Site-specific PEGylation of proteins containing unnatural amino acids

Bioorg Med Chem Lett. 2004 Dec 6;14(23):5743-5. doi: 10.1016/j.bmcl.2004.09.059.

Abstract

Here, we report a generally applicable PEGylation methodology based on the site-specific incorporation of para-azidophenylalanine into proteins in yeast. The azido group was used in a mild [3+2] cycloaddition reaction with an alkyne derivatized PEG reagent to afford selectively PEGylated protein. This strategy should be useful for the generation of selectively PEGylated proteins for therapeutic applications.

Publication types

  • Comparative Study
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Amino Acids / chemistry
  • Amino Acids / metabolism*
  • Humans
  • Polyethylene Glycols / chemistry
  • Polyethylene Glycols / metabolism*
  • Protein Binding / physiology
  • Superoxide Dismutase / chemistry
  • Superoxide Dismutase / metabolism*

Substances

  • Amino Acids
  • Polyethylene Glycols
  • Superoxide Dismutase