Dual-signaling fluorescent chemosensor based on bisthiazole derivatives

Aasif Helal; Sang Hoon Lee; Sung Hong Kim; Hong Seok Kim

doi:10.1016/j.tetlet.2010.04.126

Dual-signaling fluorescent chemosensor based on bisthiazole derivatives

Aasif Helal
, Sang Hoon Lee
, Sung Hong Kim
, Hong Seok Kim^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

58 Scopus citations

Abstract

A new bisthiazole chemosensor (3) with phenolic substituents at the position 2 of the thiazole rings was prepared. The chemosensor 3 acts as a potential dual-function fluorescence chemosensor with Cu²⁺ and Zn²⁺ ions causing complete quenching and ratiometric change of fluorescence, respectively. The mechanism of fluorescence was based on the cation-induced inhibition of excited-state intramolecular proton transfer (ESIPT).

Original language	English
Pages (from-to)	3531-3535
Number of pages	5
Journal	Tetrahedron Letters
Volume	51
Issue number	27
DOIs	https://doi.org/10.1016/j.tetlet.2010.04.126
State	Published - 7 Jul 2010
Externally published	Yes

Bibliographical note

Funding Information:
This work was supported by the Kyungpook National University Research Fund , 2009.

Keywords

Bisthiazole
ESIPT
Fluorescence
Quenching
Ratiometric sensing

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tetlet.2010.04.126

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title = "Dual-signaling fluorescent chemosensor based on bisthiazole derivatives",

abstract = "A new bisthiazole chemosensor (3) with phenolic substituents at the position 2 of the thiazole rings was prepared. The chemosensor 3 acts as a potential dual-function fluorescence chemosensor with Cu2+ and Zn2+ ions causing complete quenching and ratiometric change of fluorescence, respectively. The mechanism of fluorescence was based on the cation-induced inhibition of excited-state intramolecular proton transfer (ESIPT).",

keywords = "Bisthiazole, ESIPT, Fluorescence, Quenching, Ratiometric sensing",

author = "Aasif Helal and Lee, \{Sang Hoon\} and Kim, \{Sung Hong\} and Kim, \{Hong Seok\}",

note = "Funding Information: This work was supported by the Kyungpook National University Research Fund , 2009. ",

year = "2010",

month = jul,

day = "7",

doi = "10.1016/j.tetlet.2010.04.126",

language = "English",

volume = "51",

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journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Dual-signaling fluorescent chemosensor based on bisthiazole derivatives

AU - Helal, Aasif

AU - Lee, Sang Hoon

AU - Kim, Sung Hong

AU - Kim, Hong Seok

N1 - Funding Information: This work was supported by the Kyungpook National University Research Fund , 2009.

PY - 2010/7/7

Y1 - 2010/7/7

N2 - A new bisthiazole chemosensor (3) with phenolic substituents at the position 2 of the thiazole rings was prepared. The chemosensor 3 acts as a potential dual-function fluorescence chemosensor with Cu2+ and Zn2+ ions causing complete quenching and ratiometric change of fluorescence, respectively. The mechanism of fluorescence was based on the cation-induced inhibition of excited-state intramolecular proton transfer (ESIPT).

AB - A new bisthiazole chemosensor (3) with phenolic substituents at the position 2 of the thiazole rings was prepared. The chemosensor 3 acts as a potential dual-function fluorescence chemosensor with Cu2+ and Zn2+ ions causing complete quenching and ratiometric change of fluorescence, respectively. The mechanism of fluorescence was based on the cation-induced inhibition of excited-state intramolecular proton transfer (ESIPT).

KW - Bisthiazole

KW - ESIPT

KW - Fluorescence

KW - Quenching

KW - Ratiometric sensing

UR - https://www.scopus.com/pages/publications/77954244506

U2 - 10.1016/j.tetlet.2010.04.126

DO - 10.1016/j.tetlet.2010.04.126

M3 - Article

AN - SCOPUS:77954244506

SN - 0040-4039

VL - 51

SP - 3531

EP - 3535

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 27

ER -

Dual-signaling fluorescent chemosensor based on bisthiazole derivatives

Abstract

Bibliographical note

Keywords

ASJC Scopus subject areas

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