Article · Wikipedia archive · Last revised Jul 13, 2026

Pentafluorophenyl esters

Pentafluorophenyl (PFP) esters are chemical compounds with the generic formula RC(O)OC6F5. They are active esters derived from pentafluorophenol (HOC6F5).

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Jul 13, 2026
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Generic structure of a pentafluorophenyl ester source ↗

Pentafluorophenyl (PFP) esters are chemical compounds with the generic formula RC(O)OC6F5. They are active esters derived from pentafluorophenol (HOC6F5).

PFP esters are useful for attaching fluorophores such as fluorescein1 or haptens2 to primary amines in biomolecules. They also are valuable in laboratory peptide synthesis. Pentafluorophenyl esters produce amide bonds as effectively as succinimidyl esters and various similar agents do, but PFP esters are particularly useful because they are less susceptible to spontaneous hydrolysis during conjugation reactions.3

Scheme of pentafluorophenylester formation of 6-carboxyfluoroscein source ↗
References

References

  1. Hanai, T.; Hatano, H. (1996). Advances in Liquid Chromatography: 35 Years of Column Liquid Chromatography. World Scientific Publication Co. ISBN 978-981-02-1906-2.
  2. Deck, M. B.; Sjölin, P.; Unanue, E. R.; Kihlberg, J. (1999). "MHC-Restricted, Glycopeptide-Specific T Cells Show Specificity for Both Carbohydrate and Peptide Residues" (PDF). The Journal of Immunology. 162 (8): 4740–4744. doi:10.4049/jimmunol.162.8.4740. PMID 10202015.
  3. Katz, J. (1998-12-15). "Advances in Peptide Coupling" (PDF). Harvard University.