Dalton Transactions (Print Edition) 2011-05-14

Methoxyquinoline-diethylenetriamine conjugate as a fluorescent zinc sensor.

Yuji Mikata, Azusa Yamashita, Keiko Kawata, Hideo Konno, Saori Itami, Keiko Yasuda, Satoshi Tamotsu

Index: Dalton Trans. 40(18) , 4976-81, (2011)

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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.