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

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

Research Organization:: Advanced Photon Source (APS), Argonne National Laboratory (ANL), Argonne, IL (US)

Sponsoring Organization:: DOE - Office Of Science; NIH

OSTI ID:: 1877208

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

Country of Publication:: United States

Language:: ENGLISH

References (22)

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Antibody-drug conjugates with dual payloads for combating breast tumor heterogeneity and drug resistance Yamazaki, Chisato M.; Yamaguchi, Aiko; Anami, Yasuaki Nature Communications, Vol. 12, Issue 1 https://doi.org/10.1038/s41467-021-23793-7	journal	June 2021
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
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Site-Specific Antibody–Drug Conjugates in Triple Variable Domain Fab Format Hwang, Dobeen; Rader, Christoph Biomolecules, Vol. 10, Issue 5 https://doi.org/10.3390/biom10050764	journal	May 2020
Dual-mechanistic antibody-drug conjugate via site-specific selenocysteine/cysteine conjugation Nilchan, Napon; Li, Xiuling; Pedzisa, Lee Antibody Therapeutics, Vol. 2, Issue 4 https://doi.org/10.1093/abt/tbz009	journal	October 2019
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
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
Stable and Potent Selenomab-Drug Conjugates Li, Xiuling; Nelson, Christopher G.; Nair, Rajesh R. Cell Chemical Biology, Vol. 24, Issue 4 https://doi.org/10.1016/j.chembiol.2017.02.012	journal	April 2017
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
An Engineered Arginine Residue of Unusual pH-Sensitive Reactivity Facilitates Site-Selective Antibody Conjugation Nilchan, Napon; Alburger, James M.; Roush, William R. Biochemistry, Vol. 60, Issue 14 https://doi.org/10.1021/acs.biochem.0c00955	journal	March 2021
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
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
A Humanized Aldolase Antibody for Selective Chemotherapy and Adaptor Immunotherapy Rader, Christoph; Turner, James M.; Heine, Andreas Journal of Molecular Biology, Vol. 332, Issue 4 https://doi.org/10.1016/S0022-2836(03)00992-6	journal	September 2003
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
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Protein Modification, Bioconjugation, and Disulfide Bridging Using Bromomaleimides Smith, Mark E. B.; Schumacher, Felix F.; Ryan, Chris P. Journal of the American Chemical Society, Vol. 132, Issue 6 https://doi.org/10.1021/ja908610s	journal	January 2010
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