Sculpting a Uniquely Reactive Cysteine Residue for Site-Specific Antibody Conjugation

Hwang, Dobeen; Nilchan, Napon; Park, HaJeung; Roy, Raktim N.; Roush, William R.; Rader, Christoph

doi:10.1021/acs.bioconjchem.2c00146

Title: Sculpting a Uniquely Reactive Cysteine Residue for Site-Specific Antibody Conjugation

Journal Article · 01 May 2022 · Bioconjugate Chem.

DOI:https://doi.org/10.1021/acs.bioconjchem.2c00146· OSTI ID:1877208

Hwang, Dobeen; Nilchan, Napon; Park, HaJeung; Roy, Raktim N.; Roush, William R.; Rader, Christoph

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Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States). Advanced Photon Source (APS)

Sponsoring Organization:: DOE - Office Of Science; National Institutes of Health (NIH)

OSTI ID:: 1877208

Journal Information:: Bioconjugate Chem., Vol. 33, Issue (6)

Country of Publication:: United States

Language:: ENGLISH

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Selective chemical protein modification Spicer, Christopher D.; Davis, Benjamin G. Nature Communications, Vol. 5, Issue 1 https://doi.org/10.1038/ncomms5740	journal	September 2014
Characterization and Higher-Order Structure Assessment of an Interchain Cysteine-Based ADC: Impact of Drug Loading and Distribution on the Mechanism of Aggregation Guo, Jianxin; Kumar, Sandeep; Chipley, Mark Bioconjugate Chemistry, Vol. 27, Issue 3 https://doi.org/10.1021/acs.bioconjchem.5b00603	journal	February 2016
Antibody–Drug Conjugates (ADCs) Derived from Interchain Cysteine Cross-Linking Demonstrate Improved Homogeneity and Other Pharmacological Properties over Conventional Heterogeneous ADCs Behrens, Christopher R.; Ha, Edward H.; Chinn, Lawrence L. Molecular Pharmaceutics, Vol. 12, Issue 11 https://doi.org/10.1021/acs.molpharmaceut.5b00432	journal	October 2015
Understanding How the Stability of the Thiol-Maleimide Linkage Impacts the Pharmacokinetics of Lysine-Linked Antibody–Maytansinoid Conjugates Ponte, Jose F.; Sun, Xiuxia; Yoder, Nicholas C. Bioconjugate Chemistry, Vol. 27, Issue 7 https://doi.org/10.1021/acs.bioconjchem.6b00117	journal	June 2016
Self-hydrolyzing maleimides improve the stability and pharmacological properties of antibody-drug conjugates Lyon, Robert P.; Setter, Jocelyn R.; Bovee, Tim D. Nature Biotechnology, Vol. 32, Issue 10 https://doi.org/10.1038/nbt.2968	journal	September 2014
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Direct Observation of an Enamine Intermediate in Amine Catalysis Zhu, Xueyong; Tanaka, Fujie; Lerner, Richard A. Journal of the American Chemical Society, Vol. 131, Issue 51 https://doi.org/10.1021/ja907271a	journal	December 2009
Chemically programmed monoclonal antibodies for cancer therapy: Adaptor immunotherapy based on a covalent antibody catalyst Rader, Christoph; Sinha, Subhash C.; Popkov, Mikhail Proceedings of the National Academy of Sciences, Vol. 100, Issue 9 https://doi.org/10.1073/pnas.0931308100	journal	April 2003
β-Lactam-based approach for the chemical programming of aldolase antibody 38C2 Gavrilyuk, Julia I.; Wuellner, Ulrich; Barbas, Carlos F. Bioorganic & Medicinal Chemistry Letters, Vol. 19, Issue 5 https://doi.org/10.1016/j.bmcl.2009.01.028	journal	March 2009
Site-Specific Lysine Arylation as an Alternative Bioconjugation Strategy for Chemically Programmed Antibodies and Antibody–Drug Conjugates Hwang, Dobeen; Tsuji, Kohei; Park, HaJeung Bioconjugate Chemistry, Vol. 30, Issue 11 https://doi.org/10.1021/acs.bioconjchem.9b00609	journal	November 2019
Harnessing a catalytic lysine residue for the one-step preparation of homogeneous antibody-drug conjugates Nanna, Alex R.; Li, Xiuling; Walseng, Even Nature Communications, Vol. 8, Issue 1 https://doi.org/10.1038/s41467-017-01257-1	journal	October 2017
Site-Selective Antibody Functionalization via Orthogonally Reactive Arginine and Lysine Residues Hwang, Dobeen; Nilchan, Napon; Nanna, Alex R. Cell Chemical Biology, Vol. 26, Issue 9 https://doi.org/10.1016/j.chembiol.2019.05.010	journal	September 2019
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