaek L, Christensen KV, Norddahl B, Biotechnol Bioeng 2009 102 1298 1315 10.1002/bit.22256 19215031
10. Protein engineering and discovery of lipases. Kourist R, Brundiek H, Bornscheuer UT, Eur J Lipid Sci Technol 2010 112 64 74 10.1002/ejlt.200900143
11. Biodiesel production with immobilized lipase: a review. Tan T, Lu J, Nie K, Deng L, Wang F, Biotechnol Adv 2010 28 628 634 20580809
12. Bacterial lipases: classification, properties and applications in biotechnology. Joshi GK, Vinay S, Res J Biotechnol 2007 2 50 56 10.1002/biot.200600092 (Pubitemid 46744755)
13. Engineering the third wave of biocatalysis. Bornscheuer UT, Huisman GW, Kazlauskas RJ, Lutz S, Moore JC, Robins K, Nature 2012 485 185 194 10.1038/nature11117 22575958
14. Directed evolution of a para-nitrobenzyl esterase for aqueous-organic solvents. Moore JC, Arnold FH, Nat Biotechnol 1996 14 458 467 10.1038/nbt0496-458 9630920 (Pubitemid 3044731)
15. Directed evolution of subtilisin E in Bacillus subtilis to enhance total activity in aqueous dimethylformamide. You L, Arnold FH, Protein Eng 1996 9 77 83 10.1093/protein/9.1.77 9053906 (Pubitemid 26099767)
16. Enhancement of stability and activity of phospholipase A(1) in organic solvents by directed evolution. Song JK, Rhee JS, Biochim Biophys Acta-Protein Struct Molec Enzym 2001 1547 370 378 10.1016/S0167-4838(01)00204-7 (Pubitemid 32532155)
17. Improvement of alkaline lipase from Proteus vulgaris T6 by directed evolution. Fang Y, Lu Y, Lv F, Bie X, Zhao H, Wang Y, Lu Z, Enzyme Microb Technol 2009 44 84 88 10.1016/j.enzmictec.2008.10.018
18. Increasing the stability of an enzyme toward hostile organic solvents by directed evolution based on iterative saturation mutagenesis using the B-FIT method. Reetz MT, Soni P, Fernandez L, Gumulya Y, Carballeira JD, Chem Commun 2010 46 8657 8658 10.1039/c0cc02657c
19. Heterologous Expression Systems for Lipases: A Review. Valero F, Lipases and Phospholipases Volume 861 New York: Humana Press, Sandoval G, Walker JM, 2012 861 161 178 Methods in Molecular Biology 10.1007/978-1-61779-600-5-11
20. Development of recombinant Escherichia coli whole-cell biocatalyst expressing a novel alkaline lipase-coding gene from Proteus sp. for biodiesel production. Gao B, Su E, Lin J, Jiang Z, Ma Y, Wei D, J Biotechnol 2009 139 169 175 10.1016/j.jbiotec.2008.10.004 19007827
21. Bacterial lipolytic enzymes: classification and properties. Arpigny JL, Jaeger KE, Biochem J 1999 343 Pt 1 177 183 10493927 (Pubitemid 29473893)
22. Microbial production of advanced transportation fuels in non-natural hosts. Connor MR, Liao JC, Curr Opin Biotechnol 2009 20 307 315 10.1016/j.copbio.2009.04.002 19473829
23. Effect of methanol and water contents on production of biodiesel fuel from plant oil catalyzed by various lipases in a solvent-free system. Kaieda M, Samukawa T, Kondo A, Fukuda H, J Biosci Bioeng 2001 91 12 15 16232938 (Pubitemid 32163400)
24. Development of thermostable Candida antarctica lipase B through novel in silico design of disulfide bridge. Le QAT, Joo JC, Yoo YJ, Kim YH, Biotechnol Bioeng 2012 109 867 876 10.1002/bit.24371 22095554
25. Enhancing thermostability of a Rhizomucor miehei lipase by engineering a disulfide bond and displaying on the yeast cell surface. Han Z, Han S, Zheng S, Lin Y, Appl Microbiol Biotechnol 2009 85 117 126 10.1007/s00253-009-2067-8 19533118
26. Crystal structure of pseudomonas aeruginosa lipase in the open conformation THE prototype for family I.1 of bacterial lipases. Nardini M, Lang DA, Liebeton K, J Biol Chem 2000 275 31219 31225 10893416
27. The crystal structure of a triacylglycerol lipase from Pseudomonas cepacia reveals a highly open conformation in the absence of a bound inhibitor. Kim KK, Song HK, Shin DH, Hwang KY, Suh SW, Structure 1997 5 173 185 10.1016/S0969-2126(97)00177-9 9032073 (Pubitemid 27158725)
28. Evolution of stability in a cold-active enzyme elicits specificity relaxation and highlights substrate-related effects on temperature adaptation. Gatti-Lafranconi P, Natalello A, Rehm S, Doglia SM, Pleiss J, Lotti M, J Mol Biol 2010 395 155 166 10.1016/j.jmb.2009.10.026 19850050
29. Conversion of soybean oil to biodiesel fuel using lipozyme TL IM in a solvent-free medium. Xu YY, Du W, Zeng J, Liu DH, Biocatal Biotransform. 2004 22 45 48 10.1080/10242420410001661222 (Pubitemid 38418303)
30. Gene cloning and characterization of a novel highly organic solvent tolerant lipase from Proteus sp. SW1 And its application for biodiesel production. Whangsuk W, Sungkeeree P, Thiengmag S, Kerdwong J, Sallabhan R, Mongkolsuk S, Loprasert S, Mol Biotechnol 2013 53 55 62 10.1007/s12033-012-9518- 7 22371263
31. Unfolding action of alcohols on a highly negatively charged state of cytochrome c. Sashi P, Yasin UM, Bhuyan AK, Biochemistry 2012 51 3273 3283 10.1021/bi201716r 22439732
32. Differential scanning calorimetric studies on the thermal unfolding of pseudomonas cepacia lipase in the absence and presence of alcohols. Tanaka A, J Biochem 1998 123 289 293 10.1093/oxfordjournals.jbchem.a021935 9538205 (Pubitemid 28120763)
33. Methanol strengthens hydrogen bonds and weakens hydrophobic interactions in proteins-a combined molecular dynamics and NMR study. Hwang S, Shao Q, Williams H, Hilty C, Gao YQ, J Phys Chem B 2011 115 6653 6660 10.1021/jp111448a 21534580
34. Stabilization of Candida antarctica lipase B in hydrophilic organic solvent by rational design of hydrogen bond. Park H, Joo J, Park K, Yoo Y, Biotechnol Bioprocess Eng 2012 17 722 728 10.1007/s12257-012-0092-4
35. Enhancement of stability and activity of phospholipase A1 in organic solvents by directed evolution. Song JK, Rhee JS, Biochim Biophys Acta Protein Struct Mol Enzymol 2001 1547 370 378 10.1016/S0167-4838(01)00204-7 (Pubitemid 32532155)
36. Enhanced activity and stability in the presence of organic solvents by increased active site polarity and stabilization of a surface loop in a metalloprotease. Badoei-Dalfard A, Khajeh K, Asghari SM, Ranjbar B, Karbalaei-Heidari HR, J Biochem 2010 148 231 238 10.1093/jb/mvq057 20519323
37. Organic solvents strip water off enzymes. Gorman LAS, Dordick JS, Biotechnol Bioeng 1992 39 392 397 10.1002/bit.260390405 18600960
38. Relevance of metal ions for lipase stability: structural rearrangements induced in the Burkholderia glumae lipase by calcium depletion. Invernizzi G, Papaleo E, Grandori R, De Gioia L, Lotti M, J Struct Biol 2009 168 562 570 10.1016/j.jsb.2009.07.021 19635571
39. Expanding the range of substrate acceptance of enzymes: combinatorial active-site saturation test. Reetz MT, Bocola M, Carballeira JD, Zha D, Vogel A, Angew Chem 2005 117 4264 4268 10.1002/ange.200500767
40. Iterative saturation mutagenesis (ISM) for rapid directed evolution of functional enzymes. Reetz MT, Carballeira JD, Nat Protoc 2007 2 891 903 10.1038/nprot.2007.72 17446890 (Pubitemid 46758808)
41. Megaprimer PCR. Barik S, PCR Cloning Protocols Volume 192 New Jersey: Humana Press, Chen B-Y, Janes HW, 2002 192 189 196 Methods in Molecular Biology