:Pentafluorophenyl esters
{{Short description|Class of chemical compounds}}
File:Pentafluorophenylester.svg
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 fluorescein{{cite book |author1=Hanai, T. |author2=Hatano, H. |title= Advances in Liquid Chromatography: 35 Years of Column Liquid Chromatography |publisher= World Scientific Publication Co. |year= 1996 |isbn= 978-981-02-1906-2}} or haptens{{cite journal |author1=Deck, M. B. |author2=Sjölin, P. |author3=Unanue, E. R. |author4=Kihlberg, J. |title= MHC-Restricted, Glycopeptide-Specific T Cells Show Specificity for Both Carbohydrate and Peptide Residues |journal= The Journal of Immunology |year= 1999 |volume= 162 |issue= 8 |pages= 4740–4744 |doi=10.4049/jimmunol.162.8.4740 |pmid= 10202015 |url= http://www.jimmunol.org/content/162/8/4740.full.pdf }} 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.{{cite web |author= Katz, J. |url= http://evans.harvard.edu/pdf/smnr_1999-2000_katz_jeff.pdf |title= Advances in Peptide Coupling |publisher= Harvard University |date= 1998-12-15}}{{Dead link|date=May 2020 |bot=InternetArchiveBot |fix-attempted=yes }}
File:Pentafluorophenylester formation of 6-carboxyfluoroscein.svg
