Selective labeling of polypeptides using protein farnesyltransferase via rapid oxime ligation

Chem Commun (Camb). 2010 Dec 21;46(47):8998-9000. doi: 10.1039/c0cc03305g. Epub 2010 Oct 22.

Abstract

An aldehyde-containing alternative substrate for protein farnesyltransferase was prepared and shown to be enzymatically incorporated into a peptide and a protein. The protein was subsequently immobilized onto aminooxy-functionalized agarose beads or labeled with a fluorophore. This method for protein modification provides an alternative to the commonly employed Cu(I)-catalyzed click reaction.

MeSH terms

  • Aldehydes / chemistry
  • Alkyl and Aryl Transferases / metabolism*
  • Biocatalysis
  • Copper / chemistry*
  • Oximes / chemistry*
  • Peptides / chemistry*
  • Spectrometry, Mass, Electrospray Ionization

Substances

  • Aldehydes
  • Oximes
  • Peptides
  • Copper
  • Alkyl and Aryl Transferases
  • p21(ras) farnesyl-protein transferase