FerriNaphth: a fluorescent chemodosimeter for redox active metal ions.
FerriNaphth, a fluorescent chemodosimeter for Fe(III), has been prepared and characterized. The probe consists of a catechol ligand linked to a naphthalimide fluorophore by an aniline nitrogen linker. Upon exposure to Fe(III), the aminocatechol of FerriNaphth is oxidized to the corresponding quinone, which in its imine-one tautomer, is hydrolyzed to liberate a fluorescent aminonaphthalimide derivative. The fluorescence behavior is consistent with oxidation being promoted by metal coordination.
Jackson
Randy K
RK
Department of Chemistry, University of Connecticut, Storrs, CT 06269-3060, USA.
Shi
Yu
Y
Yao
Xudong
X
Burdette
Shawn C
SC
D002396:Catechols / Q000737:chemistry; D005290:Ferric Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D007477:Ions / Q000737:chemistry*; D008670:Metals / Q000737:chemistry*; D053644:Naphthalimides / Q000737:chemistry; D010084:Oxidation-Reduction; D013050:Spectrometry, Fluorescence
D002396:Catechols; D005290:Ferric Compounds; D005456:Fluorescent Dyes; D007477:Ions; D008670:Metals; D053644:Naphthalimides; C034221:catechol