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Open AccessReview

Thiyl Radical Reactions in the Chemical Degradation of Pharmaceutical Proteins

Department of Pharmaceutical Chemistry, University of Kansas, 2093 Constant Avenue, Lawrence, KS 66047, USA
Molecules 2019, 24(23), 4357; https://doi.org/10.3390/molecules24234357
Received: 9 October 2019 / Revised: 16 November 2019 / Accepted: 18 November 2019 / Published: 28 November 2019
(This article belongs to the Special Issue Biomimetic Radical Chemistry and Applications)
Free radical pathways play a major role in the degradation of protein pharmaceuticals. Inspired by biochemical reactions carried out by thiyl radicals in various enzymatic processes, this review focuses on the role of thiyl radicals in pharmaceutical protein degradation through hydrogen atom transfer, electron transfer, and addition reactions. These processes can lead to the epimerization of amino acids, as well as the formation of various cleavage products and cross-links. Examples are presented for human insulin, human and mouse growth hormone, and monoclonal antibodies. View Full-Text
Keywords: protein stability; therapeutic proteins; thiyl radicals; oxidation; fragmentation; cross-link protein stability; therapeutic proteins; thiyl radicals; oxidation; fragmentation; cross-link
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MDPI and ACS Style

Schöneich, C. Thiyl Radical Reactions in the Chemical Degradation of Pharmaceutical Proteins. Molecules 2019, 24, 4357.

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