The modelling and kinetic investigation of the lipase-catalysed acetylation of stereoisomeric prostaglandins

Journal of Molecular Catalysis B: Enzymatic

Volumn 35, Issue 1-3, 2005, Pages 62-69

  Vallikivi, Imre ^a   Fransson, Linda ^b   Hult, Karl ^b   Järving, Ivar ^a   Pehk, Tõnis ^c   Samel, Nigulas ^a   Tõugu, Vello ^a   Villo, Ly ^a   Parve, Omar ^a  

^a TALLINN UNIVERSITY OF TECHNOLOGY   (Estonia)

^b ALBANOVA UNIVERSITY CENTER   (Sweden)

^c NATIONAL INSTITUTE OF CHEMICAL PHYSICS AND BIOPHYSICS   (Estonia)

Author keywords

Lipase catalysed acetylation; Low water media; Molecular dynamics simulations; Monitoring by 1H NMR; Novozym 435; Prostaglandin

Indexed keywords

CATALYSIS; COMPUTER SIMULATION; ENZYMES; HYDROGEN BONDS; MOLECULAR DYNAMICS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; STEREOCHEMISTRY;

LIPASE-CATALZED ACETYLATION; MOLECULAR DYNAMICS SIMULATIONS; REACTION VELOCITIES; REGIOSELECTIVITY;

ACETYLATION;

LIPASE B; PROSTAGLANDIN F2 ALPHA;

ACETYLATION; ARTICLE; BIOCATALYST; CANDIDA ANTARCTICA; CATALYSIS; ENZYME KINETICS; HYDROGEN BOND; MOLECULAR DYNAMICS; PROTEIN STRUCTURE; SIMULATION; STEREOISOMERISM;

CANDIDA ANTARCTICA;

EID: 21644442447     PISSN: 13811177     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcatb.2005.05.008     Document Type: Article

References (29)

1. D.F. Taber, and K. Kanai J. Org. Chem. 63 1998 6607
2. D.F. Taber, and K. Kanai J. Org. Chem. 64 1999 7983
3. A.R. Rodriguez, and B.W. Spur Tetrahedron Lett. 43 2002 9249
4. D.F. Taber, and K. Kanai Tetrahedron 54 1998 11767
5. D.F. Taber, K. Kanai, and R. Pina J. Am. Chem. Soc. 121 1999 7773
6. D.F. Taber, and Q. Jiang J. Org. Chem. 66 2001 1876
7. D.F. Taber, M. Xu, and J.C. Hartnett J. Am. Chem. Soc. 124 2002 13121
8. I. Vallikivi, Ü. Lille, A. Lõokene, A. Metsala, P. Sikk, V. Tõugu, H. Vija, L. Villo, and O. Parve J. Mol. Catal. B: Enzym. 22 2003 279
9. O. Parve, I. Järving, I. Martin, A. Metsala, I. Vallikivi, M. Aidnik, T. Pehk, and N. Samel Bioorg. Med. Chem. Lett. 9 1999 1853
10. R.J. Kazlauskas Curr. Opin. Chem. Biol. 4 2000 81
11. S. Raza, L. Fransson, and K. Hult Protein Sci. 10 2001 329
12. P. Berglund, I. Vallikivi, L. Fransson, H. Dannacher, M. Holmquist, M. Martinelle, F. Björkling, O. Parve, and K. Hult Tetrahedron: Asymmetry 10 1999 4191
13. R.T. Otto, H. Scheib, U.T. Bornscheuer, J. Pleiss, C. Syldatk, and R.D. Schmid J. Mol. Catal. B: Enzym. 8 2000 201
14. S. Tomić, and B. Kojić-Prodić J. Mol. Graph. Model. 21 2002 241
15. R.W. McCabe, and A. Taylor Enzyme Microb. Technol. 35 2004 393
16. B. Samuelsson, M. Goldyne, E. Granström, M. Hamberg, S. Hammarstrom, and C. Malmsten Annu. Rev. Biochem. 47 1978 997
17. W.L. Miller, and M.J. Sutton Prostaglandins 11 1976 77
18. J.-L. Cracowski, T. Durand, and G. Bessard Trends Pharmacol. Sci. 23 2002 360
19. J.-L. Cracowski Chem. Phys. Lipids 128 2004 75
20. I. Vallikivi, I. Järving, T. Pehk, N. Samel, V. Tõugu, and O. Parve J. Mol. Catal. B: Enzym. 32 2004 15
21. KyPlot 2.0, KyensLab Incorporated, 2-1-4-412 Sotokanda, Chiyoda-ku, Tokyo 101-0021, Japan.
22. J. Uppenberg, M.T. Hansen, S. Patkar, and T.A. Jones Structure 2 1994 293
23. H.M. Berman, J. Westbrook, Z. Feng, G. Gilliland, T.N. Bhat, H. Weissig, I.N. Shindyalov, and P.E. Bourne Nucleic Acid Res. 28 2000 235
24. J. Uppenberg, N. Öhrner, M. Norin, K. Hult, G.J. Kleywegt, S. Patkar, V. Waagen, T. Anthonsen, and T.A. Jones Biochemistry 34 1995 16838
25. S.J. Weiner, P.A. Kollman, D.A. Case, U.C. Singh, C. Ghio, G. Alagona, S. Profeta, and P. Weiner J. Am. Chem. Soc. 106 1984 765
26. S.J. Weiner, P.A. Kollman, D.T. Nguyen, and D.A. Case J. Comput. Chem. 7 1986 230
27. M.J.D. Powell Math. Program. 12 1977 61
28. H. Berthod, and A. Pullman J. Chem. Phys. 62 1965 942
29. Sybyl 6.7, Tripos Inc., 1699 South Hanley Rd., St. Louis, MO 63144, USA.