title: Syntheses of D-Glucose Derivatives Emitting Blue Fluorescence through Pd-Catalyzed C-N Coupling.
abstract: Green fluorescence-emitting D-glucose derivatives such as 2-NBDG have been effectively used to monitor D-glucose uptake through glucose transporters GLUTs at the single cell level. By contrast, GLUT-permeable D-glucose derivatives emitting blue fluorescence have been long awaited. A glucose tracer, 2-deoxy-2-(2-oxo-2H-chromen-7-yl)amino-D-glucose (CDG) (1), together with related compounds have been synthesized by Pd-catalyzed C-N coupling. Of these, CDG (1) is a promising blue fluorescence-emitting candidate molecule that may enter into mammalian cells through GLUTs.
authors.affiliation: Peptide Institute, Inc., Saito Research Center , Ibaraki, Osaka 567-0085, Japan.
authors.forename: Yuji
authors.initials: Y
authors.lastname: Otsuka
authors.affiliation: Department of Physiology, Hirosaki University Graduate School of Medicine , Hirosaki, Aomori 036-8562, Japan.
authors.forename: Ayako
authors.initials: A
authors.lastname: Sasaki
authors.affiliation: Peptide Institute, Inc., Saito Research Center , Ibaraki, Osaka 567-0085, Japan.
authors.forename: Tadashi
authors.initials: T
authors.lastname: Teshima
authors.affiliation: Department of Physiology, Hirosaki University Graduate School of Medicine , Hirosaki, Aomori 036-8562, Japan.
authors.forename: Katsuya
authors.initials: K
authors.lastname: Yamada
authors.affiliation: Peptide Institute, Inc., Saito Research Center , Ibaraki, Osaka 567-0085, Japan.|Graduate School of Science, Osaka University , Toyonaka, Osaka 560-0043, Japan.
authors.forename: Toshihiro
authors.initials: T
authors.lastname: Yamamoto
mesh_terms: D009327:4-Chloro-7-nitrobenzofurazan / Q000031:analogs & derivatives / Q000737:chemistry; D000818:Animals; D003847:Deoxyglucose / Q000031:analogs & derivatives / Q000737:chemistry; D005453:Fluorescence; D005947:Glucose / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
chemical_list: D010165:Palladium; D003847:Deoxyglucose; D009327:4-Chloro-7-nitrobenzofurazan; D005947:Glucose; C098340:2-(N-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)amino)-2-deoxyglucose