Unnatural amino acid incorporation onto adenoviral (Ad) coat proteins facilitates chemoselective modification and retargeting of Ad type 5 vectors

Journal of Virology

Volumn 85, Issue 15, 2011, Pages 7546-7554

  Banerjee, Partha Sarathi ^a   Ostapchuk, Philomena ^b   Hearing, Patrick ^b   Carrico, Isaac Sheridan ^a  

^a STONY BROOK UNIVERSITY   (United States)

^b STONY BROOK UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ADENOVIRUS VECTOR; AMINO ACID; AZIDOHOMOALANINE; COAT PROTEIN; FOLATE RECEPTOR; FOLIC ACID; UNCLASSIFIED DRUG;

ADENOVIRUS 5; ANIMAL CELL; ARTICLE; BREAST CANCER; CANCER CELL CULTURE; CHEMICAL MODIFICATION; CLICK CHEMISTRY; CONTROLLED STUDY; MOUSE; NONHUMAN; PRIORITY JOURNAL; VIRUS PARTICLE; VIRUS VIRULENCE;

ADENOVIRIDAE; AMINO ACIDS; ANIMALS; CAPSID PROTEINS; CELL LINE, TUMOR; FOLIC ACID; GENETIC VECTORS; MASS SPECTROMETRY; MICE; MICROSCOPY, FLUORESCENCE;

ADENOVIRIDAE; HUMAN ADENOVIRUS TYPE 5; MURINAE;

EID: 79960462947     PISSN: 0022538X     EISSN: 10985514     Source Type: Journal    
DOI: 10.1128/JVI.00118-11     Document Type: Article

References (37)

1. Alemany, R. 2009. Designing adenoviral vectors for tumor-specific targeting. Methods Mol. Biol. 542:57-74.
2. Alemany, R., C. Balague, and D. T. Curiel. 2000. Replicative adenoviruses for cancer therapy. Nat. Biotechnol. 18:723-727.
3. Banerjee, P. S., P. Ostapchuk, P. Hearing, and I. Carrico. 2010. Chemoselective attachment of small molecule effector functionality to human adenoviruses facilitates gene delivery to cancer cells. J. Am. Chem. Soc. 132:13615-13617.
4. Belousova, N., V. Krendelchtchikova, D. T. Curiel, and V. Krasnykh. 2002. Modulation of adenovirus vector tropism via incorporation of polypeptide ligands into the fiber protein. J. Virol. 76:8621-8631.
5. Blanche, F., et al. 2001. Stabilization of recombinant adenovirus: site-directed mutagenesis of key asparagine residues in the hexon protein. Anal. Biochem. 297:1-9.
6. Campos, S. K., M. B. Parrott, and M. A. Barry. 2004. Avidin-based targeting and purification of a protein IX-modified, metabolically biotinylated adenoviral vector. Mol. Ther. 9:942-954.
7. Douglas, J. T., et al. 1996. Targeted gene delivery by tropism-modified adenoviral vectors. Nat. Biotechnol. 14:1574-1578.
8. Fabry, C. M. S., et al. 2005. A quasi-atomic model of human adenovirus type 5 capsid. EMBO J. 24:1645-1654.
9. Fabry, C. M. S., et al. 2009. The C-terminal domains of adenovirus serotype 5 protein IX assemble into an antiparallel structure on the facets of the capsid. J. Virol. 83:1135-1139.
10. Glasgow, J. N., M. Everts, and D. T. Curiel. 2006. Transductional targeting of adenovirus vectors for gene therapy. Cancer Gene Ther. 13:830-844.
11. Gupta, S. S., et al. 2005. Accelerated bioorthogonal conjugation: a practical method for the ligation of diverse functional molecules to a polyvalent virus scaffold. Bioconj. Chem. 16:1572-1579.
12. Henning, P., et al. 2006. Adenovirus type 5 fiber knob domain has a critical role in fiber protein synthesis and encapsidation. J. Gen. Virol. 87:3151-3160.
13. Jung, Y., et al. 2007. Retargeting of adenoviral gene delivery via herceptin-PEG-adenovirus conjugates to breast cancer cells. J. Control. Release 123: 164-171.
14. Kiick, K. L., E. Saxon, D. A. Tirrell, and C. R. Bertozzi. 2002. Incorporation of azides into recombinant proteins for chemoselective modification by the Staudinger ligation. Proc. Natl. Acad. Sci. U. S. A. 99:19-24.
15. Krasnykh, V., et al. 1998. Characterization of an adenovirus vector containing a heterologous peptide epitope in the HI loop of the fiber knob. J. Virol. 72:1844-1852.
16. Kreppel, F., J. Gackowski, E. Schmidt, and K. Stefan. 2005. Combined genetic and chemical capsid modifications enable flexible and efficient deand retargeting of adenovirus vectors. Mol. Ther. 12:107-117.
17. Kreppel, F., and S. Kochanek. 2008. Modification of adenovirus gene transfer vectors with synthetic polymers: a scientific review and technical guide. Mol. Ther. 16:16-29.
18. Low, P. S., and S. A. Kularatne. 2009. Folate-targeted therapeutic and imaging agents for cancer. Curr. Opin. Chem. Biol. 13:256-262.
19. Magnusson, M. K., S. S. Hong, P. Henning, P. Boulanger, and L. Lindholm. 2002. Genetic retargeting of adenovirus vectors: functionality of targeting ligands and their influence on virus viability. J. Gene Med. 4:356-370.
20. 3 integrin efficiently transduce human dendritic cells and enhance presentation of vectored antigens. Vaccine 24: 671-682.
21. Marsh, M. P., et al. 2006. Cryoelectron microscopy of protein IX-modified adenoviruses suggests a new position for the C terminus of protein IX. J. Virol. 80:11881-11886.
22. Matthews, Q., et al. 2008. Optimization of capsid-incorporated antigens for a novel adenovirus vaccine approach. Virol. J. 5:98.
23. Murakami, P., and M. T. McCaman. 1999. Quantitation of adenovirus DNA and virus particles with the PicoGreen fluorescent dye. Anal. Biochem. 274:283-288.
24. Nemerow, G. R., L. Pache, V. Reddy, and P. L. Stewart. 2009. Insights into adenovirus host cell interactions from structural studies. Virology 384:380-388.
25. Oh, I. K., H. Mok, and T. G. Park. 2006. Folate immobilized and PEGylated adenovirus for retargeting to tumor cells. Bioconj. Chem. 17:721-727.
26. Parrott, M. B., et al. 2003. Metabolically biotinylated adenovirus for cell targeting, ligand screening, and vector purification. Mol. Ther. 8:688-700.
27. Pereboeva, L., S. Komarova, J. Roth, S. Ponnazhagan, and D. T. Curiel. 2007. Targeting EGFR with metabolically biotinylated fiber-mosaic adenovirus. Gene Ther. 14:627-637.
28. Russell-Jones, G., K. McTavish, J. McEwan, J. Rice, and D. Nowotnik. 2004. Vitamin-mediated targeting as a potential mechanism to increase drug uptake by tumours. J. Inorg. Biochem. 98:1625-1633.
29. Rux, J. J., P. R. Kuser, and R. M. Burnett. 2003. Structural and phylogenetic analysis of adenovirus hexons by use of high-resolution X-ray crystallographic, molecular modeling, and sequence-based methods. J. Virol. 77: 9553-9566.
30. Saban, S. D., R. R. Nepomuceno, L. D. Gritton, G. R. Nemerow, and P. L. Stewart. 2005. CryoEM structure at 9 Å resolution of an adenovirus vector targeted to hematopoietic cells. J. Mol. Biol. 349:526-537.
31. Saban, S. D., M. Silvestry, G. R. Nemerow, and P. L. Stewart. 2006. Visualization of α-helices in a 6-angstrom resolution cryoelectron microscopy structure of adenovirus allows refinement of capsid protein assignments. J. Virol. 80:12049-12059.
32. San Martín, C., et al. 2008. Localization of the N terminus of minor coat protein IIIa in the adenovirus capsid. J. Mol. Biol. 383:923-934.
33. Varghese, R., Y. Mikyas, P. L. Stewart, and R. Ralston. 2004. Postentry neutralization of adenovirus type 5 by an antihexon antibody. J. Virol. 78: 12320-12332.
34. Waehler, R., S. J. Russell, and D. T. Curiel. 2007. Engineering targeted viral vectors for gene therapy. Nat. Rev. Genet. 8:573-587.
35. Wickham, T. J., et al. 1997. Increased in vitro and in vivo gene transfer by adenovirus vectors containing chimeric fiber proteins. J. Virol. 71:8221-8229.
36. Wu, E., et al. 2003. Flexibility of the adenovirus fiber is required for efficient receptor interaction. J. Virol. 77:7225-7235.
37. Wu, H., and D. T. Curiel. 2008. Fiber-modified adenoviruses for targeted gene therapy. Methods Mol. Biol. 434:113-132.