Site-specific traceless coupling of potent cytotoxic drugs to recombinant antibodies for pharmacodelivery

Journal of the American Chemical Society

Volumn 134, Issue 13, 2012, Pages 5887-5892

  Casi, Giulio ^a   Huguenin Dezot, Nicolas ^b   Zuberbühler, Kathrin ^b   Scheuermann, Jörg ^b   Neri, Dario ^b  

^a PHILOCHEM AG   (Switzerland)

^b ETH ZURICH   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE DEHYDROGENASE; ALDEHYDE MOIETY; C-TERMINUS; CANCER STEM CELLS; CYSTEINE RESIDUES; CYTOTOXIC AGENTS; CYTOTOXIC DRUGS; OVER-EXPRESSION; POTENT DRUGS; RECOMBINANT ANTIBODY; SITE-SPECIFIC; TARGETED DELIVERY; THIAZOLIDINES;

ALDEHYDES; AMINO ACIDS; ORGANIC COMPOUNDS; STEM CELLS;

ANTIBODIES;

ALDEHYDE DERIVATIVE; AMINOTHIOL; ANTIBODY CONJUGATE; CEMADOTIN; CYSTEINE; CYTOTOXIC AGENT; RECOMBINANT ANTIBODY; THIAZOLIDINE DERIVATIVE;

AMINO ACID SEQUENCE; ANTIBODY ENGINEERING; ARTICLE; CARBOXY TERMINAL SEQUENCE; CONTROLLED STUDY; CYTOTOXICITY; DNA STRUCTURE; DRUG CONJUGATION; DRUG DELIVERY SYSTEM; DRUG POTENCY; DRUG RELEASE; DRUG STABILITY; ELECTROSPRAY MASS SPECTROMETRY; LIQUID CHROMATOGRAPHY; POLYACRYLAMIDE GEL ELECTROPHORESIS; TANDEM MASS SPECTROMETRY; TUMOR CELL;

ALDEHYDES; ANIMALS; ANTIBODIES; ANTINEOPLASTIC AGENTS; BINDING SITES; CELL LINE, TUMOR; CHO CELLS; CRICETINAE; CRICETULUS; DRUG DISCOVERY; HUMANS; IMMUNOCONJUGATES; OLIGOPEPTIDES; RECOMBINANT PROTEINS; SUBSTRATE SPECIFICITY; SULFHYDRYL COMPOUNDS;

EID: 84859295427     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja211589m     Document Type: Article

References (44)

1. Hackenberger, C. P. R; Schwarzer, D. Angew. Chem., Int. Ed. 2008, 47, 10030
2. Stephanopoulos, N.; Francis, M. B. Nat. Chem. Biol. 2011, 7, 876
3. Chari, R. V. J. Acc. Chem. Res. 2008, 41, 98
4. Alley, S. C.; Okeley, N. M.; Senter, P. D. Curr. Opin. Chem. Biol. 2010, 14, 529
5. Webb, S. Nat. Biotechnol. 2011, 29, 297
6. Senter, P. D. Curr. Opin. Chem. Biol. 2009, 13, 235
7. Ducry, L.; Stump, B. Bioconjugate Chem. 2010, 21, 5
8. Tam, J. P.; Lu, Y. A.; Liu, C. F.; Shao, J. Proc. Natl. Acad. Sci. U.S.A. 1995, 92, 12485
9. Carrico, I. S.; Carlson, B. L.; Bertozzi, C. R. Nat. Chem. Biol. 2007, 3, 321
10. Zeng, Y.; Ramya, T. N. C.; Dirksen, A.; Dawson, P. E.; Paulson, J. C. Nat. Methods 2009, 6, 207
11. Villain, M.; Vizzavona, J.; Rose, K. Chem. Biol. 2001, 8, 673
12. Muir, T. W. Annu. Rev. Biochem. 2003, 72, 249
13. Casi, G.; Hilvert, D. Curr. Opin. Struct. Biol. 2003, 13, 589
14. Nguyen, D. P.; Elliott, T.; Holt, M.; Muir, T. W.; Chin, J. W. J. Am. Chem. Soc. 2011, 133, 11418
15. Dawson, P. E.; Muir, T. W.; Clark-Lewis, I.; Kent, S. B. H. Science 1994, 266, 776
16. Muller, N.; Derouazi, M.; Van Tilborgh, F.; Wulhfard, S.; Hacker, D. L.; Jordan, M.; Wurm, F. M. Biotechnol. Lett. 2007, 29, 703
17. Trüssel, S.; Dumelin, C.; Frey, K.; Villa, A.; Buller, F.; Neri, D. Bioconjugate Chem. 2009, 20, 2286
18. Holliger, P.; Prospero, T.; Winter, G. Proc. Natl. Acad. Sci. U.S.A. 1993, 90, 6444
19. Rybak, J.-N.; Roesli, C.; Kaspar, M.; Villa, A.; Neri, D. Cancer Res. 2007, 67, 10948
20. Villa, A.; Trachsel, E.; Kaspar, M.; Schliemann, C.; Sommavilla, R.; Rybak, J.-N.; Rösli, C.; Borsi, L.; Neri, D. Int. J. Cancer 2008, 122, 2405
21. Gentle, I. E.; De Souza, D. P.; Baca, M. Bioconjugate Chem. 2004, 15, 658
22. Niesner, U.; Halin, C.; Lozzi, L.; Günthert, M.; Neri, P.; Wunderli-Allenspach, H.; Zardi, L.; Neri, D. Bioconjugate Chem. 2002, 13, 729
23. Liberatore, M.; Neri, D.; Neri, G.; Pini, A.; Iurilli, A. P.; Ponzo, F.; Spampinato, G.; Padula, F.; Pala, A.; Colella, A. C. Eur. J. Nucl. Med. 1995, 22, 1326
24. de Arruda, M.; Cocchiaro, C. A.; Nelson, C. M.; Grinnell, C. M.; Janssen, B.; Haupt, A.; Barlozzari, T. Cancer Res. 1995, 55, 3085
25. Simmons, T. L.; Andrianasolo, E.; McPhail, K.; Flatt, P.; Gerwick, W. H. Mol. Cancer. Ther. 2005, 4, 333
26. King, T. P.; Zhao, S. W.; Lam, T. Biochemistry 1986, 25, 5774
27. Schwager, K.; Kaspar, M.; Bootz, F.; Marcolongo, R.; Paresce, E.; Neri, D.; Trachsel, E. Arthritis Res. Ther. 2009, 11, R142
28. Wu, A. M.; Senter, P. D. Nat. Biotechnol. 2005, 23, 1137
29. Borsi, L.; Balza, E.; Bestagno, M.; Castellani, P.; Carnemolla, B.; Biro, A.; Leprini, A.; Sepulveda, J.; Burrone, O.; Neri, D.; Zardi, L. Int. J. Cancer 2002, 102, 75
30. Berndorff, D.; Borkowski, S.; Moosmayer, D.; Viti, F.; Müller-Tiemann, B.; Sieger, S.; Friebe, M.; Hilger, C. S.; Zardi, L.; Neri, D.; Dinkelborg, L. M. J. Nucl. Med. 2006, 47, 1707
31. Kosmas, C.; Snook, D.; Gooden, C. S.; Courtenayluck, N. S.; McCall, M. J.; Meares, C. F.; Epenetos, A. A. Cancer Res. 1992, 52, 904
32. Buskas, T.; Li, Y. H.; Boons, G. J. Chem.-Eur. J. 2004, 10, 3517
33. Boeckler, C.; Frisch, B.; Muller, S.; Schuber, F. J. Immunol. Methods 1996, 191, 1
34. Bernardes, G. J. L.; Casi, G.; Hartmann, I.; Trüssel, S.; Schwager, K.; Scheuermann, J.; Neri, D. Angew. Chem., Int. Ed. 2012, 51, 941
35. Morikawa, K.; Oseko, F.; Morikawa, S.; Iwamoto, K. Antimicrob. Agents Chemother. 1994, 38, 2643
36. Bohets, H.; McGowan, C.; Mannens, G.; Schroeder, N.; Edwards-Swanson, K.; Shapiro, A. J. Ocul. Pharmacol. Ther. 2011, 27, 187
37. Kitada, S.; Leone, M.; Sareth, S.; Zhai, D. Y.; Reed, J. C.; Pellecchia, M. J. Med. Chem. 2003, 46, 4259
38. Marcato, P.; Dean, C. A.; Pan, D.; Araslanova, R.; Gillis, M.; Joshi, M.; Helyer, L.; Pan, L.; Leidal, A.; Gujar, S.; Giacomantonio, C. A.; Lee, P. W. K. Stem Cells 2011, 29, 32
39. van den Hoogen, C.; van der Horst, G.; Cheung, H.; Buijs, J. T.; Pelger, R. C. M.; van der Pluijm, G. Clin. Exp. Metastasis 2011, 28, 615
40. Jones, R. J.; Barber, J. P.; Vala, M. S.; Collector, M. I.; Kaufmann, S. H.; Ludeman, S. M.; Colvin, Q. M.; Hilton, J. Blood 1995, 85, 2742
41. Storms, R. W.; Trujillo, A. P.; Springer, J. B.; Shah, L.; Colvin, O. M.; Ludeman, S. M.; Smith, C. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 9118
42. Dalerba, P.; Cho, R. W.; Clarke, M. F. Annu. Rev. Med. 2007, 58, 267
43. Dean, M.; Fojo, T.; Bates, S. Nat. Rev. Cancer 2005, 5, 275
44. Zhou, B.-B. S.; Zhang, H.; Damelin, M.; Geles, K. G.; Grindley, J. C.; Dirks, P. B. Nat. Rev. Drug Discovery 2009, 8, 806