TEM β-lactamase mutants hydrolysing third-generation cephalosporins. A kinetic and molecular modelling analysis

Journal of Molecular Biology

Volumn 244, Issue 5, 1994, Pages 625-639

  Raquet, X ^a   Lamotte Brasseur, J ^a   Fonze E ^a   Goussard, S ^b   Courvalin, P ^b   Frere J M ^a  

^a UNIVERSITY OF LIÈGE   (Belgium)

^b INSTITUT PASTEUR   (France)

Author keywords

Kinetics; Modelling; TEM mutants; Third generation cephalosporins; lactamase

Indexed keywords

EID: 0028170640     PISSN: 00222836     EISSN: None     Source Type: Journal    
DOI: 10.1006/jmbi.1994.1756     Document Type: Article

References (36)

1. Ambler, R E, Coulson, A. E Frere J. M., Ghuysen, J. M., Jaurin, B., Joris, B., Levesque, R., Tiraby G. & Waley S. G. (1991). A standard numbering scheme for the class A beta-lat-amases. Biochem. J.276, 269-272.
2. Amicosante, G., Oratore, A, Franceschini, N., Maccarrone, M., Strom, R., Galleni, M. & Frere, J. M. (1988). Gitrobacter diversus IJLA-27 /-lactamase. Improved purification and general properties.Biochem. J. 254, 885-890.
3. Amicosante, G, Franceschini, N., Segatore, B., Oratore, A., Fattorini, L., Orefici, G., VanBeeumen, J. & Frere, J. M. (1990). Characterization of a /-lactamase produced in Mycobacterium fortuitum 1)316.Biochem. J. 271, 729-734.
4. Amman, E., Brosius, J. & Ptashne, M. (1983). Vectors bearing a hybrid trp-lac promoter useful for regulated expression of cloned genes in E. coli. Gene, 25, 167-178.
5. Barthelemy, M., Peduzzi, J., Bernard, H., Tancrede, C. & Labia, R. (1992). Close amino-acid sequence relationship between the new plasmid-mediated extended-spectrum /1-lactamase MEN-1 and chromosomally encoded enzymes of Klebsiella oxytoca. Biochim. Biophys. Act a, 1122, 15-22.
6. Christensen, H, Martin, M. T. & Waley, S G. (1990). /‘-Lactamases as fully efficient enzymes. Determination of all the rate constants in the acyl-enzyme mechanism. Biochem. J. 266, 853-861.
7. Collatz, E., Tran Van Nhieu, G., Billot-KIein, D., Williamson, R. & Gutmann, L. (1989). Substitution of serine for arginine in position 162 of TEM-type /-lactamases extends the substrate profile of mutant enzymes, TEM-7 and TEM-101, to ceftazidime and aztreonam. Gene, 78, 349-354.
8. Datz, M., Joris, B., Azab, E. A. M., Galleni, M., Van Beeumen, J., Frere, J. M. & Martin, H. H. (1995). A common system controls the induction of very different genes: the class A /(-lactamase ofProteus vulgaris and the enterobacterial class C /(-lactamase. Bur. J. Biochem., in the press.
9. De Meester, E, Frere, J. M., Waley S. G., Cartwright, S. J., Virden, R. & Lindberg F. (1986). 6-beta-Iodopeni-cillanate as a probe for the classification of beta-lactamases. Biochem. J. 239, 575-580.
10. De Meester, F., Joris, B., Reckinger, G., Bellefroid-Bourguignon, C., Frere, J. M. & Waley S. G. (1987). Automated analysis of enzyme inactivation phenomena. Biochem. Pharmacol. 36, 2393-2403.
11. Dewar, M. J. S., Zoebisch, E. G., Healy, E. E & Stewart, J. J. P (1985). AMI: a new general purpose quantum mechanical molecular model. J. Amer. Chem. Soc. 107, 3902-3909.
12. s in the press.
13. Goussard, S., Sougakoff, W, Mabilat, C., Bauernfeind, A. & Courvalin, P (1991). An JSl-like element is responsible for high-level synthesis of extended-spectrum beta-lactamase TEM-6 in Enterobacteriaceae. J. Gen. Microbiol 137, 2681-2687.
14. Herzberg, O., Kapadia, G., Blanco, B., Smith, T. S, & Coulson, A. (1991). Structural basis for the inactivation of the P54 mutant of beta-lactamase from Staphylococcus aureus PCI. Biochemistry, 30, 9503-9509.
15. Huletsky, A., Knox, J. R. & Levesque, R. C. (1993). Role of ser-238 and lys-240 in the hydrolysis of third-generation caphalosporins by SHV-type /-lactamases probed by site-directed mutagenesis and three-dimensional modeling. J. Biol. Chem. 268, 3690-3697.
16. Jacoby G. A. & Medeiros, A. A. (1991). More extended-spectrum /-lactamases, Antimicrob. Agents Chemother. 35, 1697-1704.
17. Labia, R., Morand, A., Tiwart, K., Sirot, J., Sirot, D. & Petit, A. (1988). Interactions of new plasmid-mediated /-lactamase with third-generation cephalosporins. Rev. Infect. Dis. 10, 885-891.
18. Lamotte-Brasseur, J., Dive, G., Dideberg, O., Charlier, P, Frere, J. M. & Ghuysen J M. (1991). Mechanism of acyl transfer by the class A serine /-lactamase of Streptomyces albus G. Biochem. J. 279, 213-221.
19. Laurent, G. (1982). Etudes cinetiques et structurales de cephalosporines oxyiminees apparentees a la cefotaxime. PhD thesis. F.U.N.D.E, Namur.
20. Leatherbarrow, R. J. (1987). Enzfitter: A Nonlinear Regression Data Analysis Program for the IBM PCjPS2. Elsevier Biosoft, Cambridge, UK.
21. Lee, K. V, Hopkins, J. B., O’Brian, T. E & Syvanen, M. (1991). Gly-238-Ser substitution changes thesubstrate specificity of the SHV class A /(-lactamases. Proteins: Struct. Fund. Genet. 11, 45-51.
22. rping for characterization and molecular epidemiology of TEM beta-lactamases in members of the Family Enterobacteriaceae. Antirnicrob. Agents Okemother. 34, 2210-2216.
23. Matagne, A., Misselyn-Bauduin, A. M., Joris, B., Erpicum, X, Granier, B. & Frere, J. M. (1990). The diversity of the catalytic properties of class A /(-lactamases. Biochem. J 265, 131-146.
24. Nordmann, P & Naas, T. (1994). Sequence analysis of PER I extended-spectrum /(lactamase from Pseudo-monas aeruginosa and comparison with class A /(-lactamases. Antirnicrob. Agents Chemother.38, 104-114.
25. Nordmann, P, Ronco, E., Naas, T., Duport, C., Michel-Briand, Y. & Labia, R. (1993). Characterization of a novel extended-spectrum /(-lactamase from Pseudomonas aeruginosa. Antirnicrob. Agents Chemother. 37, 962-969.
26. Parker, A. C. & Smith, C. J. (1993). Genetic and biochemical analysis of a novel Ambler class A β-lactamase responsible for cefoxitin resistance in Bacteroides species. Antirnicrob. Agents Chemother.37(5), 1028-1036.
27. Philippon, A., Labia, R. & Jacoby, G. A. (1989). Extended-spectrum /(-lactamases. Antirnicrob, Agents Chemother. 33, 1131-1136
28. Sambrook, J., Fritsh, E. E & Maniatis, T. (1989). Molecular Cloning: a Laboratory Manual, 2nd edit., Cold Spring Harbor, Laboratory Press, New York
29. Shlaes, D. M. & Currie-McCumber, C. (1992), Mutations altering substrate specificity in OHIO-1, an SHV-1 family /(-lactamase. Biochem. J. 284, 411-415.
30. Sougakoff, W, Goussard, S. & Courvalin, R (1988). The TEM-3 /(-lactamase, which hydrolyzes broad-spectrum cephalosporins, is derived from the TEM-2 penicillinase by two amino acid substitutions. FEMS Microbiol. Lett. 56, 343-348.
31. Sowek, J. A., Singer, S. B., Ohringer, S., Malley, M. E, Dougherty, T. J., Gougoutas, J. Z. & Bush, K, (1991). Substitution of lysine at position 104 or 240 of TEM-1 pTZ18R /(-lactamase enhances the effect of serine-164 substitution on hydrolysis or affinity for cephalosporins and the monobactam aztreonam. Biochemistry, 30, 3179-3188.
32. Sutcliffe, G. (1978). Nucleotide sequence of the ampicillin resistance gene of Escherichia coli plasmid pBR322. Proc. Nat. Acad. Sci, U.S.A. 75, 3737-3741.
33. Timm, J., Perilli, M. G., Duez, C., Trias, J., Orefici, G., Fattorini, L., Amlcosante, G., Oratore, A., Joris, B., Frere, J. M., Pugsley, A. P & Gicquel, B. (1994). Transcription and expression analysis, using lacZ and phoA gene fusions, of Mycobacterium fortuitum /(-lactamase genes cloned from a natural isolate and a high-level /(-lactamase producer. Mol. Microbiol. 12, 491-504.
34. Vedel, G., Mabilat, C., Goussard, S., Picard, B, Fournier, G., Gilly, L., Paul, G. & Philippon, A. (1992). Two variants of transferable extended-spectrum TEM /(-lactamase successively isolated from a clinical Escherichia coli isolate. FEMS Microbiol. Lett. 93, 161-166.
35. Waley, S. G. (1992).Lactamase: mechanism of action. In The Chemistry of /(-Lactams (Page, M. I., ed.), pp. 198-228, Chapman and Hall, Glasgow.
36. Weiner, S. J., Kollman, P A., Case, D. A., Singh, U. C., Ghio, G., Alalonga, G., Profela, S. J. & Weiner, P (1984). A new force field for molecular mechanical simulation of nucleic acids and proteins. J. Amer. Chem. Soc. 106, 765- 784.