CPO-pentafluorophenol

CAS 2499715-43-2, Cat. No EN300-37435118

Protein modification reagent

CPO-PFP is an invaluable reagent for targeted protein modification and other versatile applications. This easy-to-handle, stable white solid is soluble in water, making it convenient to work with. Under mild conditions, the reaction with CPO-PFP yields stable derivatives of 1,4-thiazepan-5-one with excellent efficiency. It displays remarkable selectivity for N-terminal cysteine residues, allowing modification even in the presence of internal cysteine residues on the same protein, other proteins, biological thiols, and nucleophilic reagents like DTT. Furthermore, CPO-PFP serves as a universal precursor, enabling the synthesis of CPO-primary amides.

Synonyms: 2,3,4,5,6-pentafluorophenyl 4-(3-oxocycloprop-1-en-1-yl) butanoate, CPO-PFP

Selected publication

1. Platform for Orthogonal N-Cysteine-Specific Protein Modification Enabled by Cyclopropenone Reagents.

Istrate A.; Geeson M. B.; Navo C. D.; Sousa B. B.; Marques M. C.; Taylor R. J. et al. J Am Chem Soc 2022, 144 (23), 10396–10406. DOI: 10.1021/jacs.2c02185

2. Strategies and Challenges for the next Generation of Antibody–Drug Conjugates.

Beck A.; Goetsch L.; Dumontet C.; Corvaïa N. Nat Rev Drug Discovery 2017, 16 (5), 315–337. DOI: 10.1038/nrd.2016.268