Development of a bioorthogonal and highly efficient conjugation method for quantum dots using tetrazine-norbornene cycloaddition

J Am Chem Soc. 2010 Jun 16;132(23):7838-9. doi: 10.1021/ja101677r.

Abstract

We present a bioorthogonal and modular conjugation method for efficient coupling of organic dyes and biomolecules to quantum dots (QDs) using a norbornene-tetrazine cycloaddition. The use of noncoordinating functional groups combined with the rapid rate of the cycloaddition leads to highly efficient conjugation. We have applied this method to the in situ targeting of norbornene-coated QDs to live cancer cells labeled with tetrazine-modified proteins.

Publication types

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

MeSH terms

  • Cell Line, Tumor
  • Cell Survival
  • ErbB Receptors / metabolism
  • Fluorescent Dyes / chemistry
  • Fluorescent Dyes / metabolism
  • Heterocyclic Compounds, 1-Ring / chemistry*
  • Humans
  • Molecular Imaging
  • Norbornanes / chemistry*
  • Quantum Dots*

Substances

  • Fluorescent Dyes
  • Heterocyclic Compounds, 1-Ring
  • Norbornanes
  • ErbB Receptors