title: Exhaustive syntheses of naphthofluoresceins and their functions.
abstract: Naphthofluorescein and/or seminaphthofluorescein derivatives possessing the additional benzene units to one or both sides of fluorescein were exhaustively constructed through Friedel-Crafts type reactions between corresponding aroylbenzoic acids and dihydroxynaphthalenes. Compound 4 works as a one-dye pH indicator, which shows red in strong acid condition and blue in basic solution. Compound 23 (diacetate of compound 4) shows good transitivity to the HEK 293 cells and acts as a fluorescent pigment for the living cell imaging. Compounds 5, 6, and 9 show fluorescent emission in the NIR region (>700 nm) and imply the potentialities of NIR fluorescent probes.
authors.affiliation: Graduate School of Life and Environmental Sciences, Kyoto Prefectural University Shimogamo, Sakyo-ku Kyoto 606-8522, Japan.
authors.forename: Eriko
authors.initials: E
authors.lastname: Azuma
authors.forename: Naoko
authors.initials: N
authors.lastname: Nakamura
authors.forename: Kouji
authors.initials: K
authors.lastname: Kuramochi
authors.forename: Takahiro
authors.initials: T
authors.lastname: Sasamori
authors.forename: Norihiro
authors.initials: N
authors.lastname: Tokitoh
authors.forename: Ikuko
authors.initials: I
authors.lastname: Sagami
authors.forename: Kazunori
authors.initials: K
authors.lastname: Tsubaki
mesh_terms: D002460:Cell Line; D004396:Coloring Agents / Q000737:chemistry*; D005452:Fluoresceins / Q000138:chemical synthesis* / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry; D057809:HEK293 Cells; D006801:Humans; D007202:Indicators and Reagents / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D004396:Coloring Agents; D005452:Fluoresceins; D005456:Fluorescent Dyes; D007202:Indicators and Reagents; C401959:seminaphthofluorescein