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N-Terminal speciation for native chemical ligation

Maguire, Oliver R.; Zhu, Jiayun; Brittain, William D.G.; Hudson, Alexander S.; Cobb, Steven L.; O’Donoghue, AnnMarie C.

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Authors

Oliver R. Maguire

Jiayun Zhu

Alexander S. Hudson



Abstract

Native chemical ligation (NCL) enables the chemical synthesis of peptides via reactions between N-terminal thiolates and C-terminal thioesters under mild, aqueous conditions at pH 7–8. Here we demonstrate quantitatively how thiol speciation at N-terminal cysteines and analogues varies significantly depending upon structure at typical pH values used in NCL.

Citation

Maguire, O. R., Zhu, J., Brittain, W. D., Hudson, A. S., Cobb, S. L., & O’Donoghue, A. C. (2020). N-Terminal speciation for native chemical ligation. Chemical Communications, 56(45), 6114-6117. https://doi.org/10.1039/d0cc01604g

Journal Article Type Article
Acceptance Date Apr 21, 2020
Online Publication Date Apr 23, 2020
Publication Date 2020-06
Deposit Date Jun 10, 2020
Publicly Available Date Jun 10, 2020
Journal Chemical Communications
Print ISSN 1359-7345
Electronic ISSN 1364-548X
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 56
Issue 45
Pages 6114-6117
DOI https://doi.org/10.1039/d0cc01604g
Public URL https://durham-repository.worktribe.com/output/1269016

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