Wide-range protein photo-crosslinking achieved by a genetically encoded N(ε)-(benzyloxycarbonyl)lysine derivative with a diazirinyl moiety

Mol Biosyst. 2012 Apr;8(4):1131-5. doi: 10.1039/c2mb05321g. Epub 2012 Feb 1.

Abstract

A derivative of N(ε)-benzyloxycarbonyl-L-lysine with a photo-reactive diazirinyl group, N(ε)-[((4-(3-(trifluoromethyl)-3H-diazirin-3-yl)benzyl)oxy)carbonyl]-L-lysine, was site-specifically incorporated into target proteins in mammalian cells. The incorporated photo-crosslinker is able to react not only with residues as distant as about 15 Å but also with those in closer proximity, thus enabling "wide-range" photo-crosslinking of proteins.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Adaptor Proteins, Signal Transducing / genetics
  • Adaptor Proteins, Signal Transducing / metabolism
  • Animals
  • Azirines / chemistry*
  • Benzophenones / chemistry
  • CHO Cells
  • Cricetinae
  • Cross-Linking Reagents
  • HEK293 Cells
  • Humans
  • Lysine / analogs & derivatives*
  • Lysine / chemistry
  • Phenylalanine / analogs & derivatives*
  • Phenylalanine / chemistry
  • Protein Conformation

Substances

  • 4-benzoylphenylalanine
  • Adaptor Proteins, Signal Transducing
  • Azirines
  • Benzophenones
  • Cross-Linking Reagents
  • N(epsilon)-(benzyloxycarbonyl)lysine
  • Phenylalanine
  • 3-(4-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenyl)alanine
  • Lysine