Structural basis for the extended substrate spectrum of CMY-10, a plasmid-encoded class C β-lactamase

Molecular Microbiology

Volumn 60, Issue 4, 2006, Pages 907-916

  Kim, Jae Young ^a   Jung, Ha Il ^b,c   An, Young Jun ^b,c   Lee, Jung Hun ^c   Kim, So Jung ^b,d   Jeong, Seok Hoon ^e   Lee, Kye Joon ^a   Suh, Pann Ghill ^d   Lee, Heung Soo ^b   Lee, Sang Hee ^c   Cha, Sun Shin ^b  

^a Seoul National University   (South Korea)

^b POSTECH   (South Korea)

^c Myong Ji University   (South Korea)

^d Pohang University of Science and Technology (POSTECH)   (South Korea)

^e Kosin University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACID; BETA LACTAM ANTIBIOTIC; BETA LACTAMASE; CEFOTAXIME; CEFOTETAN; CEFOXITIN; CEFTAZIDIME; CEPHALOSPORIN DERIVATIVE; CLAVULANIC ACID; IMIPENEM; PENICILLIN DERIVATIVE; PENICILLIN G; PROTEIN CMY 10; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CRYSTAL STRUCTURE; DELETION MUTANT; DRUG STRUCTURE; DRUG TREATMENT FAILURE; ENTEROBACTER CLOACAE; ENZYME ACTIVE SITE; ENZYME CONFORMATION; ENZYME STRUCTURE; HYDROLYSIS; NONHUMAN; PRIORITY JOURNAL;

AMINO ACID SEQUENCE; ANTI-BACTERIAL AGENTS; BETA-LACTAMASES; CRYSTALLOGRAPHY, X-RAY; ENTEROBACTER CLOACAE; HYDROLYSIS; IMIPENEM; MOLECULAR SEQUENCE DATA; MUTATION; PLASMIDS; PROTEIN CONFORMATION; SEQUENCE DELETION; SUBSTRATE SPECIFICITY;

ENTEROBACTER CLOACAE;

EID: 33646436194     PISSN: 0950382X     EISSN: 13652958     Source Type: Journal    
DOI: 10.1111/j.1365-2958.2006.05146.x     Document Type: Article

References (37)

1. Banerjee S Pieper U Kapadia G Pannell LK Herzberg O 1998 Role of the omega-loop in the activity, substrate specificity, and structure of class A β-lactamase Biochemistry 37 3286 3296
2. Barnaud G Labia R Raskine L Sanson-Le Pors MJ Philippon A Arlet G 2001 Extension of resistance to cefepime and cefpirome associated to a six amino acid deletion in the H-10 helix of the cephalosporinase of an Enterobacter cloacae clinical isolate FEMS Microbiol Lett 195 185 190
3. Bauernfeind A Chong Y Lee K 1998 Plasmid-encoded AmpC β-lactamases: how far have we gone 10 years after the discovery? Yonsei Med J 39 520 525
4. Beadle BM Shoichet BK 2002 Structural basis for imipenem inhibition of class C β-lactamases Antimicrob Agents Chemother 46 3978 3980
5. Beadle BM Trehan I Focia PJ Shoichet BK 2002 Structural milestones in the reaction pathway of an amide hydrolase: substrate, acyl, and product complexes of cephalothin with AmpC β-lactamase Structure (Camb) 10 413 424
6. Crichlow GV Kuzin AP Nukaga M Mayama K Sawai T Knox JR 1999 Structure of the extended-spectrum class C β-lactamase of Enterobacter cloacae GC1, a natural mutant with a tandem tripeptide insertion Biochemistry 38 10256 10261
7. Crichlow GV Nukaga M Doppalapudi VR Buynak JD Knox JR 2001 Inhibition of class C β-lactamases: structure of a reaction intermediate with a cephem sulfone Biochemistry 40 6233 6239
8. De Meester F Joris B Reckinger G Bellefroid-Bourguignon C Frère J-M 1987 Automated analysis of enzyme inactivation phenomena Biochem Pharmacol 36 2393 2403
9. Du Z Regier DA Desrosiers RC 1995 Improved recombinant PCR mutagenesis procedure that uses alkaline-denatured plasmid template Biotechniques 18 376 378
10. Frère J-M 1995 Beta-lactamases and bacterial resistance to antibiotics Mol Microbiol 16 385 395
11. Galleni M Frère J-M 1988 A survey of the kinetic parameters of class C β-lactamases: penicillins Biochem J 255 119 122
12. Hayes F Hallet B Cao Y 1997 Insertion mutagenesis as a tool in the modification of protein function. Extended substrate specificity conferred by pentapeptide insertions in the omega-loop of TEM-1 β-lactamase J Biol Chem 272 28833 28836
13. Kuzmic P 1996 Program DYNAFIT for the analysis of enzyme kinetic data: application to HIV protease Anal Biochem 237 260 273
14. Laskowski RA MacArthur MW Moss DS Thornton JM 1993 PROCHECK: a program to check the stereochemical quality of protein structures J Appl Crystallogra 26 283 291
15. CMY-11, an AmpC-type plasmid-mediated β-lactamase gene in a Korean clinical isolate of Escherichia coli J Antimicrob Chemother 49 269 273
16. CMY-10 a novel, plasmid-encoded AmpC-type β-lactamase gene in a clinical isolate of Enterobacter aerogenes J Appl Microbiol 95 744 752
17. Lee JH Jung HI Jung JH Park JS Ahn JB Jeong SH et al. 2004a Dissemination of transferable AmpC-type β-lactamase (CMY-10) in a Korean Hospital Microb Drug Resist 10 224 230
18. Lee SJ Kim JY Jung HI Suh PG Lee HS Lee SH Cha SS 2004b Crystallization and preliminary X-ray crystallographic analyses of CMY-1 and CMY-10, plasmidic class C β-lactamases with extended substrate spectrum Acta Crystallogr D 60 382 384
19. Lobkovsky E Moews PC Liu H Zhao H Frere JM Knox JR 1993 Evolution of an enzyme activity: crystallographic structure at 2 Å resolution of cephalosporinase from the ampC gene of Enterobacter cloacae P99 and comparison with a class A penicillinase Proc Natl Acad Sci USA 90 11257 11261
20. Mammeri H Poirel L Bemer P Drugeon H Nordmann P 2004 Resistance to cefepime and cefpirome due to a 4-amino-acid deletion in the chromosome-encoded AmpC β-lactamase of a Serratia marcescens clinical isolate Antimicrob Agents Chemother 48 716 720
21. Marchese A Arlet G Schito GC Lagrange PH Philippon A 1998 Characterization of FOX-3, an AmpC-type plasmid-mediated β-lactamase from an Italian isolate of Klebsiella oxytoca Antimicrob Agents Chemother 42 464 467
22. Mazella L Pratt RF 1989 Effect of the 3′-leaving group on turnover of cephem antibiotics by a class C β-lactamase Biochem J 259 255 260
23. Morosini MI Negri MC Shoichet B Baquero MR Baquero F Blazquez J 1998 An extended-spectrum AmpC-type β-lactamase obtained by in vitro antibiotic selection FEMS Microbiol Lett 165 85 90
24. Nukaga M Haruta S Tanimoto K Kogure K Taniguchi K Tamaki M Sawai T 1995 Molecular evolution of a class C β-lactamase extending its substrate specificity J Biol Chem 270 5729 5735
25. Nukaga M Taniguchi K Washio Y Sawai T 1998 Effect of an amino acid insertion into the omega loop region of a class C β-lactamase on its substrate specificity Biochemistry 37 10461 10468
26. Nukaga M Kumar S Nukaga K Pratt RF Knox JR 2004 Hydrolysis of third-generation cephalosporins by class C β-lactamases. Structures of a transition state analog of cefotoxamine in wild-type and extended spectrum enzymes J Biol Chem 279 9344 9352
27. Oefner C D'Arcy A Daly JJ Gubernator K Charnas RL Heinze I et al. 1990 Refined crystal structure of β-lactamase from Citrobacter freundii indicates a mechanism for β-lactam hydrolysis Nature 343 284 288
28. Powers RA Caselli E Focia PJ Prati F Shoichet BK 2001 Structures of ceftazidime and its transition-state analogue in complex with AmpC β-lactamase: implications for resistance mutations and inhibitor design Biochemistry 40 9207 9214
29. Siemers NO Yelton DE Bajorath J Senter PD 1996 Modifying the specificity and activity of the Enterobacter cloacae P99 β-lactamase by mutagenesis within an M13 phage vector Biochemistry 35 2104 2111
30. Tranier S Bouthors AT Maveyraud L Guillet V Sougakoff W Samama JP 2000 The high resolution crystal structure for class A β-lactamase PER-1 reveals the bases for its increase in breadth of activity J Biol Chem 275 28075 28082
31. Trehan I Beadle BM Shoichet BK 2001 Inhibition of AmpC β-lactamase through a destabilizing interaction in the active site Biochemistry 40 7992 7999
32. Trepanier S Knox JR Clairoux N Sanschagrin F Levesque RC Huletsky A 1999 Structure-function studies of Ser-289 in the class C β-lactamase from Enterobacter cloacae P99 Antimicrob Agents Chemother 43 543 548
33. Usher KC Blaszczak LC Weston GS Shoichet BK Remington SJ 1998 Three-dimensional structure of AmpC β-lactamase from Escherichia coli bound to a transition-state analogue: possible implications for the oxyanion hypothesis and for inhibitor design Biochemistry 37 16082 16092
34. Vakulenko SB Golemi D Geryk B Suvorov M Knox JR Mobashery S Lerner SA 2002 Mutational replacement of Leu-293 in the class C Enterobacter cloacae P99 β-lactamase confers increased MIC of cefepime Antimicrob Agents Chemother 46 1966 1970
35. Waley SG 1992 The Chemistry of β-Lactams London Chapman & Hall
36. Wouters J Fonze E Vermeire M Frere JM Charlier P 2003 Crystal structure of Enterobacter cloacae 908R class C β-lactamase bound to iodo-acetamido-phenyl boronic acid, a transition-state analogue Cell Mol Life Sci 60 1764 1773
37. Zhang Z Yu Y Musser JM Palzkill T 2001 Amino acid sequence determinants of extended spectrum cephalosporin hydrolysis by the class C P99 β-lactamase J Biol Chem 276 46568 46574