Understanding the plasticity of the α/β hydrolase fold: Lid swapping on the Candida antarctica lipase B results in chimeras with interesting biocatalytic properties

ChemBioChem

Volumn 10, Issue 3, 2009, Pages 520-527

  Skjøt, Michael ^a   de Maria, Leonardo ^a   Chatterjee, Robin ^b   Svendsen, Allan ^a   Patkar, Shamkant A ^a   Østergaard, Peter R ^a   Brask, Jesper ^a  

^a NOVOZYMES A S   (Denmark)

^b ROYAL INSTITUTE OF TECHNOLOGY   (Sweden)

Author keywords

Enantioselectivity; Enzyme catalysis; Ester hydrolysis; Gene expression; Molecular dynamics

Indexed keywords

ALPHA HYDROLASE; BETA HYDROLASE; HYDROLASE; LIPASE B; UNCLASSIFIED DRUG;

ALPHA HELIX; AQUEOUS SOLUTION; ARTICLE; BIOCATALYST; CANDIDA ANTARCTICA; CARBOXY TERMINAL SEQUENCE; CHIMERA; CONTROLLED STUDY; ENANTIOSELECTIVITY; GIBBERELLA; GIBBERELLA ZEAE; HYDROLYSIS; MOLECULAR DYNAMICS; NEUROSPORA CRASSA; NONHUMAN; NUCLEOTIDE SEQUENCE; PRIORITY JOURNAL; PROTEIN FOLDING;

AMINO ACID SEQUENCE; BIOCATALYSIS; LIPASE; MODELS, MOLECULAR; MOLECULAR SEQUENCE DATA; MOLECULAR STRUCTURE; PROTEIN ENGINEERING; PROTEIN FOLDING; PROTEIN STRUCTURE, SECONDARY; RECOMBINANT PROTEINS; SEQUENCE ALIGNMENT; SEQUENCE HOMOLOGY, AMINO ACID;

CANDIDA ANTARCTICA; GIBBERELLA ZEAE; NEUROSPORA CRASSA;

EID: 60349109395     PISSN: 14394227     EISSN: 14397633     Source Type: Journal    
DOI: 10.1002/cbic.200800668     Document Type: Article

References (50)

1. S. A. Patkar, F. Bjorking, M. Zundel, M. Schulein, A. Svendsen, H. P. Heldthansen, E. Gormsen, Indian J. Chem. Sect. B 1993, 32, 76-80.
2. J. Uppenberg, N. Ohrner, M. Norin, K. Hult, G. J. Kleywegt, S. Patkar, V. Waagen, T. Anthonsen, T. A. Jones, Biochemistry 1995, 34, 16838-16851.
3. E. M. Anderson, M. Karin, O. Kirk, Biocatal. Biotransform. 1998, 16, 181-204.
4. A. Ghanem, Tetrahedron 2007, 63, 1721-1754.
5. V. Gotor-Fernández, R. Brieva, V. Gotor, J. Mol. Catal. B: Enzym. 2006, 40, 111-120.
6. V. Gotor-Fernández, E. Busto, V. Gotor, Adv. Synth. Catal. 2006, 348, 797-812.
7. R. J. Kazlauskas, A. N. E. Weissfloch, A. T. Rappaport, L. A. Cuccia, J. Org. Chem. 1991, 56, 2656-2665.
8. R. A. Gross, A. Kumar, B. Kalra, Chem. Rev. 2001, 101, 2097-2124.
9. S. Kobayashi, H. Uyama, S. Kimura, Chem. Rev. 2001, 101, 3793-3818.
10. K. Adelhorst, F. Bjorkling, S. E. Godtfredsen, O. Kirk, Synthesis 1990, 112-115.
11. M. From, P. Adlercreutz, B. Mattiasson, Biotechnol. Lett. 1997, 19, 315-317.
12. P. D. de Maria, C. Carboni-Oerlemans, B. Tuin, G. Bargeman, A. van der Meer, R. van Gemert, J. Mol. Catal. B: Enzym. 2005, 37, 36-46.
13. S. A. Patkar, A. Svendsen, O. Kirk, I. G. Clausen, K. Borch, J. Mol. Catal. B 1997, 3, 51-54.
14. S. Patkar, J. Vind, E. Kelstrup, M. W. Christensen, A. Svendsen, K. Borch, O. Kirk, Chem. Phys. Lipids 1998, 93, 95-101.
15. S. Lutz, Tetrahedron: Asymmetry 2004, 15, 2743-2748.
16. N. Y. Zhang, W. C. Suen, W. Windsor, L. Xiao, V. Madison, A. Zaks, Protein Eng. Des. Sel. 2003, 16, 599-605.
17. W. C. Suen, N. Y. Zhang, L. Xiao, V. Madison, A. Zaks, Protein Eng. Des. Sel. 2004, 17, 133-140.
18. M. Chodorge, L. Fourage, C. Ullmann, V. Duvivier, J. M. Masson, F. Lefevre, Adv. Synth. Catal. 2005, 347, 1022-1026.
19. A. Magnusson, K. Hult, M. Holmquist, J. Am. Chem. Soc. 2001, 123, 4354-4355.
20. D. Rotticci, J. C. Rotticci-Mulder, S. Denman, T. Norin, K. Hult, ChemBioChem 2001, 2, 766-770.
21. A. O. Magnusson, J. C. Rotticci-Mulder, A. Santagostino, K. Hult, ChemBioChem 2005, 6, 1051-1056.
22. C. Branneby, P. Carlqvist, K. Hult, T. Brinck, P. Berglund, J. Mol. Catal. B 2004, 31, 123-128.
23. C. Branneby, P. Carlqvist, A. Magnusson, K. Hult, T. Brinck, P. Berglund, J. Am. Chem. Soc. 2003, 125, 874-875.
24. P. Carlqvist, M. Svedendahl, C. Branneby, K. Hult, T. Brinck, P. Berglund, ChemBioChem 2005, 6, 331-336.
25. M. Svedendahl, K. Hult, P. Berglund, J. Am. Chem. Soc. 2005, 127, 17988-17989.
26. P. Carlqvist, R. Eklund, K. Hult, T. Brinck, J. Mol. Model. 2003, 9, 164-171.
27. Z. Qian S. Lutz, J. Am. Chem. Soc. 2005, 127, 13466-13467.
28. Z. Qian, C. J. Fields, S. Lutz, ChemBioChem 2007, 8, 1989-1996.
29. J. Uppenberg, M. T. Hansen, S. Patkar, T. A. Jones, Structure 1994, 2, 293-308.
30. D. L. Ollis, E. Cheah, M. Cygler, B. Dijkstra, F. Frolow, S. M. Franken, M. Harel, S. J. Remington, I. Silman, J. Schrag, J. L. Sussman, K. H. G. Verschueren, A. Goldman, Protein Eng. Des. Sel. 1992, 5, 197-211.
31. J. D. Schrag M. Cygler, Methods Enzymol. 1997, 284, 85-107.
32. P. Heikinheimo, A. Goldman, C. Jeffries, D. L. Ollis, Structure 1999, 7, R141-R146.
33. M. Nardini B. W. Dijkstra, Curr. Opin. Struct. Biol. 1999, 9, 732-737.
34. F. Haeffner, T. Norin, K. Hult, Biophys. J. 1998, 74, 1251-1262.
35. P. Trodler J. Pleiss, BMC Struct. Biol. 2008, 8:9.
36. M. Hashida, Y. Takamura, O. Kirk, T. Halkier, S. Pedersen, S. A. Patkar, M. T. Hansen, Lipases from Hyphozyma, Patent WO93/24619.
37. J. D. Bendtsen, H. Nielsen, G. von Heijne, S. Brunak, J. Mol. Biol. 2004, 340, 783-795.
38. A. Hjorth, F. Carriere, C. Cudrey, H. Woldike, E. Boel, D. M. Lawson, F. Ferrato, C. Cambillau, G. G. Dodson, L. Thim, R. Verger, Biochemistry 1993, 32, 4702-4707.
39. F. Secundo, G. Carrea, C. Tarabiono, P. Gatti-Lafranconi, S. Brocca, M. Lotti, K. E. Jaeger, M. Puls, T. Eggert, J. Mol. Catal. B 2006, 39, 166-170.
40. R. Higuchi, B. Krummel, R. K. Saiki, Nucleic Acids Res. 1988, 16, 7351-7367.
41. B. Huge-Jensen, F. Andreasen, T. Christensen, M. Christensen, L. Thim, E. Boel, Lipids 1989, 24, 781-785.
42. K. Blank, J. Morfill, H. Gumpp, H. E. Gaub, J. Biotechnol. 2006, 125, 474-483.
43. E. Henke, S. Schuster, H. Yang, U. T. Bornscheuer, Monatsh. Chem. 2000, 131, 633-638.
44. A. L. Ong, A. H. Kamaruddin, S. Bhatia, W. S. Long, S. T. Lim, R. Kumari, Enzyme Microb. Technol. 2006, 39, 924-929.
45. A. L. Ong, A. H. Kamaruddin, S. Bhatia, Process Biochem. 2005, 40, 3526-3535.
46. A. Svendsen, I. G. Clausen, S. A. Patkar, K. Borch, M. Thellersen, Methods Enzymol. 1997, 284, 317-340.
47. J. C. Phillips, R. Braun, W. Wang, J. Gumbart, E. Tajkhorshid, E. Villa, C. Chipot, R. D. Skeel, L. Kale, K. Schulten, J. Comput. Chem. 2005, 26, 1781-1802.
48. H. J. C. Berendsen, J. P. M. Postma, W. F. Vangunsteren, A. Dinola, J. R. Haak, J. Chem. Phys. 1984, 81, 3684-3690.
49. J.-P. Ryckaert, G. Ciccotti, H. J. C. Berendsen, J. Comput. Phys. 1977, 23, 327-341.
50. T. Christensen, H. Woeldike, E. Boel, S. B. Mortensen, K. Hjortshoej, L. Thim, M. T. Hansen, Nat. Biotechnol. 1988, 6, 1419-1422.