Methoxy-substituted TQEN family of fluorescent zinc sensors.
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.
Mikata
Yuji
Y
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
Wakamatsu
Motoko
M
Kawamura
Ayano
A
Yamanaka
Natsuko
N
Yano
Shigenobu
S
Odani
Akira
A
Morihiro
Kazuko
K
Tamotsu
Satoshi
S
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
D005029:Ethylenediamines; D007477:Ions; D008024:Ligands; D009942:Organometallic Compounds; D011804:Quinolines; C031234:ethylenediamine; D015032:Zinc