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ID: ALA1139151

Journal: Bioorg Med Chem Lett

Title: Minor groove binder antibody conjugates employing a water soluble beta-glucuronide linker.

Authors: Jeffrey SC, Nguyen MT, Moser RF, Meyer DL, Miyamoto JB, Senter PD.

Abstract: The minor groove binder beta-glucuronide drug-linker 3 was constructed from amino CBI 1 and determined to be a substrate for Escherichia coli beta-glucuronidase (EC 3.2.1.31), resulting in facile drug release. Compound 3 was conjugated to mAbs cAC10 (anti-CD30) and h1F6 (anti-CD70) to give antibody-drug conjugates (ADCs) with potencies comparable to that of free drug 1. The ADCs were largely monomeric at intermediate loading levels (4-5drug/mAb), in contrast to highly aggregated p-aminobenzylcarbamate dipeptide-based ADCs of 1 previously reported. Significant levels of immunologic specificity were observed with cAC10-3 by comparing antigen positive versus negative cell lines and binding versus non-binding control ADCs. The water soluble beta-glucuronide linker is stable in plasma and effectively delivers drugs to target cells leading to potent cytotoxic activities.

CiteXplore: 17293111

DOI: 10.1016/j.bmcl.2007.01.071