Page 37 - Tyrosine-Based Bioconjugations - Jorick Bruins
P. 37

(55) Liu-Shin, L., Fung, A., Malhotra, A., and Ratnaswamy, G., Influence of disulfide bond isoforms on drug conjugation sites in cysteine-linked IgG2 antibody-drug conjugates. mAbs 2018, 10 (4), 583-95.
(56) 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.
(57) Lin, S., Yang, X., Jia, S., Weeks, A. M., Hornsby, M., Lee, P. S., Nichiporuk, R. V., Iavarone, A. T., Wells, J. A., Toste, F. D., et al., Redox-based reagents for chemoselective methionine bioconjugation. Science 2017, 355 (6325), 597-602.
(58) Hansen, M. B., Hubálek, F., Skrydstrup, T., and Hoeg-Jensen, T., Chemo- and Regioselective Ethynylation of Tryptophan-Containing Peptides and Proteins. Chem. - Eur. J. 2016, 22 (5), 1572-6.
(59) Akkapeddi, P., Azizi, S. A., Freedy, A. M., Cal, P. M. S. D., Gois, P. M. P., and Bernardes, G. J. L., Construction of homogeneous antibody-drug conjugates using site-selective protein chemistry. Chem. Sci. 2016, 7 (5), 2954-63.
(60) Dimasi, N., Fleming, R., Zhong, H., Bezabeh, B., Kinneer, K., Christie, R. J., Fazenbaker, C., Wu, H., and Gao, C., Efficient Preparation of Site-Specific Antibody-Drug Conjugates Using Cysteine Insertion. Mol. Pharmaceutics 2017, 14 (5), 1501-16.
(61) Jeffrey, S. C., Burke, P. J., Lyon, R. P., Meyer, D. W., Sussman, D., Anderson, M., Hunter, J. H., Leiske, C. I., Miyamoto, J. B., Nicholas, N. D., et al., A Potent Anti-CD70 Antibody-Drug Conjugate Combining a Dimeric Pyrrolobenzodiazepine Drug with Site-Specific Conjugation Technology. Bioconjugate Chem. 2013, 24 (7), 1256-63.
(62) Lang, K., and Chin, J. W., Cellular Incorporation of Unnatural Amino Acids and Bioorthogonal Labeling of Proteins. Chem. Rev. 2014, 114 (9), 4764-806.
(63) Chin, J. W., Cropp, T. A., Anderson, J. C., Mukherji, M., Zhang, Z., and Schultz, P. G., An expanded eukaryotic genetic code. Science 2003, 301 (5635), 964-7.
(64) Dommerholt, J., Schmidt, S., Temming, R., Hendriks, L. J. A., Rutjes, F. P. J. T., van Hest, J. C. M., Lefeber, D. J., Friedl, P., and van Delft, F. L., Readily accessible bicyclononynes for bioorthogonal labeling and three-dimensional imaging of living cells. Angew. Chem. Int. Ed. 2010, 49 (49), 9422-5.
(65) Blackman, M. L., Royzen, M., and Fox, J. M., Tetrazine ligation: Fast bioconjugation based on inverse-electron-demand Diels-Alder reactivity. J. Am. Chem. Soc. 2008, 130 (41), 13518-9.
(66) Debets, M. F., Van Berkel, S. S., Dommerholt, J., Dirks, A. J., Rutjes, F. P. J. T., and Van Delft, F. L., Bioconjugation with Strained Alkenes and Alkynes. Acc. Chem. Res. 2011, 44 (9), 805- 15.
(67) Dommerholt, J., Rutjes, F. P. J. T., and van Delft, F. L., Strain-Promoted 1,3-Dipolar Cycloaddition of Cycloalkynes and Organic Azides. Top. Curr. Chem. 2016, 374 (16).
(68) Dommerholt, J., van Rooijen, O., Borrmann, A., Guerra, C. F., Bickelhaupt, F. M., and van Delft, F. L., Highly accelerated inverse electron-demand cycloaddition of electron-deficient azides with aliphatic cyclooctynes. 2014, 5, 5378.
(69) Karver, M. R., Weissleder, R., and Hilderbrand, S. A., Synthesis and Evaluation of a Series of 1,2,4,5-Tetrazines for Bioorthogonal Conjugation. Bioconjugate Chem. 2011, 22 (11), 2263- 70.
(70) Lang, K., Davis, L., Wallace, S., Mahesh, M., Cox, D. J., Blackman, M. L., Fox, J. M., and Chin, J. W., Genetic Encoding of Bicyclononynes and trans-Cyclooctenes for Site-Specific Protein
General Introduction
 35
1
















































































   35   36   37   38   39