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Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates

Article DOI: 10.3791/59063-v • 08:47 min • March 6th, 2019
March 6th, 2019 •
1, 1,2, 1, 1,2,3,4
1Department of Chemistry, Hunter College of the City University of New York, 2Ph.D. Program in Chemistry, Graduate Center of the City University of New York, 3Department of Radiology, Memorial Sloan Kettering Cancer Center, 4Department of Radiology, Weill Cornell Medical College

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Summary
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In this protocol, we will describe the synthesis of PODS, a phenyoxadiazolyl methyl sulfone-based reagent for the site-selective attachment of cargos to the thiols of biomolecules, particularly antibodies. In addition, we will describe the synthesis and characterization of a PODS-bearing bifunctional chelator and its conjugation to a model antibody.

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Synthesis Bioconjugation Thiol-reactive Reagents Site-selectively Modified Immunoconjugates PODS Maleimide-thiol-based Bioconjugations Aminophenyl Oxadiazole Thiol Methanol Diisopropylethylamine Iodomethane Boc-protected Carboxylic Acid Dichloromethane EDCI Aniline
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