Synthesis and characterization of a high-affinity α vβ 6-specific ligand for in vitro and in vivo applications

Molecular Cancer Therapeutics

Volumn 8, Issue 5, 2009, Pages 1239-1249

  Li, Shunzi ^a   McGuire, Michael J ^a   Lin, Mai ^b   Liu, Ying Horng ^a   Oyama, Tsukasa ^a   Sun, Xiankai ^b   Brown, Kathlynn C ^a,c  

^a UNIVERSITY OF TEXAS SOUTHWESTERN MEDICAL CENTER   (United States)

^b UNIVERSITY OF TEXAS SOUTHWESTERN MEDICAL CENTER   (United States)

^c UNIVERSITY OF TEXAS SOUTHWESTERN MEDICAL CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,4,7,10 TETRAAZACYCLODODECANE 1,4,7,10 TETRAACETIC ACID; ALPHAVBETA6 INTEGRIN; AMINO ACID; ANTIBODY; DIAGNOSTIC AGENT; ETHER; FLUORESCENT DYE; H 20091; INDIUM 111; LYSINE; MALEIMIDE; PEPTIDE; PEPTIDE LIBRARY; QUANTUM DOT; TETRAMER; THIOL; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BINDING AFFINITY; BINDING SITE; CELLULAR DISTRIBUTION; DRUG DESIGN; DRUG DISTRIBUTION; DRUG LABELING; DRUG SPECIFICITY; DRUG STABILITY; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TARGETING; DRUG UPTAKE; FLOW CYTOMETRY; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; LIGAND BINDING; MOLECULAR IMAGING; MOUSE; NONHUMAN; PRIORITY JOURNAL; SERUM;

ANIMALS; ANTIGENS, NEOPLASM; ANTINEOPLASTIC AGENTS; BINDING SITES; CELL LINE, TUMOR; DRUG STABILITY; HUMANS; INTEGRINS; LIGANDS; MICE; MICE, SCID; PEPTIDE LIBRARY; PEPTIDES; PROTEIN BINDING; PROTEIN ENGINEERING; RADIOPHARMACEUTICALS; TISSUE DISTRIBUTION; XENOGRAFT MODEL ANTITUMOR ASSAYS;

EID: 66849093525     PISSN: 15357163     EISSN: None     Source Type: Journal    
DOI: 10.1158/1535-7163.MCT-08-1098     Document Type: Article

References (50)

1. Oyama T, Sykes KF, Samli KN, et al. Isolation of lung tumor specific peptides from a random peptide library: generation of diagnostic and cell-targeting reagents. Cancer Lett 2003;202:219-230 (Pubitemid 37485895)
2. 6 as a prognostic biomarker for non-small cell lung cancer. Cancer Res 2007;67:5889-5895
3. 6 Integrin - a marker for the malignant potential of epithelial ovarian cancer. J Histochem Cytochem 2002;50:1371-1379
4. Breuss JM, Gallo J, DeLisser HM, et al. Expression of the b6 integrin in development, neoplasia, and tissue repair suggests a role in epithelial remodeling. J Cell Sci 1995;108:2241-2251
5. 6 is associated with lymph node metastasis. Pathol Res Pract 2003;199:57-64.
6. 6 integrin expression in breast carcinoma. Breast Cancer 2000;7: 19-26.
7. Jones J, Sugiyama M, Watt FM, Speight PM. Integrin expression in normal, hyperplastic, dysplastic, and malignant oral epithelium. J Pathol 1993;169:235-243 (Pubitemid 23063462)
8. 6-integrin subunit expression in adenocarinomas using a novel monoclonal antibody reveals strong up-regulation in pancreatic ductal adenocarcinomas in vivo and in vitro. Histopathology 2004;45:226-236
9. 6 integrin in cervical squamous cell carcinoma is a prognostic factor for decreased survival. J Pathol 2007;212:316-324
10. 6 during the epithelial-mesenchymal transition defines a novel prognostic indicator of aggressive colon cancer. J Clin Invest 2005;115:339-347
11. 6 mRNA in primate epithelial tissues. J Histochem Cytochem 1993;41:1521-1527
12. 6 integrin promotes migration and invasion in squamous carcinoma cells. J Invest Derm 2001;117:67-73.
13. 6 integrin upregulates matrix metalloproteinase 9 and promotes migration of normal oral keratinocytes. J Invest Derm 2001;116:898-904.
14. Tam JP. Synthetic peptide vaccine design: synthesis and properties of a high density multiple antigenic system. Proc Natl Acad Sci U S A 1988;85:5409-5413 (Pubitemid 18207061)
15. Tam JP. Recent advances in multiple antigen peptides. J Immunol Methods 1996;196:17-32. (Pubitemid 26306809)
16. Zhou X, Chang Y, Oyama T, McGuire MJ, Brown KC. Cell-specific delivery of a chemotherapeutic to lung cancer cells. J Am Chem Soc 2004;129:15656-15657 (Pubitemid 39602421)
17. Bourel L, Carion O, Gras-Masse H, Melnyk O. The deprotection of Lys (Mtt) revisited. J Pept Sci 2000;6:264-270
18. Oyama T, Rombel IT, Samli KN, Zhou X, Brown KC. Isolation of multiple cell-binding ligands from different phage displayed-peptide libraries. Biosens Bioelectron 2006;21:1867-1875
19. Kawakami T, Aimoto S, Nishimura T, Nakatsuji T, Sonobe H. Synthesis of cysteine-containing polypeptide using peptide thioester: preparation of a molt-inhibiting hormone from the American crayfish, Procambarus clarkia. Pept Sci 1999;35:149-152
20. v integrin utilization by type A and O viruses. J Virol 2003;77:2500-2511
21. Searle MS, Williams DH. The cost of conformational order-entropy changes in molecular associations. J Am Chem Soc 1992;114:10690-10697
22. Adams GP, Weiner LM. Monoclonal antibody therapy of cancer. Nat Biotech 2005;23:1147-1157 (Pubitemid 41486396)
23. Kruger M, Beyer U, Shumacher P, et al. Synthesis and stability of four maleimide derivatives of the anticancer drug doxorubicin for the preparation of chemoimmunoconjugates. Chem Pharm Bull 1997;45:399-401. (Pubitemid 27131872)
24. Jaiswal JK, Mattoussi H, Mauro JM, Simon S. Long-term multiple color imaging of live cells using quantum dot bioconjugates. Nat Biotechnol 2003;21:47-51. (Pubitemid 36055826)
25. Davidson B, Dong HP, Holth A, NBerner A, Risberg B. Flow cytometric immunophenotyping of cancer cells in effusion specimens: diagnostic and research applications. Diagn Cytopathol 2007;35:568-578 (Pubitemid 47435621)
26. Torchilin VP, Lukyanov AN. Peptide and protein drug delivery to and into tumors: challenges and solutions. Drug Discov Today 2003;8:259-265 (Pubitemid 36293499)
27. Bracci L, Falciani C, Lelli B, et al. Synthetic peptides in the form of dendrimers become resistant to protease activity. J Biol Chem 2003;278:46590-46595 (Pubitemid 37452233)
28. Falciani C, Lozzi L, Pini A, et al. Molecular basis of branched peptides resistance to enzyme proteolysis. Chem Biol Drug Des 2007;69:216-221 (Pubitemid 46608454)
29. Arend L, Smart A, Brigga J. Mouse b6 integrin sequence, pattern of expression, and role in kidney development. J Am Soc Nephrol 2000;11:2297-2305
30. 6 integrin. J Biol Chem 1999;274:1979-1985.
31. 3 integrins. J Med Chem 2002;45:1045-1051
32. 6 monoclonal antibodies: distinct ligand-mimetic and nonligand-mimetic classes. J Biol Chem 2004;279:17875-17887
33. 6 inhibits tumor progression in vivo by a transforming growth factor-b-regulated mechanism. Cancer Res 2008;68:561-570
34. 6 integrin ligands. J Biol Chem 2007;282:9657-9665
35. 6 is a receptor for foot-and-mouth disease virus. J Virol 2000;74:4949-4956
36. Sheppard D. Integrin-mediated activation of latent transforming growth factor b. Cancer Metastasis Rev 2005;24:395-402. (Pubitemid 41569979)
37. 6 expression with positron emission tomography. Cancer Res 2007;67:7833-7837
38. Aina OH, Liu R, Sutcliffe JL, et al. From combinatorial chemistry to cancer targeting peptides. Mol Pharmacol 2007;4:631-651 (Pubitemid 350004263)
39. Falciani C, Lozzi L, Pini A, Bracci L. Bioactive peptides from libraries. Chem Biol 2005;12:417-426 (Pubitemid 40588916)
40. Landon LA, Deutscher SL. Combinatorial discovery of tumor targeting peptides using phage display. J Cell Biochem 2003;90:509-517 (Pubitemid 37243698)
41. McGuire MJ, Sykes KF, Samli KN, et al. A library selected Langerhans cell-targeting peptide enhances an immune response. DNA Cell Biol 2004;23:742-752 (Pubitemid 39577749)
42. De J, Chang Y, Samli KN, et al. Isolation of a Mycoplasma-specific binding peptide from an unbiased phage-displayed peptide library. Mol BioSyst 2005;1:149-157 (Pubitemid 43362242)
43. McGuire MJ, Samli KN, Chang Y, Brown KC. Novel ligands for cancer diagnosis: selection of peptide ligands for identification and isolation of B-cell lymphomas. Exp Hematol 2006;34:443-452
44. Lozzi L, Lelli B, Runci Y, et al. Rational design and molecular diversity for the construction of anti-a-bungarotoxin antidotes with high affinity and in vivo efficiency. Chem Biol 2003;10:411-417 (Pubitemid 36599249)
45. Bracci L, Lozzi L, Pini A, et al. A branched peptide mimitope of the nicotinic receptor binding site is a potent synthetic antidote against the snake neutoxin a-bungarotoxin. Biochemistry 2002;41:10199. (Pubitemid 34856443)
46. Shin SY, Kaburaki Y, Watanabe M, Munekata E. Total solution synthesis of human epidermal growth factor by the assembly of 9 building-blocks. Biosci Biotechnol Biochem 1992;56:404-408
47. Dawson PE, Muir TW, Clarklewis I, Kent SBH. Synthesis of proteins by native chemical ligation. Science 1994;266:776-779 (Pubitemid 24359280)
48. Rose K. Facile synthesis of homogeneous artificial proteins. J Am Chem Soc 1994;116:30-33 (Pubitemid 24077515)
49. Fisch I, Kunzi G, Rose K, Offord RE. Site-specific modification of a fragment of a chimeric monoclonal-antibody using reverse proteolysis. Bioconjug Chem 1992;3:147-153
50. Liu CF, Tam JP. Chemical ligation approach to form a peptide-bond between unprotected peptide segments-concept and model study. J Am Chem Soc 1994;116:4149-4153 (Pubitemid 2079776)