Thiazine formation: the elucidation of a thiol-maleimide side-reaction

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Thiazine formation: the elucidation of a thiol-maleimide side-reaction

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Understanding the side reactions in peptide chemistry is of the utmost importance in the production of peptides as active pharmaceutical ingredients, as they can complicate the purification, characterization, and storage of peptides.  The formation of thiazine is a side reaction of the thiol-maleimide reaction which is used to add chemical labels onto biomolecules such as fluorescent dyes, radiolabels, polyethylene glycol moieties, and small molecules.  Learn more about our findings and how to prevent the formation of the thiazine impurity.  The exciting novel results are important when you work with peptides, peptide-dyes, conjugates and peptide-payload conjugates.



Matteo Villain
Matteo joined Bachem in 2004 as Director of Research. During his career at Bachem Americas he covered both the position of VP of R&D responsible for process development, and VP of Manufacturing responsible for commercial production. In his current position as VP of CMC Development, he supports Bachem customers in identifying the activities assuring a successful CMC development. Matteo holds a Doctorate in Chemistry and Pharmaceutical Technology from University of Milano, School of Pharmacy. 


Lael Cheung
Lael Cheung joined Bachem Americas in December 2019 as a Business Development Manager. He helps clients initiate and sustain GMP projects at various Bachem sites, focusing on peptide-related New Chemical Entities (NCEs). He obtained a BA in chemistry and biology from the University of Pennsylvania, followed by a PhD in organic chemistry from the University of California, Irvine. He is a co-author on several research publications and patents, most of which focus on bioconjugate chemistry and in vivo fluorescence imaging. Before joining Bachem, Lael worked at Bracco Research USA and LI-COR Biosciences, gaining experience in product development and market research. 

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