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.

doi:10.1039/d0cc01604g

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.

Authors

Oliver R. Maguire

Jiayun Zhu

Dr Will Brittain william.d.brittain@durham.ac.uk
Assistant Professor

Alexander S. Hudson

Professor Steven Cobb s.l.cobb@durham.ac.uk
Professor

Professor Ann O'Donoghue annmarie.odonoghue@durham.ac.uk
Professor

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