N-Salicyloyltryptamine: An efficient fluorescent turn-on chemosensor for F- and AcO- based on an increase in the rigidity of the receptor

被引：11

作者：

Bao, Xiao-Ping ^{[1
]}

Zhou, Yu-Hui ^{[2
]}

Yu, Jin-Hua ^{[1
]}

机构：

[1] Guizhou Univ, Minist Educ, Key Lab Green Pesticide & Agr Bioengn, Ctr Res & Dev Fine Chem, Guiyang 550025, Peoples R China

[2] Guizhou Univ, Dept Chem, Guiyang 550025, Peoples R China

来源：

JOURNAL OF LUMINESCENCE | 2010年 / 130卷 / 03期

关键词：

N-salicyloyltryptamine; Anion receptor; Fluorescence; Turn-on; PHOTOINDUCED ELECTRON-TRANSFER; HYDROGEN-BONDING INTERACTIONS; ANION RECOGNITION; PROTON-TRANSFER; SIGNALING MECHANISM; FLUORIDE; PET; BINDING; INDOLE; THIOUREA;

D O I：

10.1016/j.jlumin.2009.10.002

中图分类号：

O43 [光学];

学科分类号：

070207 ; 0803 ;

摘要：

The binding abilities of N-salicyloyltryptamine for various anions were investigated by UV-vis, fluorescence and H-1 NMR titration spectra. The obtained results indicated that N-salicyloyltryptamine could selectively recognize biologically important F- and AcO- along with obvious changes in the absorption and emission spectra. Interestingly, addition of F- or AcO- to DMSO solution of N-salicloyltryptamine caused a notable blueshift and remarkable enhancement in its fluorescence emission spectra. (C) 2009 Elsevier B.V. All rights reserved.

引用

页码：392 / 398

页数：7

共 38 条

[1] N-Salicyloyltryptamine, a new anticonvulsant drug, acts on voltage-dependent Na+, Ca2+, and K+ ion channels [J].

Araújo, DAM ;

Mafra, RA ;

Rodrigues, ALP ;

Miguel-Silva, V ;

Beirao, PSL ;

de Almeida, RN ;

Quintans, L ;

de Souza, MFV ;

Cruz, JS .

BRITISH JOURNAL OF PHARMACOLOGY, 2003, 140 (07) :1331-1339

[2] Isophthalamides and 2,6-dicarboxamidopyridines with pendant indole groups: a 'twisted' binding mode for selective fluoride recognition [J].

Bates, Gareth W. ;

Gale, Philip A. ;

Light, Mark E. .

CHEMICAL COMMUNICATIONS, 2007, (21) :2121-2123

[3]

Beer PD, 2001, ANGEW CHEM INT EDIT, V40, P486, DOI 10.1002/1521-3773(20010202)40:3<486::AID-ANIE486>3.0.CO

[4]

2-P

[5] Nature of urea-fluoride interaction:: Incipient and definitive proton transfer [J].

Boiocchi, M ;

Del Boca, L ;

Gómez, DE ;

Fabbrizzi, L ;

Licchelli, M ;

Monzani, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (50) :16507-16514

[6] Indole-based macrocycles as a class of receptors for anions [J].

Chang, KJ ;

Moon, D ;

Lah, MS ;

Jeong, KS .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (48) :7926-7929

[7] Biindolyl-based molecular clefts that bind anions by hydrogen-bonding interactions [J].

Chang, Kyoung-Jin ;

Chae, Min Kyung ;

Lee, Changsoon ;

Lee, Ji-Yeon ;

Jeong, Kyu-Sung .

TETRAHEDRON LETTERS, 2006, 47 (36) :6385-6388

[8] Macrocyclic anion receptors based on directed hydrogen bonding interactions [J].

Choi, KH ;

Hamilton, AD .

COORDINATION CHEMISTRY REVIEWS, 2003, 240 (1-2) :101-110

[9] Anion complexation and electrochemical behaviour of ferrocene-appended amido-pyrrole clefts [J].

Denuault, G ;

Gale, PA ;

Hursthouse, MB ;

Light, ME ;

Warriner, CN .

NEW JOURNAL OF CHEMISTRY, 2002, 26 (07) :811-813

[10] Selective fluorescent PET sensing of fluoride (F-)using naphthalimide-thiourea and -urea conjugates [J].

Duke, Rebecca M. ;

Gunnlaugsson, Thorfinnur .

TETRAHEDRON LETTERS, 2007, 48 (45) :8043-8047

← 1 2 3 4 →