Synthesis of Next-Generation Maleimide Radical Labels

The synthesis and characterization of four new nitroxide-radical-containing next-generation maleimides are presented. Each new label has a single leaving group which is either a phenoxyl or bromide. The linker between the maleimide and the nitroxide-containing framework is either a racemic mixture o...

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Bibliographic Details
Published in:Synlett
Main Authors: Hajjaj, Bouchra, Shah, Anokhi, Bell, Stacey, Shirran, Sally, Botting, Catherine, Slawin, Alexandra, Hulme, Alison, Lovett, Janet
Format: Article in Journal/Newspaper
Language:English
Published: 2016
Subjects:
next-generation maleimide
succinimide
nitroxide spin label
radical
EPR spectroscopy
PRE NMR
cysteine labeling
site-directed spin labeling
Sperm whale
Online Access:https://research.manchester.ac.uk/en/publications/18f4ef9e-d664-4077-9135-e8164f141b00
https://doi.org/10.1055/s-0035-1562451
Description
Summary:The synthesis and characterization of four new nitroxide-radical-containing next-generation maleimides are presented. Each new label has a single leaving group which is either a phenoxyl or bromide. The linker between the maleimide and the nitroxide-containing framework is either a racemic mixture of a short chain or an achiral longer chain. These molecules have been designed to site-specifically label vicinal cysteines in proteins for magnetic resonance studies. The characterization of the final products includes crystallography and the labeling of sperm whale myoglobin protein.

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