A clickable probe for versatile characterization of S-nitrosothiols

S-nitrosation of cysteine thiols (SNOs), commonly referred to as S-nitrosylation, is a cysteine oxoform that plays an important role in cellular signaling and impacts protein function and stability. Direct labeling of SNOs in cells with the flexibility to perform a wide range of cellular and biochem...

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Bibliographic Details
Published in:Redox biology 2020-10, Vol.37, p.101707-101707, Article 101707
Main Authors: Clements, Jenna L., Pohl, Franziska, Muthupandi, Pandi, Rogers, Stephen C., Mao, Jack, Doctor, Allan, Birman, Vladimir B., Held, Jason M.
Format: Article
Language:English
Subjects:
Click chemistry
Phosphine
Probe
Research Paper
s-nitrosation
s-nitrosothiol
s-nitrosylation
SNO
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Summary:S-nitrosation of cysteine thiols (SNOs), commonly referred to as S-nitrosylation, is a cysteine oxoform that plays an important role in cellular signaling and impacts protein function and stability. Direct labeling of SNOs in cells with the flexibility to perform a wide range of cellular and biochemical assays remains a bottleneck as all SNO-targeted probes to date employ a single analytical modality such as biotin or a specific fluorophore. We therefore developed a clickable, alkyne-containing SNO probe ‘PBZyn’ based on the o-phosphino-benzoyl group warhead that enables multi-modal analysis via click conjugation. We demonstrate the utility of PBZyn to assay SNOs using in situ cellular imaging, protein blotting and affinity purification, as well as mass spectrometry. The flexible PBZyn probe will greatly facilitate investigation into the regulation of SNOs.
ISSN:2213-2317
2213-2317
DOI:10.1016/j.redox.2020.101707