Fluorescent live-cell imaging of metabolically incorporated unnatural cyclopropene-mannosamine derivatives

Chembiochem. 2013 Jan 21;14(2):205-208. doi: 10.1002/cbic.201200719. Epub 2013 Jan 4.

Abstract

Sugar coated: We recently developed methylcyclopropenes as low-molecular-weight tetrazine coupling partners. Here, we demonstrate that methylcyclopropenes can meet the stringent steric demands required for metabolic imaging of unnatural mannosamines on live cells. Using sequential azide-alkyne chemistry, we also demonstrate multicolor imaging of two different metabolically incorporated unnatural sugars.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry
  • Azides / chemistry
  • Cell Line
  • Cell Survival
  • Click Chemistry
  • Cycloaddition Reaction
  • Cyclopropanes / chemistry*
  • Fluorescent Dyes / chemistry*
  • Hexosamines / analysis*
  • Humans
  • Microscopy, Confocal

Substances

  • Alkynes
  • Azides
  • Cyclopropanes
  • Fluorescent Dyes
  • Hexosamines
  • mannosamine
  • cyclopropene