title: Methoxy-substituted TQEN family of fluorescent zinc sensors.
abstract: Two methoxy-substituted TQEN (N,N,N',N'-tetrakis(2-quinolylmethyl)ethylenediamine) derivatives, T(MQ)EN (N,N,N',N'-tetrakis(6-methoxy-2-quinolylmethyl)ethylenediamine) and T(TMQ)EN (N,N,N',N'-tetrakis(5,6,7-trimethoxy-2-quinolylmethyl)ethylenediamine), have been prepared, and their fluorescence properties with respect to Zn2+ coordination were investigated. Introduction of a methoxy substituent at 6-position of the quinoline ring enhances the fluorescence intensity by 10-fold, and the three methoxy substituents in the 5,6,7-positions afford significant enhancement of the long-wavelength component of the fluorescence of zinc complex. The substituents did not alter the binding affinity of these compounds toward zinc ion significantly. T(MQ)EN was proved to be effective in detection of zinc ion in cells by fluorescent microscopy.
authors.affiliation: KYOUSEI Science Center, Division of Material Science, and Department of Biological Sciences, 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: Motoko
authors.initials: M
authors.lastname: Wakamatsu
authors.forename: Ayano
authors.initials: A
authors.lastname: Kawamura
authors.forename: Natsuko
authors.initials: N
authors.lastname: Yamanaka
authors.forename: Shigenobu
authors.initials: S
authors.lastname: Yano
authors.forename: Akira
authors.initials: A
authors.lastname: Odani
authors.forename: Kazuko
authors.initials: K
authors.lastname: Morihiro
authors.forename: Satoshi
authors.initials: S
authors.lastname: Tamotsu
mesh_terms: D000818:Animals; D002460:Cell Line; D018360:Crystallography, X-Ray; D005029:Ethylenediamines / Q000737:chemistry*; D006863:Hydrogen-Ion Concentration; D007477:Ions / Q000737:chemistry; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D011804:Quinolines / Q000737:chemistry*; D051381:Rats; D013050:Spectrometry, Fluorescence; D015032:Zinc
chemical_list: D005029:Ethylenediamines; D007477:Ions; D008024:Ligands; D009942:Organometallic Compounds; D011804:Quinolines; C031234:ethylenediamine; D015032:Zinc