Exploring the active-site of a rationally redesigned lipase for catalysis of Michael-type additions

ChemBioChem

Volumn 6, Issue 2, 2005, Pages 331-336

  Carlqvist, Peter ^a   Svedendahl, Maria ^b   Branneby, Cecilia ^b   Hult, Karl ^b   Brinck, Tore ^a   Berglund, Per ^b  

^a ROYAL INSTITUTE OF TECHNOLOGY   (Sweden)

^b ALBANOVA UNIVERSITY CENTER   (Sweden)

Author keywords

Enzyme catalysis; Hydrolases; Michael addition; Protein design; Quantum chemistry

Indexed keywords

ACROLEIN; ANTIBODY; CARBONYL DERIVATIVE; LIPASE B; METHANETHIOL; MUTANT PROTEIN; ORGANIC SOLVENT; SERINE; THIOL DERIVATIVE;

ARTICLE; CALCULATION; CANDIDA ANTARCTICA; CATALYSIS; ENZYME ACTIVE SITE; ENZYME ACTIVITY; ENZYME KINETICS; ENZYME SUBSTRATE; MICHAEL ADDITION; MOLECULAR DYNAMICS; NONHUMAN; PRIORITY JOURNAL; QUANTUM CHEMISTRY; SIMULATION; STRUCTURE ANALYSIS; WILD TYPE;

BINDING SITES; LIPASE; MOLECULAR STRUCTURE; PROTEIN CONFORMATION; SOLVENTS; SULFHYDRYL COMPOUNDS; THERMODYNAMICS;

CANDIDA ANTARCTICA;

EID: 20544452621     PISSN: 14394227     EISSN: None     Source Type: Journal    
DOI: 10.1002/cbic.200400213     Document Type: Article

References (25)

1. T. C. Wabnitz, J. B. Spencer, Org. Lett. 2003, 5, 2141-2144.
2. N. Krause, A. Hoffmann-Röder, Synthesis 2001, 171-196.
3. C.-H. Tai, P. F. Cook, Acc. Chem. Res. 2001, 34, 49-59.
4. K. M. Ivanetich, D. V. Santi, Prog. Nucleic Add Res. Mol. Biol. 1992, 42, 127-156.
5. T. Kitazume, T. Ikeya, K. Murata, J. Chem. Soc. Chem. Commun. 1986, 1331-1333.
6. a) Y. Cai, S.-P. Yao, Q. Wu, X.-F. Lin, Biotechnol. Lett. 2004, 26, 525-528;
7. b) Y. Cai, X.-F. Sun, N. Wang, X.-F. Lin, Synthesis 2004, 671-674.
8. C. Branneby, P. Carlqvist, A. Magnusson, K. Hult, T. Brinck, P. Berglund, J. Am. Chem. Soc. 2003, 125, 874-875.
9. C.-H. Hu, T. Brinck, K. Hult, Int. J. Quantum Chem. 1998, 69, 89-103.
10. P. Carlqvist, R. Eklund, K. Hult, T. Brinck, J. Mol. Model. 2003, 9, 164-171.
11. Gaussian 98 (Revision A.3), M. J. Frisch, G. W. Trucks, H. B. Schleger, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, V. G. Zakrzewski, J. J. A. Montgomery, R. E. Stratmann, J. C. Burant, S. Dapprich, J. M. Millam, A. D. Daniels, K. N. Kudin, M. C. Strain, O. Farkas, J. Tomasi, V. Barone, M. Cossi, R. Cammi, B. Mennucci, C. Pomelli, C. Adamo S. Clifford, J. Ochterski, G. A. Petersson, P. Y. Ayala, Q. Cui, K. Morokuma, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. Cioslowski, J. V. Ortiz, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. Gomperts, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, C. Gonzalez, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, J. L. Andres, M. Head-Gordon, E. S. Replogle, J. A. Pople, Gaussian, Inc., Pittsburgh PA, 1998.
12. JAGUAR 4.1: Schrödinger Inc., Portland, OH, 2000.
13. G. M. Morris, D. S. Goodsell, R. S. Halliday, R. Huey, W. E. Hart, R. K. Belew, A. J. Olson, J. Comput. Chem. 1998, 19, 1639-1662.
14. J. Marelius, K. Kolmodin, I. Feierberg, J. Åqvist, J. Mol. Graphics Modell. 1998, 16, 213-225.
15. J. Rotticci-Mulder, M. Gustavsson, M. Holmquist, K. Hult, M. Martinelle, Protein Expression Purif. 2001, 21, 386-392.
16. D. Rotticci, T. Norin, K. Hult, M. Martinelle, Biochim. Biophys. Acta 2000, 1483, 132-140.
17. A. Radzicka, R. Wolfenden, Science 1995, 267, 90-93.
18. T. Hoffmann, G. Zhong, B. List, D. Shabat, J. Anderson, S. Gramatikova, R. A. Lerner, C. F. Barbas III, J. Am. Chem. Soc. 1998, 120, 2768-2779.
19. J. M. Martell, J. D. Goddard, L. A. Eriksson, J. Phys. Chem. A 1997, 101, 1927-1934.
20. B. J. Lynch, D. G. Truhlar, J. Phys. Chem. A 2001, 105, 2936-2941.
21. F. C. Lightstone, T. Bruice, J, Am. Chem. Soc. 1996, 118, 2595-2605.
22. F. C. Lightstone, T. Bruice, Acc. Chem. Res. 1999, 32, 127-136.
23. S. Hur, T. C. Bruice, J. Am. Chem. Soc. 2003, 125, 1472-1473.
24. P. K. Agarwal, S. R. Billeter, P. T. Rajagopalan, S. J. Benkovic, S. Hammes-Schiffer, Proc. Natl. Acad. Sci. USA 2002, 99, 2794-2799.
25. S. Hammes-Schiffer, Biochemistry 2002, 41, 13335-13342.