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Fast protein modification in the nanomolar concentration range using an oxalyl amide as latent thioester

05 April 2022, Version 1
Working Paper
This content is an early or alternative research output and has not been peer-reviewed by Cambridge University Press at the time of posting.

Abstract

We show that latent oxalyl thioester surrogates are a powerful means to modify peptides and proteins in highly dilute conditions in purified aqueous media or in mixtures as complex as cell lysates. Designed to be shelf-stable reagents, they can be activated on-demand for enabling ligation reactions down to peptide concentrations as low as a few hundreds nM at rates approaching 30 M-1 s-1.

Keywords

non-native ligation
thioester
protein modification
N S-acyl shift systems
latency

Supplementary materials

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Title
Fast protein modification in the nanomolar concentration range using an oxalyl amide as latent thioester_SI
Description
The Supporting Information details experimental procedures, data fitting and characterization for all organic compounds, peptides and proteins. The X-ray crystallographic coordinates for the structures reported in this study have been deposited at the Cambridge Crystallograph-ic Data Centre (CCDC) under deposition number CCDC 2164270. These data can be obtained free of charge from the Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
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Now Published

Fast Protein Modification in the Nanomolar Concentration Range Using an Oxalyl Amide as Latent Thioester** [opens in a new tab]
Benoît Snella, Benjamin Grain, Jérôme Vicogne, Frédéric Capet, Birgit Wiltschi, Oleg Melnyk, Vangelis Agouridas journal article
Angewandte Chemie International Edition , Volume 61, Issue 29
Online publication date: May 31, 2022

Version History

Apr 05, 2022 Version 1

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The content is available under CC BY NC ND 4.0 [opens in a new tab]

DOI

10.26434/chemrxiv-2022-zrnsx
D O I: 10.26434/chemrxiv-2022-zrnsx [opens in a new tab]

Funding

ANR
ANR-21-CE44-0031
I-SITE Lille
R-PILOTE-19-0008-Molecular
Austrian Science Fund
FWF I 5800-N

Author’s competing interest statement

The author(s) have declared they have no conflict of interest with regard to this content

Ethics

The author(s) declare that they have sought and gained approval from the relevant ethics committee/IRB for this research and its publication.

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