Nuclear magnetic resonance studies of CXC chemokine receptor 4 allosteric peptide agonists in solution

Journal of Peptide Research

Volumn 66, Issue SUPPL. 1, 2005, Pages 12-21

  Baryshnikova, O K ^a   Rainey, J K ^a   Sykes, B D ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

Allosteric peptides; Chemokine; CXC chemokine receptor 4; Nuclear magnetic resonance; SDF 1

Indexed keywords

ALANYLSERYLLEUCYLTRYPTOPHYLLEUCYLSERYLTYROSYLARGINYLCYSTEINYLPROLYL CYSTEINYLARGINYLPHENYLALANYLPHENYLALANYLGLUTAMYLSERYLHISTIDINAMIDE; ARGINYLSERYLVALYLMETHIONYLLEUCYLSERYLTYROSYLARGINYLCYSTEINYLPROLYL CYSTEINYLARGINYLPHENYLALANYLPHENYLALANYLGLUTAMYLSERYLHISTIDINAMIDE; CHEMOKINE RECEPTOR AGONIST; CHEMOKINE RECEPTOR CXCR4; PEPTIDE DERIVATIVE; STROMAL CELL DERIVED FACTOR 1; UNCLASSIFIED DRUG;

AMINO TERMINAL SEQUENCE; ARTICLE; CONFORMATION; DRUG DESIGN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; PROTEIN MOTIF; PROTEIN STRUCTURE; STATISTICAL SIGNIFICANCE; STRUCTURE ANALYSIS;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 33645057437     PISSN: 1397002X     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2006.00330.x     Document Type: Article

References (49)

1. Houshmand P. Zlotnik A. 2003 Therapeutic applications in the chemokine superfamily Curr. Opin. Chem. Biol. 7 457 460
2. Onuffer J.J. Horuk R. 2002 Chemokines, chemokine receptors and small-molecule antagonists: recent developments Trends Pharmacol. Sci. 23 459 467
3. Murphy P.M. 2001 Chemokines and the molecular basis of cancer metastasis N. Engl. J. Med. 345 833 835
4. Fernandez E.J. Lolis E. 2002 Structure, function, and inhibition of chemokines Annu. Rev. Pharmacol. Toxicol. 42 469 499
5. Baggiolini M. 2001 Chemokines in pathology and medicine J. Intern. Med. 250 91 104
6. Horuk R. 1998 Chemokines beyond inflammation Nature 393 524 525
7. Baggiolini M. 1998 Chemokines and leukocyte traffic Nature 392 565 568
8. Sallusto F. Mackay C.R. Lanzavecchia A. 2000 The role of chemokine receptors in primary, effector, and memory immune responses Annu. Rev. Immunol. 18 593 620
9. Tachibana K. Hirota S. Iizasa H. Yoshida H. Kawabata K. Kataoka Y. Kitamura Y. Matsushima K. Yoshida N. Nishikawa S. Kishimoto T. Nagasawa T. 1998 The chemokine receptor CXCR4 is essential for vascularization of the gastrointestinal tract Nature 393 591 594
10. Knaut H. Werz C. Geisler R. Nusslein-Volhard C. Consortium T.S. 2003 A zebrafish homologue of the chemokine receptor CXCR4 is a germ-cell guidance receptor Nature 421 279 282
11. Ma Q. Jones D. Borghesani P.R. Segal R.A. Nagasawa T. Kishimoto T. Bronson R.T. Springer T.A. 1998 Impaired B-lymphopoiesis, myelopoiesis, and derailed cerebellar neuron migration in CXCR4- and SDF-1-deficient mice. Proc. Natl Acad Sci. USA 95 9448 9453
12. Zou Y.R. Kottmann A.H. Kuroda M. Taniuchi I. Littman D.R. 1998 Function of the chemokine receptor CXCR4 in haematopoiesis and in cerebellar development Nature 393 595 599
13. Muller A. Homey B. Soto H. Ge N. Catron D. Buchanan M.E. McClanahan T. Murphy E. Yuan W. Wagner S.N. Barrera J.L. Mohar A. Verastegui E. Zlotnik A. 2001 Involvement of chemokine receptors in breast cancer metastasis Nature 410 50 56
14. Burger J.A. Burger M. Kipps T.J. 1999 Chronic lymphocytic leukemia B cells express functional CXCR4 chemokine receptors that mediate spontaneous migration beneath bone marrow stromal cells Blood 94 3658 3667
15. Juarez J. Bradstock K.F. Gottlieb D.J. Bendall L.J. 2003 Effects of inhibitors of the chemokine receptor CXCR4 on acute lymphoblastic leukemia cells in vitro Leukemia 17 1294 1300
16. Rubin J.B. Kung A.L. Klein R.S. Chan J.A. Sun Y. Schmidt K. Kieran M.W. Luster A.D. Segal R.A. 2003 A small-molecule antagonist of CXCR4 inhibits intracranial growth of primary brain tumors Proc. Natl Acad. Sci. USA 100 13513 13518
17. Phillips R.J. Burdick M.D. Lutz M. Belperio J.A. Keane M.P. Strieter R.M. 2003 biological axis in non-small cell lung cancer metastases Am. J. Respir. Crit. Care Med. 4 1676 1686
18. Cooper C.R. Chay C.H. Gendernalik J.D. Lee H.L. Bhatia J. Taichman R.S. McCauley L.K. Keller E.T. Pienta K.J. 2003 Stromal factors involved in prostate carcinoma metastasis to bone Cancer 97 739 747
19. Berson J.F. Long D. Doranz B.J. Rucker J. Jirik F.R. Doms R.W. 1996 A seven-transmembrane domain receptor involved in fusion and entry of T-cell-tropic human immunodeficiency virus type 1 strains J. Virol. 70 6288 6295
20. Marshall G.R. 2001 Peptide interactions with G-protein coupled receptors Biopolymers 60 246 277
21. Slupsky C.M. Sykes D.B. Gay G.L. Sykes B.D. 2001 The HoxB1 hexapeptide is a prefolded domain: implications for the Pbx1/Hox interaction Protein Sci. 10 1244 1253
22. Booth V. Slupsky C.M. Clark-Lewis I. Sykes B.D. 2003 Unmasking ligand binding motifs: identification of a chemokine receptor motif by NMR studies of antagonist peptides J. Mol. Biol. 327 329 334
23. Sachpatzidis A. Benton B.K. Manfredi J.P. Wang H. Hamilton A. Dohlman H.G. Lolis E. 2003 Identification of allosteric peptide agonists of CXCR4 J. Biol. Chem. 278 896 907
24. Heveker N. Montes M. Germeroth L. Amara A. Trautmann A. Alizon M. Schneider-Mergener J. 1998 Dissociation of the signalling and antiviral properties of SDF-1-derived small peptides Curr. Biol. 8 369 376
25. De Clercq E. 2003 The bicyclam AMD3100 story Nat. Rev. Drug Discov. 581 587
26. Johnson B.A. Blevins R.A. 1994 NMRView: a computer program for the visualization and analysis of NMR data J. Biomol. NMR 4 603 614
27. Wright P.E. Dyson H.J. Lerner R.A. 1988 Conformation of peptide fragments of proteins in aqueous solution: implications for initiation of protein folding Biochemistry 27 7167 7175
28. Choy W.Y. Forman-Kay J.D. 2001 Calculation of ensembles of structures representing the unfolded state of an SH3 domain J. Mol. Biol. 308 1011 1032
29. Tamamura H. Hiramatsu K. Miyamoto K. Omagari A. Oishi S. Nakashima H. Yamamoto N. Kuroda Y. Nakagawa T. Otaka A. Fujii N. 2002 Synthesis and evaluation of pseudopeptide analogues of a specific CXCR4 inhibitor, T140: the insertion of an (E)-alkene dipeptide isostere into the betaII'-turn moiety Bioorg. Med. Chem. Lett. 12 923 928
30. Crump M.P. Elisseeva E. Gong J. Clark-Lewis I. Sykes B.D. 2001 Structure/function of human herpesvirus-8 MIP-II (1-71) and the antagonist N-terminal segment (1-10) FEBS Lett. 489 171 175
31. Elisseeva E.L. Slupsky C.M. Crump M.P. Clark-Lewis I. Sykes B.D. 2000 NMR studies of active N-terminal peptides of stromal cell-derived factor-1. Structural basis for receptor binding J. Biol. Chem. 275 26799 26805
32. Fairbrother W.J. McDowell R.S. Cunningham B.C. 1994 Solution conformation of an atrial natriuretic peptide variant selective for the type A receptor Biochemistry 33 8897 8904
33. Brunger A.T. Adams P.D. Clore G.M. DeLano W.L. Gros P. Grosse-Kunstleve R.W. Jiang J.S. Kuszewski J. Nilges M. Pannu N.S. Read R.J. Rice L.M. Simonson T. Warren G.L. 1998 Crystallography & NMR system: a new software suite for macromolecular structure determination Acta Crystallogr. D Biol. Crystallogr. 54 905 921
34. Laskowski R.A. MacArthur M.W. Moss D.S. Thornton J.M. 1993 PROCHECK: a program to check the stereochemical quality of protein structures J. Appl. Cryst. 26P 283 291
35. Kelley L.A. Gardner S.P. Sutcliffe M.J. An automated approach for clustering an ensemble of NMR-derived protein structures into conformationally related subfamilies Protein Eng. 9 1063 1065
36. Wuthrich K. 1986 NMR of Proteins and Nucleic Acids John Wiley & Sons
37. Wishart D.S. Sykes B.D. Richards F.M. 1991 Relationship between nuclear magnetic resonance chemical shift and protein secondary structure J. Mol. Biol. 222 311 333
38. Crump M.P. Gong J.H. Loetscher P. Rajarathnam K. Amara A. Arenzana-Seisdedos F. Virelizier J.L. Baggiolini M. Sykes B.D. Clark-Lewis I. 1997 Solution structure and basis for functional activity of stromal cell-derived factor-1; dissociation of CXCR4 activation from binding and inhibition of HIV-1 EMBO J. 16 6996 7007
39. Pappu R.V. Srinivasan R. Rose G.D. 2000 The Flory isolated-pair hypothesis is not valid for polypeptide chains: implications for protein folding Proc. Natl Acad. Sci. USA 97 12565 12570
40. Baldwin R.L. Rose G.D. 1999 Is protein folding hierarchic? I. Local structure and peptide folding Trends Biochem. Sci. 24 26 33
41. Dyson H.J. Wright P.E. 2005 Intrinsically unstructured proteins and their functions Nat. Rev. Mol. Cell Biol. 6 197 208
42. Baldwin R.L. Rose G.D. 1999 Is protein folding hierarchic? II. Folding intermediates and transition states Trends Biochem. Sci. 24 77 83
43. Dyson H.J. Wright P.E. 2002 Coupling of folding and binding for unstructured proteins Curr. Opin. Struct. Biol. 12 54 60
44. Daggett V. Fersht A. 2003 The present view of the mechanism of protein folding Nat. Rev. Mol. Cell Biol. 4 497 502
45. Dobson C.M. Karplus M. 1999 The fundamentals of protein folding: bringing together theory and experiment Curr. Opin. Struct. Biol. 9 92 101
46. Jones S. Thornton J.M. 1996 Principles of protein-protein interactions Proc. Natl Acad. Sci. USA 93 13 20
47. Rosenkilde M.M. Gerlach L.O. Jakobsen J.S. Skerlj R.T. Bridger G.J. Schwartz T.W. 2004 Molecular mechanism of AMD3100 antagonism in the CXCR4 receptor: transfer of binding site to the CXCR3 receptor J. Biol. Chem. 279 3033 3041
48. Trent J.O. Wang Z.X. Murray J.L. Shao W. Tamamura H. Fujii N. Peiper S.C. 2003 Lipid bilayer simulations of CXCR4 with inverse agonists and weak partial agonists J. Biol. Chem. 278 47136 47144
49. Doranz B.J. Grovit-Ferbas K. Sharron M.P. Mao S.H. Goetz M. B. Daar E.S. Doms R.W. O'Brien W.A. 1997 A small-molecule inhibitor directed against the chemokine receptor CXCR4 prevents its use as an HIV-1 coreceptor J. Exp. Med. 186 1395 1400