N-Terminal speciation for native chemical ligation

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

doi:10.1039/d0cc01604g

N-Terminal speciation for native chemical ligation

Oliver R. Maguire, Jiayun Zhu, William D.G. Brittain, Alexander S. Hudson, Steven L. Cobb, Ann Marie C. O’Donoghue^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Native chemical ligation (NCL) enables the chemical synthesis of peptidesviareactions 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.

Original language	English
Pages (from-to)	6114-6117
Number of pages	4
Journal	Chemical Communications
Volume	56
Issue number	45
DOIs	https://doi.org/10.1039/d0cc01604g
Publication status	Published - 7 Jun 2020

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry 2020.

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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10.1039/d0cc01604g

Cite this

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abstract = "Native chemical ligation (NCL) enables the chemical synthesis of peptidesviareactions 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.",

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AU - Maguire, Oliver R.

AU - Zhu, Jiayun

AU - Brittain, William D.G.

AU - Hudson, Alexander S.

AU - Cobb, Steven L.

AU - O’Donoghue, Ann Marie C.

PY - 2020/6/7

Y1 - 2020/6/7

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AB - Native chemical ligation (NCL) enables the chemical synthesis of peptidesviareactions 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.

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JO - Chemical Communications

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N-Terminal speciation for native chemical ligation

Abstract

Bibliographical note

ASJC Scopus subject areas

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