title: Synthesis of naphthalenediimide having two beta-cyclodextrins at both of its substituent termini.
abstract: Naphthalenediimide (1) carrying two beta-cyclodextrins (beta CDs) was successfully synthesized by click chemistry between pentynylnaphthalenediimide and azido beta CD. Absorption spectra of 1 showed hypochromic and red shifts upon addition of sonicated calf thymus DNA as a double stranded DNA. Kinetic studies showed its slow association with and dissociation from calf thymus DNA. These results suggested that 1 can bind to double stranded DNA by the threading mode, where one of the beta CD is required to go through adjacent base pairs of double stranded DNA. If this is proven, beta CD is one of the largest groups ever reported which can go through a DNA duplex for threading.
authors.affiliation: Department of Applied Chemistry, Kyushu Institute of Technology, Kitakyushu 804-8550, Japan.
authors.forename: Keiichi
authors.initials: K
authors.lastname: Ohtsuka
authors.forename: Shinobu
authors.initials: S
authors.lastname: Sato
authors.forename: Sadayoshi
authors.initials: S
authors.lastname: Watanabe
authors.forename: Kohei
authors.initials: K
authors.lastname: Komizo
authors.forename: Shigeori
authors.initials: S
authors.lastname: Takenaka
mesh_terms: D002851:Chromatography, High Pressure Liquid; D003505:Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry; D004247:DNA / Q000737:chemistry; D007094:Imides / Q000138:chemical synthesis* / Q000737:chemistry; D007364:Intercalating Agents / Q000138:chemical synthesis* / Q000737:chemistry; D007700:Kinetics; D047392:beta-Cyclodextrins / Q000737:chemistry*
chemical_list: D003505:Cyclodextrins; D007094:Imides; D007364:Intercalating Agents; D047392:beta-Cyclodextrins; D004247:DNA; C427203:calf thymus DNA