Pyrene-appended alpha-cyclodextrin as a fluorescent pH probe responding to a wide range.
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.
Suzuki
Iwao
I
Graduate School of Pharmaceutical Sciences, Tohoku University, Sendai, Japan.
Ui
Mihoko
M
Yamauchi
Akiyo
A
D003959:Diamines / Q000737:chemistry; D005456:Fluorescent Dyes / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D011721:Pyrenes / Q000737:chemistry*; D047391:alpha-Cyclodextrins / Q000737:chemistry*
D003959:Diamines; D005456:Fluorescent Dyes; D011721:Pyrenes; D047391:alpha-Cyclodextrins; C030984:pyrene; C009475:trimethylenediamine; C032613:alpha-cyclodextrin