Structural Insight into Inhibitor of Apoptosis Proteins Recognition by a Potent Divalent Smac-Mimetic

PLoS ONE

Volumn 7, Issue 11, 2012, Pages

  Cossu, Federica ^a   Milani, Mario ^a   Vachette, Patrice ^b   Malvezzi, Francesca ^a   Grassi, Serena ^a   Lecis, Daniele ^c   Delia, Domenico ^c   Drago, Carmelo ^a   Seneci, Pierfausto ^a   Bolognesi, Martino ^a   Mastrangelo, Eloise ^a  

^a UNIVERSITY OF MILAN   (Italy)

^b INSTITUTE FOR INTEGRATIVE BIOLOGY OF THE CELL I2BC   (France)

^c NATIONAL CANCER INSTITUTE   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ANTINEOPLASTIC AGENT; CASPASE 8; COMPOUND 9A; IMMUNOGLOBULIN ENHANCER BINDING PROTEIN; INHIBITOR OF APOPTOSIS PROTEIN; NEURONAL APOPTOSIS INHIBITORY PROTEIN; PEPTIDOMIMETIC AGENT; SECOND MITOCHONDRIAL ACTIVATOR OF CASPASE; UNCLASSIFIED DRUG; X LINKED INHIBITOR OF APOPTOSIS;

APOPTOSIS; ARTICLE; BINDING AFFINITY; CANCER SURVIVAL; CANCER THERAPY; CRYSTAL STRUCTURE; DRUG BINDING; DRUG BIOAVAILABILITY; DRUG CYTOTOXICITY; DRUG RESISTANCE; DRUG TARGETING; ENZYME ACTIVATION; ENZYME INHIBITION; ENZYME REGULATION; GEL FILTRATION; GENE MUTATION; HUMAN; HUMAN CELL; HYDROPHOBICITY; PROTEIN CONFORMATION; PROTEIN EXPRESSION; PROTEIN FUNCTION; PROTEIN LOCALIZATION; PROTEIN STRUCTURE; PROTEIN TARGETING; SIGNAL TRANSDUCTION; STRUCTURE ACTIVITY RELATION; X RAY CRYSTALLOGRAPHY;

BIOMIMETICS; CASPASES; CELL LINE, TUMOR; CRYSTALLOGRAPHY, X-RAY; ENZYME ACTIVATION; HUMANS; INHIBITOR OF APOPTOSIS PROTEINS; INTRACELLULAR SIGNALING PEPTIDES AND PROTEINS; MITOCHONDRIAL PROTEINS; MOLECULAR CONFORMATION; MOLECULAR DOCKING SIMULATION; MOLECULAR MIMICRY; PROTEIN BINDING; PROTEIN MULTIMERIZATION; PROTEOLYSIS; X-LINKED INHIBITOR OF APOPTOSIS PROTEIN;

INTRACISTERNAL A-PARTICLES;

EID: 84869209741     PISSN: None     EISSN: 19326203     Source Type: Journal    
DOI: 10.1371/journal.pone.0049527     Document Type: Article

References (43)

1. Steller H, (1995) Mechanisms and genes of cellular suicide. Science 267: 1445-1449.
2. Deveraux QL, Reed JC, (1999) IAP family proteins-suppressors of apoptosis. Genes Dev 13: 239-252.
3. LaCasse EC, Baird S, Korneluk RG, MacKenzie AE, (1998) The inhibitors of apoptosis (IAPs) and their emerging role in cancer. Oncogene 17: 3247-3259.
4. Kulathila R, Vash B, Sage D, Cornell-Kennon S, Wright K, et al. (2009) The structure of the BIR3 domain of cIAP1 in complex with the N-terminal peptides of SMAC and caspase-9. Acta Crystallogr D Biol Crystallogr 65: 58-66.
5. Wu G, Chai J, Suber TL, Wu JW, Du C, et al. (2000) Structural basis of IAP recognition by Smac/DIABLO. Nature 408: 1008-1012.
6. Feltham R, Bettjeman B, Budhidarmo R, Mace PD, Shirley S, et al. (2011) Smac mimetics activate the E3 ligase activity of cIAP1 protein by promoting RING domain dimerization. J Biol Chem 286: 17015-17028.
7. Lopez J, John SW, Tenev T, Rautureau GJ, Hinds MG, et al. (2011) CARD-mediated autoinhibition of cIAP1's E3 ligase activity suppresses cell proliferation and migration. Mol Cell 42: 569-583.
8. Lecis D, Drago C, Manzoni L, Seneci P, Scolastico C, et al. (2010) Novel SMAC-mimetics synergistically stimulate melanoma cell death in combination with TRAIL and Bortezomib. Br J Cancer 102: 1707-1716.
9. Gyrd-Hansen M, Darding M, Miasari M, Santoro MM, Zender L, et al. (2008) IAPs contain an evolutionarily conserved ubiquitin-binding domain that regulates NF-kappaB as well as cell survival and oncogenesis. Nat Cell Biol 10: 1309-1317.
10. Lu J, Bai L, Sun H, Nikolovska-Coleska Z, McEachern D, et al. (2008) SM-164: a novel, bivalent Smac mimetic that induces apoptosis and tumor regression by concurrent removal of the blockade of cIAP-1/2 and XIAP. Cancer Res 68: 9384-9393.
11. Mastrangelo E, Cossu F, Milani M, Sorrentino G, Lecis D, et al. (2008) Targeting the X-linked inhibitor of apoptosis protein through 4-substituted azabicyclo[5.3.0]alkane smac mimetics. Structure, activity, and recognition principles. J Mol Biol 384: 673-689.
12. Cossu F, Mastrangelo E, Milani M, Sorrentino G, Lecis D, et al. (2009) Designing Smac-mimetics as antagonists of XIAP, cIAP1, and cIAP2. Biochem Biophys Res Commun 378: 162-167.
13. Manzoni L, Belvisi L, Bianchi A, Conti A, Drago C, et al. (2012) Homo- and heterodimeric Smac mimetics/IAP inhibitors as in vivo-active pro-apoptotic agents. Part I: Synthesis. submitted.
14. Lecis D, Mastrangelo E, Belvisi L, Bolognesi M, Civera M, et al. (2012) Dimeric Smac mimetics/IAP inhibitors as in vivo-active pro-apoptotic agents. Part II: Structural and biological characterization. submitted.
15. Cossu F, Malvezzi F, Canevari G, Mastrangelo E, Lecis D, et al. (2010) Recognition of Smac-mimetic compounds by the BIR domain of cIAP1. Protein Sci 19: 2418-2429.
16. Cossu F, Milani M, Mastrangelo E, Vachette P, Servida F, et al. (2009) Structural basis for bivalent Smac-mimetics recognition in the IAP protein family. J Mol Biol 392: 630-644.
17. Franke D, Svergun DI, (2009) DAMMIF, a program for rapid ab-initio shape determination in small-angle scattering. Journal of Applied Crystallography 42: 342-346.
18. Petoukhov MV, Svergun DI, (2005) Global rigid body modeling of macromolecular complexes against small-angle scattering data. Biophys J 89: 1237-1250.
19. Bernado P, Mylonas E, Petoukhov MV, Blackledge M, Svergun DI, (2007) Structural characterization of flexible proteins using small-angle X-ray scattering. J Am Chem Soc 129: 5656-5664.
20. Petoukhov MV, Franke D, Shkumatov AV, Tria G, Kikhney AG, et al. (2012) New developments in the ATSAS program package for small-angle scattering data analysis. Journal of Appl Cryst 45: 342-350.
21. Nikolovska-Coleska Z, Meagher JL, Jiang S, Kawamoto SA, Gao W, et al. (2008) Design and characterization of bivalent Smac-based peptides as antagonists of XIAP and development and validation of a fluorescence polarization assay for XIAP containing both BIR2 and BIR3 domains. Anal Biochem 374: 87-98.
22. Sun H, Stuckey JA, Nikolovska-Coleska Z, Qin D, Meagher JL, et al. (2008) Structure-based design, synthesis, evaluation, and crystallographic studies of conformationally constrained Smac mimetics as inhibitors of the X-linked inhibitor of apoptosis protein (XIAP). J Med Chem 51: 7169-7180.
23. Krissinel E, Henrick K, (2007) Inference of macromolecular assemblies from crystalline state. J Mol Biol 372: 774-797.
24. Seneci P, Bianchi A, Battaglia C, Belvisi L, Bolognesi M, et al. (2009) Rational design, synthesis and characterization of potent, non-peptidic Smac mimics/XIAP inhibitors as proapoptotic agents for cancer therapy. Bioorg Med Chem 17: 5834-5856.
25. Steller I, Bolotovsky R, Rossmann MG, (1997) An algorithm for automatic indexing of oscillation images using Fourier analysis. J Appl Cryst 30: 1036-1040.
26. COLLABORATIVE COMPUTATIONAL PROJECT N (1994) The CCP4 Suite: Programs for Protein Crystallography. Acta Crystallographica D50: 760-763.
27. Matthews BW, (1968) Solvent content of protein crystals. J Mol Biol 33: 491-497.
28. Vagin AA, Teplyakov A, (1997) MOLREP: an Automated Program for Molecular Replacement. Journal of Applied Crystallography 30: 1022-1025.
29. Winn MD, Isupov MN, Murshudov GN, (2001) Use of TLS parameters to model anisotropic displacements in macromolecular refinement. Acta Crystallogr D Biol Crystallogr 57: 122-133.
30. Bricogne G, Blanc E, Brandl M, Flensburg C, Keller P, et al. (2011) BUSTER version X.Y.Z. Cambridge, United Kingdom: Global Phasing Ltd.
31. Emsley P, Cowtan K, (2004) Coot: model-building tools for molecular graphics. Acta Crystallogr D Biol Crystallogr 60: 2126-2132.
32. Murshudov GN, Vagin AA, Dodson EJ, (1997) Refinement of macromolecular structures by the maximum-likelihood method. Acta Crystallogr D Biol Crystallogr 53: 240-255.
33. Laskowski RA, Rullmannn JA, MacArthur MW, Kaptein R, Thornton JM, (1996) AQUA and PROCHECK-NMR: programs for checking the quality of protein structures solved by NMR. J Biomol NMR 8: 477-486.
34. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, et al. (2000) The Protein Data Bank. Nucleic Acids Res 28: 235-242.
35. David G, Perez J, (2009) Combined sampler robot and high-performance liquid chromatography: a fully automated system for biological small-angle X-ray scattering experiments at the Synchrotron SOLEIL SWING beamline. Journal of Applied Crystallography 42: 892-900.
36. Konarev PV, Volkov VV, Sokolova AV, Koch MHJ, Svergun DI, (2003) PRIMUS: a Windows PC-based system for small-angle scattering data analysis J Appl Cryst. 36: 1277-1282.
37. Guinier A, (1939) Diffraction of x-rays of very small angles-application to the study of ultramicroscopic phenomenon. Ann Phys 12: 161-237.
38. Svergun DI, (1992) Determination of the Regularization Parameter in Indirect-Transform Methods Using Perceptual Criteria J Appl Cryst. 25: 495-503.
39. Volkov VV, Svergun DI, (2003) Uniqueness of ab initio shape determination in small-angle scattering. J Appl Cryst 36: 860-864.
40. Kozin MB, Svergun DI, (2001) Automated matching of high- and low- resolution structural models. J Appl Cryst 34: 33-41.
41. Kleywegt GJ, (1997) Validation of protein models from Calpha coordinates alone. J Mol Biol 273: 371-376.
42. Maupetit J, Gautier R, Tuffery P, (2006) SABBAC: online Structural Alphabet-based protein BackBone reconstruction from Alpha-Carbon trace. Nucleic Acids Res 34: W147-151.
43. Svergun DI, Barberato C, Koch MHJ, (1995) CRYSOL- a Program to Evaluate X-ray Solution Scattering of Biological Macromolecules from Atomic Coordinates. J Appl Cryst 28: 768-773.