Nonspecific protein labeling of photoaffinity linkers correlates with their molecular shapes in living cells

Chem Commun (Camb). 2016 Apr 30;52(34):5828-31. doi: 10.1039/c6cc01426g. Epub 2016 Apr 4.

Abstract

Herein we report molecular shape-dependent nonspecific labeling of photoaffinity linkers (PLs) in the cellular proteome. Linear PLs have a greater tendency to engage in nonspecific binding than branched PLs. Exploiting this property, we discovered a smaller branched diazirine-based PL as the best photoaffinity probe with minimal nonspecific binding characteristics from among 5 probes with different PLs.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzophenones / chemistry*
  • Click Chemistry
  • Diazomethane / analogs & derivatives*
  • Diazomethane / chemistry*
  • Electrophoresis, Gel, Two-Dimensional
  • HeLa Cells
  • Humans
  • L-Lactate Dehydrogenase / analysis
  • Molecular Structure
  • Photoaffinity Labels / chemistry*
  • Tubulin / analysis*

Substances

  • Benzophenones
  • Photoaffinity Labels
  • Tubulin
  • Diazomethane
  • L-Lactate Dehydrogenase