Page 51 - Tyrosine-Based Bioconjugations - Jorick Bruins
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2.5. References
(1) Foley, T. L., and Burkart, M. D., Site-specific protein modification: advances and applications. Curr. Opin. Chem. Biol. 2007, 11 (1), 12-9.
(2) Jung, S., and Kwon, I., Expansion of bioorthogonal chemistries towards site-specific polymer-protein conjugation. Polym. Chem. 2016, 7 (28), 4584-98.
(3) Spicer, C. D., and Davis, B. G., Selective chemical protein modification. Nat. Commun. 2014, 5, 4740.
(4) Zhang, Z., Smith, B. A., Wang, L., Brock, A., Cho, C., and Schultz, P. G., A new strategy for the site-specific modification of proteins in vivo. Biochemistry 2003, 42 (22), 6735-46.
(5) Umeda, A., Thibodeaux, G. N., Zhu, J., Lee, Y., and Zhang, Z. J., Site-specific protein cross- linking with genetically incorporated 3,4-dihydroxy-L-phenylalanine. Chembiochem 2009, 10 (8), 1302-04.
(6) Burdine, L., Gillette, T. G., Lin, H. J., and Kodadek, T., Periodate-triggered cross-linking of DOPA-containing peptide-protein complexes. J. Am. Chem. Soc. 2004, 126 (37), 11442-3.
(7) Mao, H., Hart, S. A., Schink, A., and Pollok, B. A., Sortase-mediated protein ligation: a new method for protein engineering. J. Am. Chem. Soc. 2004, 126 (9), 2670-1.
(8) Schumacher, D., Helma, J., Mann, F. A., Pichler, G., Natale, F., Krause, E., Cardoso, M. C., Hackenberger, C. P. R., and Leonhardt, H., Versatile and efficient site-specific protein functionalization by tubulin tyrosine ligase. Angew. Chem. Int. Ed. 2015, 54 (46), 13787-91.
(9) Holder, P. G., Jones, L. C., Drake, P. M., Barfield, R. M., Banas, S., de Hart, G. W., Baker, J., and Rabuka, D., Reconstitution of formylglycine-generating enzyme with copper(II) for aldehyde tag conversion. J. Biol. Chem. 2015, 290 (25), 15730-45.
(10) Zhang, H., Trout, W. S., Liu, S., Andrade, G. A., Hudson, D. A., Scinto, S. L., Dicker, K. T., Li, Y., Lazouski, N., Rosenthal, J., et al., Rapid Bioorthogonal Chemistry Turn-on through Enzymatic or Long Wavelength Photocatalytic Activation of Tetrazine Ligation. J. Am. Chem. Soc. 2016, 138 (18), 5978-83.
(11) McGaughey, G. B., Gagne, M., and Rappe, A. K., pi-Stacking interactions. Alive and well in proteins. J. Biol. Chem. 1998, 273 (25), 15458-63.
(12) Struck, A. W., Bennett, M. R., Shepherd, S. A., Law, B. J., Zhuo, Y., Wong, L. S., and Micklefield, J., An enzyme cascade for selective modification of tyrosine residues in structurally diverse peptides and proteins. J. Am. Chem. Soc. 2016, 138 (9), 3038-45.
(13) Schlick, T. L., Ding, Z., Kovacs, E. W., and Francis, M. B., Dual-surface modification of the tobacco mosaic virus. J. Am. Chem. Soc. 2005, 127 (11), 3718-23.
(14) Ban, H., Gavrilyuk, J., and Barbas, C. F., 3rd, Tyrosine bioconjugation through aqueous ene- type reactions: a click-like reaction for tyrosine. J. Am. Chem. Soc. 2010, 132 (5), 1523-5.
(15) Ban, H., Nagano, M., Gavrilyuk, J., Hakamata, W., Inokuma, T., and Barbas, C. F., Facile and Stabile Linkages through Tyrosine: Bioconjugation Strategies with the Tyrosine-Click Reaction. Bioconjugate Chem. 2013, 24 (4), 520-32.
(16) Minamihata, K., Goto, M., and Kamiya, N., Site-specific protein cross-linking by peroxidase- catalyzed activation of a tyrosine-containing peptide tag. Bioconjugate Chem. 2011, 22 (1), 74-81.
(17) Tilley, S. D., and Francis, M. B., Tyrosine-selective protein alkylation using pi-allylpalladium complexes. J. Am. Chem. Soc. 2006, 128 (4), 1080-1.
(18) Romanini, D. W., and Francis, M. B., Attachment of peptide building blocks to proteins through tyrosine bioconjugation. Bioconjugate Chem. 2008, 19 (1), 153-7.
Protein labelling via SPOCQ
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