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Updated: Jul 7, 2026

Synthesis and Bioconjugation of Thiol-Reactive Reagents for the Creation of Site-Selectively Modified Immunoconjugates
Published on: March 6, 2019
Modifying the glycosidic linkage in digitoxin analogs provides selective cytotoxins
Joseph M Langenhan1, Jeffery M Engle, Lauren K Slevin
1Department of Chemistry, Seattle University, 901 12th Avenue, Seattle, WA 98122, USA. langenha@seattleu.edu
Abstract:
A chemoselective reaction between oxyamines and unprotected, unactivated reducing sugars was used to construct for the first time a panel of linkage-diversified neoglycosides. This panel of digitoxin analogs included potent and selective tumor cytotoxins; cytotoxicity was dependent on the structure of the glycosidic linkage. These results validate linkage diversification through neoglycosylation as a unique and simple strategy to powerfully complement existing methods for the optimization of glycoconjugates.
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