Pyrene-appended alpha-cyclodextrin as a fluorescent pH probe responding to a wide range

Anal Sci. 2006 May;22(5):655-7. doi: 10.2116/analsci.22.655.

Abstract

Pyrene-appended alpha-cyclodextrin (3) in which a trimethylenediamine linker connected the pyrene residue to the alpha-cyclodextrin moiety showed pH-dependent fluorescence intensity changes. The fluorescence intensity was almost linearly changed within the pH range of 5 - 10. The unique fluorescence response of 3 to the pH was due not only to the favorable pK(a) values (pK(a1) = 6.4 and pK(a2) = 8.8), but also to the almost equal contributions of the amino groups to the pyrene's fluorescence quenching.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Diamines / chemistry
  • Fluorescent Dyes / chemistry*
  • Hydrogen-Ion Concentration
  • Magnetic Resonance Spectroscopy
  • Pyrenes / chemistry*
  • alpha-Cyclodextrins / chemistry*

Substances

  • Diamines
  • Fluorescent Dyes
  • Pyrenes
  • alpha-Cyclodextrins
  • pyrene
  • trimethylenediamine
  • alpha-cyclodextrin