GRID/tetrahedral intermediate computational approach to the study of selectivity of penicillin G acylase in amide bond synthesis

Biochimica et Biophysica Acta - Proteins and Proteomics

Volumn 1601, Issue 1, 2002, Pages 85-92

  Basso, Alessandra ^a   Braiuca, Paolo ^a   Ebert, Cynthia ^a   Gardossi, Lucia ^a   Linda, Paolo ^a   Benedetti, Fabio ^a  

^a UNIVERSITY OF TRIESTE   (Italy)

Author keywords

Acylic subsite; Aminic subsite; GRID; Molecular modelling; Penicillin G acylase; Tetrahedral intermediate

Indexed keywords

AMIDE; ESTER DERIVATIVE; PENICILLIN AMIDASE; PENICILLIN G; PHENYLACETIC ACID DERIVATIVE;

ACYLATION; ARTICLE; BINDING AFFINITY; CATALYSIS; CHEMICAL BOND; CHEMICAL INTERACTION; ENERGY; ENZYME ACTIVE SITE; ENZYME STRUCTURE; ENZYME SUBSTRATE; LIGAND BINDING; MATHEMATICAL ANALYSIS; MOLECULAR MODEL; PHASE TRANSITION; PRIORITY JOURNAL; QUALITATIVE ANALYSIS; VALIDATION PROCESS; AMINO ACID SEQUENCE; CHEMICAL STRUCTURE; CHEMISTRY; ENZYME SPECIFICITY; METABOLISM; PROTEIN CONFORMATION;

AMINO ACID SEQUENCE; CATALYTIC DOMAIN; MODELS, MOLECULAR; PENICILLIN AMIDASE; PROTEIN CONFORMATION; SUBSTRATE SPECIFICITY;

EID: 0037137132     PISSN: 15709639     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1570-9639(02)00428-4     Document Type: Article

References (27)

1. Pohl T., Waldmann H. Tetrahedron Lett. 36:1995;2963-2966.
2. Baldaro E., Fuganti C., Servi S., Tagliani A., Terreni M. The use of immobilized penicillin G acylase in organic synthesis. Servi S. Microbial Reagents in Organic Synthesis. 1992;175-188 Kluwer Academic Publishing, NL.
3. Zmijewski M.J., Briggs B.S., Thompson A.R., Wright I.G. Tetrahedron Lett. 32:1991;1621-1622.
4. Basso A., De Martin L., Ebert C., Gardossi L., Linda P. Chem. Commun. 2000;467-468.
5. Basso A., Braiuca P., De Martin L., Ebert C., Gardossi L., Linda P. Tetrahedron: Asymmetry. 11:2000;1789-1796.
6. Basso A., Biffi S., De Martin L., Gardossi L., Linda P. Croat. Chem. Acta. 74:2001;757-762.
7. Basso A., De Martin L., Ebert C., Gardossi L., Linda P. J. Mol. Catal., B Enzym. 16:2001;73-80.
8. Duggleby H.J., Tolley S.P., Hill C.P., Dodson E.J., Dodson G., Moody P.C.E. Nature. 373:1995;264-268.
9. Done S.H., Brannigan J.A., Moody P.C.E., Hubbard R.E. J. Mol. Biol. 284:1998;463-475.
10. Brannigan J.A., Dodson G.G., Done S.H., Hewitt L., McVey C.E., Wilson K.S. Appl. Biochem. Biotechnol. 88:2000;313-319.
11. McDonough M.A., Kley H.E., Kelly J.A. Protein Sci. 8:1999;1971-1981.
12. Hewitt L., Kasche V., Lummer K., Lewis R.J., Murshudov G.N., Verma C.S., Dodson G.G., Wilson K.S. J. Mol. Biol. 302:2000;887-898.
13. Cruciani G., Watson K. J. Med. Chem. 37:1994;2589-2601.
14. Kastenholz M.A., Pastor M., Cruciani G., Haaksma E.E.J., Fox T. J. Med. Chem. 43:2000;3033-3044.
15. Berman H.M., Westbrook J., Feng Z., Gilliland G., Bhat T.N., Weissig H., Shindyalov I.N., Bourne P.E. Nucleic Acids Res. 28:2000;235-242.
16. Weiner S.J., Kollman P.A., Nguyen D.T., Case D.A. J. Comput. Chem. 7:1986;230-252.
17. Christiansen I.T., Jørgensen F.S. J. Biomol. Struct. Dyn. 3:1997;473-488.
18. Basso A., De Martin L., Ebert C., Gardossi L., Linda P., Zlatev V. J. Mol. Catal., B Enzym. 11:2001;851-855.
19. De Martin L., Ebert C., Garau G., Gardossi L., Linda P. J. Mol. Catal., B Enzym. 6:1999;437-445.
20. Goodford P.J. J. Med. Chem. 28:1985;849-857.
21. Boobbyer D.N.A., Goodford P.J., McWhinnie P.M., Wade R.C. J. Med. Chem. 32:1989;1083-1094.
22. Wade R., Clerk K.J., Goodford P.J. J. Med. Chem. 36:1993;140-147.
23. Cole M. Biochem. J. 115:1969;741-745.
24. Guy A., Dumant A., Sziraky P. Bioorg. Med. Chem. Lett. 3:1993;1041-1044.
25. Isaka K., Suga N., Ishimura F. J. Ferment. Bioeng. 79:1995;224-228.
26. Dagget V., Schröder S., Kollman P. J. Am. Chem. Soc. 113:1991;8926-8935.
27. Peräkylä M., Kollman P.A. J. Am. Chem. Soc. 119:1997;1189-1196.