Benzothiazole-pyrimidine-based BODIPY analogues: Promising luminophores with fluorescence sensing and imaging ability and asymmetrization-induced solid-state emission

Xiaoqing Wang; Qingsong Liu; Fen Qi; Lin Li; Hai Dong Yu; Zhipeng Liu; Wei Huang

doi:10.1039/c6dt03469a

Benzothiazole-pyrimidine-based BODIPY analogues: Promising luminophores with fluorescence sensing and imaging ability and asymmetrization-induced solid-state emission

Xiaoqing Wang, Qingsong Liu, Fen Qi, Lin Li, Hai Dong Yu, Zhipeng Liu, Wei Huang

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

19 Scopus citations

Abstract

A new family of BODIPY analogues (BDB1-8) derived from benzothiazole-pyrimidine-based bidentate ligands was synthesized and fully characterized. The photophysical properties of these boron complexes were measured both in solution and solid-state. These new luminophores exhibited intense fluorescence with high quantum yields ranging from 0.27 to 0.79, and moderate Stokes shifts ranging from 660 to 2120 cm^-1 in solution. Due to the existence of strong intermolecular interactions, BDB1-8 showed quenched fluorescence with low quantum yields ranging from 0.03 to 0.20 in solid-state. In addition, BDB1 and BDB2 were capable of sensing cysteine in aqueous solution with high selectivity and sensitivity, which means that these complexes hold great potential in serving as fluorogenic cysteine sensors for biological application.

Original language	English
Pages (from-to)	17274-17280
Number of pages	7
Journal	Dalton Transactions
Volume	45
Issue number	43
DOIs	https://doi.org/10.1039/c6dt03469a
State	Published - 2016
Externally published	Yes

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title = "Benzothiazole-pyrimidine-based BODIPY analogues: Promising luminophores with fluorescence sensing and imaging ability and asymmetrization-induced solid-state emission",

abstract = "A new family of BODIPY analogues (BDB1-8) derived from benzothiazole-pyrimidine-based bidentate ligands was synthesized and fully characterized. The photophysical properties of these boron complexes were measured both in solution and solid-state. These new luminophores exhibited intense fluorescence with high quantum yields ranging from 0.27 to 0.79, and moderate Stokes shifts ranging from 660 to 2120 cm-1 in solution. Due to the existence of strong intermolecular interactions, BDB1-8 showed quenched fluorescence with low quantum yields ranging from 0.03 to 0.20 in solid-state. In addition, BDB1 and BDB2 were capable of sensing cysteine in aqueous solution with high selectivity and sensitivity, which means that these complexes hold great potential in serving as fluorogenic cysteine sensors for biological application.",

author = "Xiaoqing Wang and Qingsong Liu and Fen Qi and Lin Li and Yu, \{Hai Dong\} and Zhipeng Liu and Wei Huang",

note = "Publisher Copyright: {\textcopyright} 2016 The Royal Society of Chemistry.",

year = "2016",

doi = "10.1039/c6dt03469a",

language = "英语",

volume = "45",

pages = "17274--17280",

journal = "Dalton Transactions",

issn = "1477-9226",

publisher = "Royal Society of Chemistry",

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TY - JOUR

T1 - Benzothiazole-pyrimidine-based BODIPY analogues

T2 - Promising luminophores with fluorescence sensing and imaging ability and asymmetrization-induced solid-state emission

AU - Wang, Xiaoqing

AU - Liu, Qingsong

AU - Qi, Fen

AU - Li, Lin

AU - Yu, Hai Dong

AU - Liu, Zhipeng

AU - Huang, Wei

PY - 2016

Y1 - 2016

N2 - A new family of BODIPY analogues (BDB1-8) derived from benzothiazole-pyrimidine-based bidentate ligands was synthesized and fully characterized. The photophysical properties of these boron complexes were measured both in solution and solid-state. These new luminophores exhibited intense fluorescence with high quantum yields ranging from 0.27 to 0.79, and moderate Stokes shifts ranging from 660 to 2120 cm-1 in solution. Due to the existence of strong intermolecular interactions, BDB1-8 showed quenched fluorescence with low quantum yields ranging from 0.03 to 0.20 in solid-state. In addition, BDB1 and BDB2 were capable of sensing cysteine in aqueous solution with high selectivity and sensitivity, which means that these complexes hold great potential in serving as fluorogenic cysteine sensors for biological application.

AB - A new family of BODIPY analogues (BDB1-8) derived from benzothiazole-pyrimidine-based bidentate ligands was synthesized and fully characterized. The photophysical properties of these boron complexes were measured both in solution and solid-state. These new luminophores exhibited intense fluorescence with high quantum yields ranging from 0.27 to 0.79, and moderate Stokes shifts ranging from 660 to 2120 cm-1 in solution. Due to the existence of strong intermolecular interactions, BDB1-8 showed quenched fluorescence with low quantum yields ranging from 0.03 to 0.20 in solid-state. In addition, BDB1 and BDB2 were capable of sensing cysteine in aqueous solution with high selectivity and sensitivity, which means that these complexes hold great potential in serving as fluorogenic cysteine sensors for biological application.

UR - https://www.scopus.com/pages/publications/84994247330

U2 - 10.1039/c6dt03469a

DO - 10.1039/c6dt03469a

M3 - 文章

AN - SCOPUS:84994247330

SN - 1477-9226

VL - 45

SP - 17274

EP - 17280

JO - Dalton Transactions

JF - Dalton Transactions

IS - 43

ER -

Benzothiazole-pyrimidine-based BODIPY analogues: Promising luminophores with fluorescence sensing and imaging ability and asymmetrization-induced solid-state emission

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