Crystal structures of CbpF complexed with atropine and ipratropium reveal clues for the design of novel antimicrobials against Streptococcus pneumoniae

Biochimica et Biophysica Acta - General Subjects

Volumn 1840, Issue 1, 2014, Pages 129-135

  Silva Martín, Noella ^a,d   Retamosa, M Gracia ^b,e   Maestro, Beatriz ^b   Bartual, Sergio G ^a   Rodes, María J ^b   García, Pedro ^c   Sanz, Jesús M ^b   Hermoso, Juan A ^a  

^a INSTITUTO DE QUÍMICA FÍSICA ROCASOLANO   (Spain)

^b MIGUEL HERNÁNDEZ UNIVERSITY   (Spain)

^c CENTRO DE INVESTIGACIONES BIOLÓGICAS   (Spain)

^d EUROPEAN MOLECULAR BIOLOGY LABORATORY   (Germany)

^e UNIVERSITY OF THE BASQUE COUNTRY UPV EHU   (Spain)

Author keywords

Antibiotic resistance; Atropine; CBP family; Crystallography; Ipratropium; Streptococcus pneumonia

Indexed keywords

ATROPINE; CELL MEMBRANE PROTEIN; CHOLINE; CHOLINE BINDING PROTEIN F; IPRATROPIUM BROMIDE; UNCLASSIFIED DRUG;

ARTICLE; AUTOLYSIS; BACTERIAL CELL WALL; BINDING AFFINITY; COMPLEX FORMATION; CRYSTAL STRUCTURE; DRUG BINDING SITE; DRUG STRUCTURE; NONHUMAN; PRIORITY JOURNAL; STREPTOCOCCUS PNEUMONIAE;

BACTERIA (MICROORGANISMS); STREPTOCOCCUS; STREPTOCOCCUS PNEUMONIAE;

ANTIBIOTIC RESISTANCE; ATROPINE; CBM; CBP; CBP FAMILY; CBPF; CBR; CHOLINE-BINDING MODULE; CHOLINE-BINDING PROTEIN; CHOLINE-BINDING PROTEIN F; CHOLINE-BINDING REPEAT; CRYSTALLOGRAPHY; DEAE; DIETHYLAMINOETHYL; EBAS; ESTERS OF BICYCLIC AMINES; IPRATROPIUM; STREPTOCOCCUS PNEUMONIAE;

ATROPINE; BINDING SITES; CHOLINE; CRYSTALLIZATION; CRYSTALLOGRAPHY, X-RAY; DRUG DESIGN; IPRATROPIUM; MODELS, MOLECULAR; PROTEIN CONFORMATION; RECEPTORS, CELL SURFACE; STREPTOCOCCUS PNEUMONIAE;

EID: 84885070749     PISSN: 03044165     EISSN: 18728006     Source Type: Journal    
DOI: 10.1016/j.bbagen.2013.09.006     Document Type: Article

References (35)

1. B. Maestro, and J.M. Sanz Novel approaches to fight Streptococcus pneumoniae Recent Pat. Antiinfect. Drug Discov. 2 2007 188 196 (Pubitemid 350200273)
2. Weekly Epidemiol vol. 82 2007 World Health Organization 93 104
3. K.L. O'Brien, L.J. Wolfson, J.P. Watt, E. Henkle, M. Deloria-Knoll, N. McCall, E. Lee, K. Mulholland, O.S. Levine, T. Cherian, T. Hib Pneumococcal Global Burden of Disease Study Burden of disease caused by Streptococcus pneumoniae in children younger than 5 years: global estimates Lancet 374 2009 893 902
4. A. Tomasz Choline in the cell wall of a bacterium: novel type of polymer-linked choline in Pneumococcus Science 157 1967 694 697
5. S. Janecek, B. Svensson, and R.R. Russell Location of repeat elements in glucansucrases of Leuconostoc and Streptococcus species FEMS Microbiol. Lett. 192 2000 53 57
6. S. Bergmann, and S. Hammerschmidt Versatility of pneumococcal surface proteins Microbiology 152 2006 295 303 (Pubitemid 43210660)
7. R. Hakenbeck, A. Madhour, D. Denapaite, and R. Bruckner Versatility of choline metabolism and choline-binding proteins in Streptococcus pneumoniae and commensal streptococci FEMS Microbiol. Rev. 33 2009 572 586
8. C. Frolet, M. Beniazza, L. Roux, B. Gallet, M. Noirclerc-Savoye, T. Vernet, and A.M. Di Guilmi New adhesin functions of surface-exposed pneumococcal proteins BMC Microbiol. 10 2010 190
9. J.A. Hermoso, B. Monterroso, A. Albert, B. Galan, O. Ahrazem, P. Garcia, M. Martinez-Ripoll, J.L. Garcia, and M. Menendez Structural basis for selective recognition of pneumococcal cell wall by modular endolysin from phage Cp-1 Structure 11 2003 1239 1249 (Pubitemid 37214886)
10. J.A. Hermoso, L. Lagartera, A. Gonzalez, M. Stelter, P. Garcia, M. Martinez-Ripoll, J.L. Garcia, and M. Menendez Insights into pneumococcal pathogenesis from the crystal structure of the modular teichoic acid phosphorylcholine esterase Pce Nat. Struct. Mol. Biol. 12 2005 533 538 (Pubitemid 43085884)
11. R. Molina, A. Gonzalez, M. Stelter, I. Perez-Dorado, R. Kahn, M. Morales, M. Moscoso, S. Campuzano, N.E. Campillo, S. Mobashery, J.L. Garcia, P. Garcia, and J.A. Hermoso Crystal structure of CbpF, a bifunctional choline-binding protein and autolysis regulator from Streptococcus pneumoniae EMBO Rep. 10 2009 246 251
12. I. Perez-Dorado, A. Gonzalez, M. Morales, R. Sanles, W. Striker, W. Vollmer, S. Mobashery, J.L. Garcia, M. Martinez-Ripoll, P. Garcia, and J.A. Hermoso Insights into pneumococcal fratricide from the crystal structures of the modular killing factor LytC Nat. Struct. Mol. Biol. 17 2010 576 581
13. C. Fernandez-Tornero, R. Lopez, E. Garcia, G. Gimenez-Gallego, and A. Romero A novel solenoid fold in the cell wall anchoring domain of the pneumococcal virulence factor LytA Nat. Struct. Biol. 8 2001 1020 1024 (Pubitemid 33101620)
14. Z. Zhang, W. Li, C. Frolet, R. Bao, A.M. di Guilmi, T. Vernet, and Y. Chen Structure of the choline-binding domain of Spr1274 in Streptococcus pneumoniae Acta Crystallogr. Sect. F Struct. Biol. Cryst. Commun. 65 2009 757 761
15. J.M. Sanz, R. Lopez, and J.L. Garcia Structural requirements of choline derivatives for 'conversion' of pneumococcal amidase. A new single-step procedure for purification of this autolysin FEBS Lett. 232 1988 308 312
16. J.M. Sanchez-Puelles, J.M. Sanz, J.L. Garcia, and E. Garcia Immobilization and single-step purification of fusion proteins using DEAE-cellulose Eur. J. Biochem./FEBS 203 1992 153 159
17. B. Maestro, I. Velasco, I. Castillejo, M. Arevalo-Rodriguez, A. Cebolla, and J.M. Sanz Affinity partitioning of proteins tagged with choline-binding modules in aqueous two-phase systems J. Chromatogr. A 1208 2008 189 196
18. T. Briese, and R. Hakenbeck Interaction of the pneumococcal amidase with lipoteichoic acid and choline Eur. J. Biochem./FEBS 146 1985 417 427
19. C. Fernandez-Tornero, E. Garcia, B. de Pascual-Teresa, R. Lopez, G. Gimenez-Gallego, and A. Romero Ofloxacin-like antibiotics inhibit pneumococcal cell wall-degrading virulence factors J. Biol. Chem. 280 2005 19948 19957 (Pubitemid 41379523)
20. V.M. Hernandez-Rocamora, B. Maestro, B. de Waal, M. Morales, P. Garcia, E.W. Meijer, M. Merkx, and J.M. Sanz Multivalent choline dendrimers as potent inhibitors of pneumococcal cell-wall hydrolysis Angew. Chem. 48 2009 948 951
21. B. Maestro, A. Gonzalez, P. Garcia, and J.M. Sanz Inhibition of pneumococcal choline-binding proteins and cell growth by esters of bicyclic amines FEBS J. 274 2007 364 376 (Pubitemid 46046647)
22. R. Molina, A. Gonzalez, M. Moscoso, P. Garcia, M. Stelter, R. Kahn, and J.A. Hermoso Crystallization and preliminary X-ray diffraction studies of choline-binding protein F from Streptococcus pneumoniae Acta Crystallogr. Sect. F Struct. Biol. Cryst. Commun. 63 2007 742 745 (Pubitemid 47360123)
23. W. Kabsch XDS Acta Crystallogr. D Biol. Crystallogr. 66 2010 125 132
24. N. Collaborative Computational Project The CCP4 suite: programs for protein crystallography Acta Crystallogr. D Biol. Crystallogr. 50 1994 760 763
25. A.G.W. Leslie Crystallographic Computing 5: From Chemistry to Biology 1992 Oxford University Press
26. G.N. Murshudov, A.A. Vagin, and E.J. Dodson Refinement of macromolecular structures by the maximum-likelihood method Acta Crystallogr. D Biol. Crystallogr. 53 1997 240 255 (Pubitemid 27235885)
27. A.W. Schuttelkopf, and D.M. van Aalten PRODRG: a tool for high-throughput crystallography of protein-ligand complexes Acta Crystallogr. D Biol. Crystallogr. 60 2004 1355 1363 (Pubitemid 41079731)
28. A.T. Brunger, P.D. Adams, G.M. Clore, W.L. DeLano, P. Gros, R.W. Grosse-Kunstleve, J.S. Jiang, J. Kuszewski, M. Nilges, N.S. Pannu, R.J. Read, L.M. Rice, T. Simonson, and G.L. Warren Crystallography & NMR system: a new software suite for macromolecular structure determination Acta Crystallogr. D Biol. Crystallogr. 54 1998 905 921
29. P.D. Adams, P.V. Afonine, G. Bunkoczi, V.B. Chen, I.W. Davis, N. Echols, J.J. Headd, L.W. Hung, G.J. Kapral, R.W. Grosse-Kunstleve, A.J. McCoy, N.W. Moriarty, R. Oeffner, R.J. Read, D.C. Richardson, J.S. Richardson, T.C. Terwilliger, and P.H. Zwart PHENIX: a comprehensive Python-based system for macromolecular structure solution Acta Crystallogr. D Biol. Crystallogr. 66 2010 213 221
30. B. Maestro, C.M. Santiveri, M.A. Jimenez, and J.M. Sanz Structural autonomy of a beta-hairpin peptide derived from the pneumococcal choline-binding protein LytA Protein Eng. Des. Sel. 24 2011 113 122
31. A.R. Cushny On optical isomers VIII. The influence of configuration on the activity of tropeines J. Pharmacol. Exp. Ther. 29 1926 5 16
32. R.B. Barlow, and S. Ramtoola The size of the hydroxyl group and its contribution to the affinity of atropine for muscarine-sensitive acetylcholine receptors Br. J. Pharmacol. 71 1980 31 34 (Pubitemid 11167759)
33. K.K. Gosink, E.R. Mann, C. Guglielmo, E.I. Tuomanen, and H.R. Masure Role of novel choline binding proteins in virulence of Streptococcus pneumoniae Infect. Immun. 68 2000 5690 5695
34. O. Johnsborg, V. Eldholm, M.L. Bjornstad, and L.S. Havarstein A predatory mechanism dramatically increases the efficiency of lateral gene transfer in Streptococcus pneumoniae and related commensal species Mol. Microbiol. 69 2008 245 253 (Pubitemid 351832770)
35. J.P. Claverys, and L.S. Havarstein Cannibalism and fratricide: mechanisms and raisons d'etre Nat. Rev. Microbiol. 5 2007 219 229 (Pubitemid 46291281)