Environment-sensitive fluorophore emitting in protic environments.
The unusual fluorescence properties of 8-methoxy-4-methyl-2H-benzo[g]chromen-2-one (1) are described. The fluorophore 1 is almost nonfluorescent in aprotic solvent (e.g., fluorescence quantum yield Phi(f) < 0.0003 in n-hexane), whereas it strongly fluoresces at long wavelengths (>450 nm) in protic solvent (e.g., Phi(f) = 0.21 in methanol). The fluorophore 1 also shows good applicability in developing a new fluorogenic (fluorescent "off-on") sensor. [structure: see text]
Uchiyama
Seiichi
S
Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. seiichi@mol.f.u-tokyo.ac.jp
Takehira
Kazuyuki
K
Yoshihara
Toshitada
T
Tobita
Seiji
S
Ohwada
Tomohiko
T
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002867:Chromones / Q000737:chemistry*; D005453:Fluorescence; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D000432:Methanol / Q000737:chemistry; D011522:Protons; D012997:Solvents
C522317:8-methoxy-4-methyl-2H-benzo(g)chromen-2-one; D002867:Chromones; D005456:Fluorescent Dyes; D011522:Protons; D012997:Solvents; D000432:Methanol