Water-soluble, deep-red fluorescent squaraine rotaxanes

Org Biomol Chem. 2012 Aug 14;10(30):5769-73. doi: 10.1039/c2ob06783h. Epub 2011 Dec 8.

Abstract

Eight fluorescent squaraine rotaxanes with deep-red absorption/emission wavelengths were prepared and assessed for chemical stability and suitability as water-soluble, fluorescent tracers. The most stable squaraine rotaxanes have four large stopper groups attached to the ends of the encapsulated squaraine, and two members of this structural class have promise as highly fluorescent tracers with rapid renal clearance and very low tissue uptake in living mice.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Absorption
  • Animals
  • Biological Transport
  • Cyclobutanes / chemistry*
  • Cyclobutanes / metabolism
  • Fluorescent Dyes / chemistry*
  • Fluorescent Dyes / metabolism
  • Mice
  • Models, Molecular
  • Molecular Conformation
  • Phenols / chemistry*
  • Phenols / metabolism
  • Rotaxanes / chemistry*
  • Rotaxanes / metabolism
  • Solubility
  • Water / chemistry*

Substances

  • Cyclobutanes
  • Fluorescent Dyes
  • Phenols
  • Rotaxanes
  • squaraine
  • Water