Tat-functionalized near-infrared emissive polymersomes for dendritic cell labeling

Bioconjugate Chemistry

Volumn 18, Issue 1, 2007, Pages 31-40

  Christian, Natalie A ^a   Milone, Michael C ^b,c   Ranka, Shraddha S ^a   Li, Guizhi ^c   Frail, Paul R ^c   Davis, Kevin P ^d   Bates, Frank S ^d   Therien, Michael J ^c   Ghoroghchian, P Peter ^a,c   June, Carl H ^b,c   Hammer, Daniel A ^a,e  

^a UNIVERSITY OF PENNSYLVANIA   (United States)

^b UNIVERSITY OF PENNSYLVANIA   (United States)

^c UNIVERSITY OF PENNSYLVANIA   (United States)

^d University of Minnesota   (United States)

^e NONE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CONJUGATED POLYMERS; CYTOLOGY; DENDRIMERS; FLUORESCENCE IMAGING; FLUOROPHORES; INFRARED DEVICES; PEPTIDES;

CELL-BASED; DENDRITIC CELL LABELING; DENDRITICS; FUNCTIONALIZED; IMMUNE TOLERANCES; IMMUNOLOGICAL RESPONSE; IN-VIVO; NEAR INFRARED; NEAR-INFRARED; POLYMERSOMES;

CELLS;

PEPTIDE; POLYMER; POLYMERSOME; TRANSACTIVATOR PROTEIN; UNCLASSIFIED DRUG;

ARTICLE; CELL LABELING; CELL MATURATION; CELL VIABILITY; CELLULAR DISTRIBUTION; CONFOCAL LASER MICROSCOPY; CONJUGATION; CONTROLLED STUDY; DENDRITIC CELL; HUMAN; HUMAN CELL; MIXED LYMPHOCYTE REACTION; OPTICS; SYNTHESIS; T LYMPHOCYTE ACTIVATION; TRANSMISSION ELECTRON MICROSCOPY;

EID: 33846418741     PISSN: 10431802     EISSN: None     Source Type: Journal    
DOI: 10.1021/bc0601267     Document Type: Article

References (55)

1. Granucci, F., Foti, M., and Ricciardi-Castagnoli, P. (2005) Dendritic cell biology. Adv Immunol. 88, 193-233.
2. Steinman, R. M. (1991) The dendritic cell system and its role in immunogenicity. Annu. Rev. Immunol. 9, 271-296.
3. Steinman, R. M. (2001) Dendritic cells and the control of immunity: enhancing the efficiency of antigen presentation. Mt. Sinai J. Med. 68, 160-166.
4. Zitvogel, L. (2002) Dendritic and natural killer cells cooperate in the control/switch of innate immunity. J. Exp. Med. 195, F9-14.
5. Henri, S., Vremec, D., Kamath, A., Waithman, J., Williams, S., Benoist, C., Burnham, K., Saeland, S., Handman, E., and Shortman, K. (2001) The dendritic cell populations of mouse lymph nodes. J. Immunol. 167, 741-748.
6. de Vries, I. J. M., Lesterhuis, W. J., Scharenborg, N. M., Engelen, L. P. H., Ruiter, D. J., Gerritsen, M. J. P., Croockewit, S., Britten, C. M., Torensma, R., Adema, G. J., Figdor, C. G., and Punt, C. J. A. (2003) Maturation of dendritic cells is a prerequisite for inducing immune responses in advanced melanoma patients. Clin. Cancer Res. 9, 5091-5100.
7. Schuler-Thurner, B., Schultz, E. S., Berger, T. G., Weinlich, G., Ebner, S., Woerl, P., Bender, A., Feuerstein, B., Fritsch, P. O., Romani, N., and Schuler, G. (2003) Rapid induction of tumor-specific type 1 T helper cells in metastatic melanoma patients by vaccination with mature, cryopreserved, peptide-loaded monocyte-derived dendritic cells (vol 195, pg 1279, 2002). J. Exp. Med. 197, 395-395.
8. Mackensen, A., Herbst, B., Chen, J. L., Kohler, G., Noppen, C., Herr, W., Spagnoli, G. C., Cerundolo, V., and Lindemann, A. (2000) Phase I study in melanoma patients of a vaccine with peptide-pulsed dendritic cells generated in vitro from CD34(+) hematopoietic progenitor cells. Int. J. Cancer 86, 385-392.
9. Nestle, F. O., Alijagic, S., Gilliet, M., Sun, Y. S., Grabbe, S., Dummer, R., Burg, G., and Schadendorf, D. (1998) Vaccination of melanoma patients with peptide- or tumor lysate-pulsed dendritic cells. Nat. Med. 4, 328-332.
10. Turtle, C. J., and DN, H. (2004) Dendritic cells in tumor immunology and immunotherapy. Curr. Drug Targets 5, 17-39.
11. Figdor, C. G., de Vries, I. J. M., Lesterhuis, W. J., and Melief, C. J. M. (2004) Dendritic cell immunotherapy: mapping the way. Nat. Med. 10, 475-480.
12. Hart, D. N. (2001) Dendritic cells and their emerging clinical applications. Pathology 33, 479-492.
13. de Vries, I. J. M., Lesterhuis, W. J., Barentsz, J. O., Verdijk, P., van Krieken, J. H., Boerman, O. C., Oyen, W. J. G., Bonenkamp, J. J., Boezeman, J. B., Adema, G. J., Bulte, J. W. M., Scheenen, T. W. J., Punt, C. J. A., Heerschap, A., and Figdor, C. G. (2005) Magnetic resonance tracking of dendritic cells in melanoma patients for monitoring of cellular therapy. Nat. Biotechnol. 23, 1407-1413.
14. Ahrens, E. T., Flores, R., Xu, H. Y., and Morel, P. A. (2005) In vivo imaging platform for tracking immunotherapeutic cells. Nat. Biotechnol. 23, 983-987.
15. Sokolov, K., Aaron, J., Hsu, B., Nida, D., Gillenwater, A., Follen, M., MacAulay, C., Adler-Storthz, K., Korgel, B., Descour, M., Pasqualini, R., Arap, W., Lam, W., and Richards-Kortum, R. (2003) Optical systems for in vivo molecular imaging of cancer. Technol. Cancer Res. Treat. 2, 491-504.
16. Weissleder, R., and Mahmood, U. (2001) Molecular imaging. Radiology 219, 316-333.
17. Ghoroghchian, P. P., Frail, P. R., Susumu, K., Blessington, D., Brannan, A. K., Bates, F. S., Chance, B., Hammer, D. A., and Therien, M. J. (2005) Near-infrared-emissive polymersomes: Self-assembled soft matter for in vivo optical imaging. Proc. Natl. Acad. Sci. U.S.A. 102, 2922-2927.
18. Ghoroghchian, P. P., Frail, P. R., Susumu, K., Park, T. H., Wu, S. P., Uyeda, H. T., Hammer, D. A., and Therien, M. J. (2005) Broad spectral domain fluorescence wavelength modulation of visible and near-infrared emissive polymersomes. J. Am. Chem. Soc. 127, 15388-15390.
19. Photos, P. J., Bacakova, L., Discher, B., Bates, F. S., and Discher, D. E. (2003) Polymer vesicles in vivo: correlations with PEG molecular weight. J Controlled Release 90, 323-334.
20. Wu, S. P., Lee, I., Ghoroghchian, P. P., Frail, P. R., Zheng, G., Glickson, J. D., and Therien, M. J. (2005) Near-infrared optical imaging of B16 melanoma cells via low-density lipoprotein-mediated uptake and delivery of high emission dipole strength tris[(porphinato)zinc(II)] fluorophores. Bioconjugate Chem. 16, 542-550.
21. Rubtsov, I. V., Susumu, K., Rubtsov, G. I., and Therien, M. J. (2003) Ultrafast singlet excited-state polarization in electronically asymmetric ethyne-bridged bis[(porphinato)zinc(II)] complexes. J. Am. Chem. Soc. 125, 2687-2696.
22. Susumu, K., and Therien, M. J. (2002) Decoupling optical and potentiometric band gaps in pi-conjugated materials. J. Am. Chem. Soc. 124, 8550-8552.
23. Lin, V. S. Y., and Therien, M. J. (1995) The role of porphyrin-to- porphyrin linkage topology in the extensive modulation of the absorptive and emissive properties of a series of ethynyl- and butadiynyl-bridged bis- and tris(porphinato)zinc chromophores. Chem.-Eur. J. 1, 645-651.
24. Lin, V. S. Y., Dimagno, S. G., and Therien, M. J. (1994) Highly Conjugated, Acetylenyl Bridged Porphyrins-New Models For Light-Harvesting Antenna Systems. Science 264, 1105-1111.
25. Discher, B. M., Won, Y. Y., Ege, D. S., Lee, J. C. M., Bates, F. S., Discher, D. E., and Hammer, D. A. (1999) Polymersomes: Tough vesicles made from diblock copolymers. Science 284, 1143-1146.
26. Lin, J. J., Silas, J. A., Bermudez, H., Milam, V. T., Bates, F. S., and Hammer, D. A. (2004) The effect of polymer chain length and surface density on the adhesiveness of functionalized polymersomes. Langmuir 20, 5493-5500.
27. Gupta, B., Levchenko, T. S., and Torchilin, V. P. (2005) Intracellular delivery of large molecules and small particles by cell-penetrating proteins and peptides. Adv. Drug Delivery Rev. 57, 637-651.
28. Kircher, M. F., Allport, J. R., Zhao, M., Josephson, L., Lichtman, A. H., and Weissleder, R. (2002) Intracellular magnetic labeling with CLIO-Tat for efficient in vivo tracking of cytotoxic T cells by MR imaging. Radiology 225, 453-453.
29. Levchenko, T. S., Rammohan, R., Volodina, N., and Torchilin, V. P. (2003) In Liposomes, Part B, pp 339-349, Academic Press Inc., San Diego.
30. Lewin, M., Carlesso, N., Tung, C. H., Tang, X. W., Cory, D., Scadden, D. T., and Weissleder, R. (2000) Tat peptide-derivatized magnetic nanoparticles allow in vivo tracking and recovery of progenitor cells. Nat. Biotechnol. 18, 410-414.
31. Torchilin, V. P. (2002) TAT peptide-modified liposomes for intracellular delivery of drugs and DNA. Cell. Mol. Biol. Lett 7, 265-267.
32. Torchilin, V. P., and Levchenko, T. S. (2003) TAT-liposomes: A novel intracellular drug carrier. Curr. Protein Pept. Sci. 4, 133-140.
33. Vives, E. (2003) Cellular uptake of the Tat peptide: an endocytosis mechanism following ionic interactions. J. Mol. Recognit. 16, 265-271.
34. Vives, E., Richard, J. P., Rispal, C., and Lebleu, B. (2003) TAT peptide internalization: Seeking the mechanism of entry. Curr. Protein Pept. Sci. 4, 125-132.
35. de la Fuente, J., and Berry, C. (2005) Tat Peptide as an Efficient Molecule To Translocate Gold Nanoparticles into the Cell Nucleus. Bioconjugate Chem. 16, 1176-1180.
36. Miron, T., and Wilchek, M. (1993) A simplified method for the preparation of succinimidyl carbonate polyethylene glycol for coupling to proteins. Bioconjugate Chem 4, 568-569.
37. Ghoroghchian, P. P., Lin, J. J., Brannan, A. K., Frail, P. R.; Bates, F. S., Therien, M. J., and Hammer, D. A. (2006) Quantitative membrane loading of polymer vesicles. Soft Matter 2, 973-980.
38. Bellare, J. R., Davis, H. T., Scriven, L. E., and Talmon, Y. (1988) Electron Microsc. Tech. 10, 87-111.
39. Levine, B. L., Bernstein, W. B., Connors, M., Craighead, N., Lindsten, T., Thompson, C. B., and June, C. H. (1997) Effects of CD28 costimulation on long-term proliferation of CD4(+) T cells in the absence of exogenous feeder cells. J. Immunol. 159, 5921-5930.
40. Green, I., Christison, R., Voyce, C. J., Bundell, K. R., and Lindsay, M. A. (2003) Protein transduction domains: are they delivering? Trends Pharmacol. Sci. 24, 213-215.
41. Richard, J. P., Melikov, K., Vives, E., Ramos, C., Verbeure, B., Gait, M. J., Chernomordik, L. V., and Lebleu, B. (2003) Cell-penetrating peptides-A reevaluation of the mechanism of cellular uptake. J. Biol. Chem. 278, 585-590.
42. Vives, E. (2005) Present and future of cell-penetrating peptide mediated delivery systems: "Is the Trojan horse too wild to go only to Troy?" J. Controlled Release 109, 77-85.
43. Ferrari, A., Pellegrini, V., Arcangeli, C., Fittipaldi, A., Giacca, M., and Beltram, F. (2003) Caveolae-mediated internalization of extracellular HIV-1 tat fusion proteins visualized in real time. Mol. Ther. 8, 284-294.
44. Sandgren, S., Cheng, F., and Belting, M. (2002) Nuclear targeting of macromolecular polyanions by an HIV-Tat derived peptide-Role for cell-surface proteoglycans. J. Biol. Chem. 277, 38877-38883.
45. Syme, R., and Gluck, S. (2001) Generation of dendritic cells: role of cytokines and potential clinical applications. Transfus. Apheresis Sci. 24, 117-124.
46. Jonuleit, H., Kuhn, U., Muller, G., Steinbrink, K., Paragnik, L., Schmitt, E., Knop, J., and Enk, A. H. (1997) Pro-inflammatory cytokines and prostaglandins induce maturation of potent immunostimulatory dendritic cells under fetal calf serum-free conditions. Eur. J. Immunol. 27, 3135-3142.
47. Morse, M., Zhou, L. J., Tedder, T., Lyerly, H. K., and Smith, C. (1995) CD83 is a marker for mature dendritic cells (DC) generated from peripheral blood mononuclear cells (PBMC). Blood 86, 1279-1279.
48. Jones, S. W., Christison, R., Bundell, K., Voyce, C. J., Brockbank, S. M. V., Newham, P., and Lindsay, M. A. (2005) Characterisation of cell-penetrating peptide-mediated peptide delivery. Br. J. Pharmacol. 145, 1093-1102.
49. Kuntz, M. M., I. J. B., Weksler, M. E. (1976) Lymphocyte transformation induced by autologous cells, IV. Human T-lymphocyte proliferation induced by autologous or allogeneic non-T lymphocytes. J. Exp. Med. 143, 1042.
50. Opelz, G., K. M., Takasugi, M., Terasaki, P. I. (1976) Autologous stimulation of human lymphocyte subpopulations. J. Exp. Med. 142, 1327.
51. Ahmed, F., and Discher, D. E. (2004) Self-porating polymetsomes of PEG-PLA and PEG-PCL: hydrolysis-triggered controlled release vesicles. J. Controlled Release 96, 37-53.
52. Arifin, D. R., and Palmer, A. F. (2005) Polymersome encapsulated hemoglobin: A novel type of oxygen carrier. Biomacromolecules 6, 2172-2181.
53. Brewer, J. M., Pollock, K. G. J., Tetley, L., and Russell, D. G. (2004) Vesicle size influences the trafficking, processing, and presentation of antigens in lipid vesicles. J. Immunol. 173, 6143-6150.
54. Ghoroghchian, P. P., Li, G. Z., Levine, D. H., Davis, K. P., Bates, F. S., Hammer, D. A., and Therien, M. J. (2006) Bioresorbable vesicles formed through spontaneous self-assembly of amphiphilic poly(ethylene oxide)-block-polycaprolactone. Macromolecules 39, 1673-1675.
55. McGuire, M. J., Sykes, K. F., Samli, K. N., Timares, L., Barry, M. A., Stemke-Hale, K., Tagliaferri, F., Logan, M., Jansa, K., Takashima, A., Brown, K. C., and Johnston, S. A. (2004) A library-selected, Langerhans cell-targeting peptide enhances an immune response. DNA Cell Biol. 23, 742-752.