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Total Synthesis of Glycosylated Human Interferon-γ

Xiaoyi Wang, Anneliese S. Ashhurst, Luke J. Dowman, Emma E. Watson, Henry Y. Li, Antony J. Fairbanks, Mark Larance, Ann H. Kwan, Richard J. Payne

2020Organic Letters28 citationsDOI

Abstract

Interferon-γ (IFN-γ) is a glycoprotein that is responsible for orchestrating numerous critical immune induction and modulation processes and is used clinically for the treatment of a number of diseases. Herein, we describe the total chemical synthesis of homogeneously glycosylated variants of human IFN-γ using a tandem diselenide-selenoester ligation-deselenization strategy in the C- to N-terminal direction. The synthetic glycoproteins were successfully folded, and the structures and antiviral functions were assessed.

Topics & Concepts

ChemistryGlycoproteinInterferonDiselenideGlycosylationImmune systemBiochemistryComputational biologyVirologyImmunologyBiologyOrganic chemistrySeleniumClick Chemistry and ApplicationsCarbohydrate Chemistry and SynthesisChemical Synthesis and Analysis
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