title: Methoxyquinoline-diethylenetriamine conjugate as a fluorescent zinc sensor.
abstract: A 6-methoxyquinoline conjugated diethylenetriamine derivative, N,N''-bis(6-methoxy-2-quinolylmethyl)diethylenetriamine (6-MeOBQDIEN) has been synthesized and its fluorescent response toward zinc ion was investigated. In the presence of zinc ion, 6-MeOBQDIEN exhibits fluorescence (λ(ex) = 329 nm, λ(em) = 418 nm, φ = 0.039). The fluorescent intensity of the zinc complex of the compound is two times higher than the parent BQDIEN (φ = 0.021) under the same conditions. The crystal structure of 6-MeOBQDIEN-Zn complex shows that all five nitrogen atoms participate to the metal coordination in a distorted square-pyramidal geometry (τ = 0.145) with the aliphatic nitrogen in an apical position. Fluorescent microscopic analysis using 6-MeOBQDIEN reveals the zinc ion concentration change in living cells.
authors.affiliation: KYOUSEI Science Center, Nara Women's University, Nara, 630-8506, Japan. mikata@cc.nara-wu.ac.jp
authors.forename: Yuji
authors.initials: Y
authors.lastname: Mikata
authors.forename: Azusa
authors.initials: A
authors.lastname: Yamashita
authors.forename: Keiko
authors.initials: K
authors.lastname: Kawata
authors.forename: Hideo
authors.initials: H
authors.lastname: Konno
authors.forename: Saori
authors.initials: S
authors.lastname: Itami
authors.forename: Keiko
authors.initials: K
authors.lastname: Yasuda
authors.forename: Satoshi
authors.initials: S
authors.lastname: Tamotsu
mesh_terms: D000818:Animals; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D006863:Hydrogen-Ion Concentration; D008968:Molecular Conformation; D011073:Polyamines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D011804:Quinolines / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D051381:Rats; D013056:Spectrophotometry, Ultraviolet; D015032:Zinc / Q000737:chemistry*
chemical_list: C560105:N,N''-bis(6-methoxy-2-quinolylmethyl)diethylenetriamine; D011073:Polyamines; D011804:Quinolines; C005391:diethylenetriamine; C015986:6-methoxyquinoline; D015032:Zinc