A thiol-reactive fluorescence probe based on donor-excited photoinduced electron transfer: key role of ortho substitution.
We designed and synthesized a novel thiol-reactive fluorescence probe based on the BODIPY fluorophore. The fluorescence of this probe is strongly quenched by donor-excited photoinduced electron transfer (d-PeT) from BODIPY to maleimide, but after reaction with thiol, the fluorescence of BODIPY is restored, affording a 350-fold intensity increase.
Matsumoto
Takuya
T
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Tokyo 113-0033 Japan.
Urano
Yasuteru
Y
Shoda
Takuji
T
Kojima
Hirotatsu
H
Nagano
Tetsuo
T
D001896:Boron Compounds / Q000737:chemistry; D004583:Electrons; D005456:Fluorescent Dyes / Q000737:chemistry*; D008301:Maleimides / Q000737:chemistry; D015335:Molecular Probes / Q000138:chemical synthesis*; D013438:Sulfhydryl Compounds / Q000032:analysis*
C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D005456:Fluorescent Dyes; D008301:Maleimides; D015335:Molecular Probes; D013438:Sulfhydryl Compounds; C043592:maleimide