Isothiouronium-based amphiphilic gold nanoparticles with a colorimetric response to hydrophobic anions in water: a new strategy for fluoride ion detection in the presence of a phenylboronic acid

被引：42

作者：

Minami, Tsuyoshi ^{[1
]}

Kaneko, Kenji ^{[2
]}

Nagasaki, Takeshi ^{[3
]}

Kubo, Yuji ^{[1
]}

机构：

[1] Saitama Univ, Grad Sch Sci & Technol, Dept Appl Chem, Sakura Site, Urawa, Saitama 338, Japan

[2] Kyushu Univ, Dept Mat Sci & Engn, Nishi Ku, Fukuoka 8190385, Japan

[3] Osaka City Univ, Grad Sch Engn, Dept Appl Chem & Bioengn, Sumiyoshi Ku, Osaka 558, Japan

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 03期

关键词：

isothiouronium unit; gold nanoparticle; colorimetric response; hydrophobic anion; fluoride ion;

D O I：

10.1016/j.tetlet.2007.11.120

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Gold nanoparticles modified with isothiouronium-derived amphiphile units 1 were prepared by the reduction of AuCl4- (n-C8H17)(4)N+ with NaBH4 in the presence of bis(5-(N-(2-(2-methoxyethoxy)ethyl)-N-methyl-S-isothiouronio)pentyl) disulfide 2. The obtained rianoparticles 1 showed a selective coloration for hydrophobic anions in water, possibly due to an anion exchange and subsequent aggregation. Oil the basis of this observation, the detection of F- in water has been achieved using 3-nitrophenylboronic acid as a mediator at pH 5.5, thereby providing a new strategy for the design of a F- sensory system. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：432 / 436

页数：5

共 35 条

[1] What anions do to N-H-containing receptors [J].

Amendola, Valeria ;

Esteban-Gomez, David ;

Fabbrizzi, Luigi ;

Licchelli, Maurizio .

ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (05) :343-353

[2]

Bianchi A, 1997, SUPRAMOLECULAR CHEMISTRY OF ANIONS, P217

[3] Selective fluorescence detection of fluoride using boronic acids [J].

Cooper, CR ;

Spencer, N ;

James, TD .

CHEMICAL COMMUNICATIONS, 1998, (13) :1365-+

[4] Gold nanoparticles: Assembly, supramolecular chemistry, quantum-size-related properties, and applications toward biology, catalysis, and nanotechnology [J].

Daniel, MC ;

Astruc, D .

CHEMICAL REVIEWS, 2004, 104 (01) :293-346

[5] The supramolecular chemistry of organic-inorganic hybrid materials [J].

Descalzo, Ana B. ;

Martinez-Manez, Ramon ;

Sancenon, Rlix ;

Hoffmann, Katrin ;

Rurack, Knut .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (36) :5924-5948

[6] New sensitive and selective fluorescent probes for fluoride using boronic acids [J].

DiCesare, N ;

Lakowicz, JR .

ANALYTICAL BIOCHEMISTRY, 2002, 301 (01) :111-116

[7] Nanoparticles: Scaffolds for molecular recognition [J].

Drechsler, U ;

Erdogan, B ;

Rotello, VM .

CHEMISTRY-A EUROPEAN JOURNAL, 2004, 10 (22) :5570-5579

[8] Structural and molecular recognition studies with acyclic anion receptors [J].

Gale, Philip A. .

ACCOUNTS OF CHEMICAL RESEARCH, 2006, 39 (07) :465-475

[9] New colorimetric and fluorometric chemosensor based on a cationic polythiophene derivative for iodide-specific detection [J].

Ho, HA ;

Leclerc, M .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (15) :4412-4413

[10] Synthesis of gold nanoparticles modified with ionic liquid based on the imidazolium cation [J].

Itoh, H ;

Naka, K ;

Chujo, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (10) :3026-3027

← 1 2 3 4 →