Photo-induced switchable binding behavior of bridged bis(β- cyclodextrin) with an azobenzene dicarboxylate linker

Yu Liu; Shu Kang; Yong Chen; Ying Wei Yang; Jurriaan Huskens

doi:10.1007/s10847-006-9083-4

Photo-induced switchable binding behavior of bridged bis(β- cyclodextrin) with an azobenzene dicarboxylate linker

Yu Liu^*, Shu Kang, Yong Chen, Ying Wei Yang, Jurriaan Huskens

^*Corresponding author for this work

Faculty of Science and Technology

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

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Abstract

A bridged bis(β-cyclodextrin) (1) with an azobenzene dicarboxylate linker was synthesized, and its binding behavior with a fluorescent dye, acridine red (AR), was investigated by means of fluorescence spectroscopy. Due to the photo-induced conversion of the azobenzene dicarboxylate linker from the trans-conformer to the cis-conformer, 1 exhibits a different binding behavior before and after UV light irradiation, giving a stronger binding ability towards AR in the cis form. This switchable binding behavior of 1 may open a new channel to the design of azobenzenelinked dimeric receptors as photo-induced molecular devices.

Original language	English
Pages (from-to)	197-201
Number of pages	5
Journal	Journal of inclusion phenomena and macrocyclic chemistry
Volume	56
Issue number	1-2
DOIs	https://doi.org/10.1007/s10847-006-9083-4
Publication status	Published - Oct 2006

Keywords

Azobenzene
Bridged bis(cyclodextrin)
Photoisomerization
Switchable binding behavior
2023 OA procedure

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10.1007/s10847-006-9083-4

ArticleFinal published version, 272 KBLicence: Taverne

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title = "Photo-induced switchable binding behavior of bridged bis(β- cyclodextrin) with an azobenzene dicarboxylate linker",

abstract = "A bridged bis(β-cyclodextrin) (1) with an azobenzene dicarboxylate linker was synthesized, and its binding behavior with a fluorescent dye, acridine red (AR), was investigated by means of fluorescence spectroscopy. Due to the photo-induced conversion of the azobenzene dicarboxylate linker from the trans-conformer to the cis-conformer, 1 exhibits a different binding behavior before and after UV light irradiation, giving a stronger binding ability towards AR in the cis form. This switchable binding behavior of 1 may open a new channel to the design of azobenzenelinked dimeric receptors as photo-induced molecular devices.",

keywords = "Azobenzene, Bridged bis(cyclodextrin), Photoisomerization, Switchable binding behavior, 2023 OA procedure",

author = "Yu Liu and Shu Kang and Yong Chen and Yang, {Ying Wei} and Jurriaan Huskens",

note = "Funding Information: This work was supported by NNSFC of China (90306009, 20402008, 20421202 and 20572052), which are gratefully acknowledged.",

year = "2006",

month = oct,

doi = "10.1007/s10847-006-9083-4",

language = "English",

volume = "56",

pages = "197--201",

journal = "Journal of inclusion phenomena and macrocyclic chemistry",

issn = "1388-3127",

publisher = "Springer",

number = "1-2",

}

TY - JOUR

T1 - Photo-induced switchable binding behavior of bridged bis(β- cyclodextrin) with an azobenzene dicarboxylate linker

AU - Liu, Yu

AU - Kang, Shu

AU - Chen, Yong

AU - Yang, Ying Wei

AU - Huskens, Jurriaan

N1 - Funding Information: This work was supported by NNSFC of China (90306009, 20402008, 20421202 and 20572052), which are gratefully acknowledged.

PY - 2006/10

Y1 - 2006/10

N2 - A bridged bis(β-cyclodextrin) (1) with an azobenzene dicarboxylate linker was synthesized, and its binding behavior with a fluorescent dye, acridine red (AR), was investigated by means of fluorescence spectroscopy. Due to the photo-induced conversion of the azobenzene dicarboxylate linker from the trans-conformer to the cis-conformer, 1 exhibits a different binding behavior before and after UV light irradiation, giving a stronger binding ability towards AR in the cis form. This switchable binding behavior of 1 may open a new channel to the design of azobenzenelinked dimeric receptors as photo-induced molecular devices.

AB - A bridged bis(β-cyclodextrin) (1) with an azobenzene dicarboxylate linker was synthesized, and its binding behavior with a fluorescent dye, acridine red (AR), was investigated by means of fluorescence spectroscopy. Due to the photo-induced conversion of the azobenzene dicarboxylate linker from the trans-conformer to the cis-conformer, 1 exhibits a different binding behavior before and after UV light irradiation, giving a stronger binding ability towards AR in the cis form. This switchable binding behavior of 1 may open a new channel to the design of azobenzenelinked dimeric receptors as photo-induced molecular devices.

KW - Azobenzene

KW - Bridged bis(cyclodextrin)

KW - Photoisomerization

KW - Switchable binding behavior

KW - 2023 OA procedure

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U2 - 10.1007/s10847-006-9083-4

DO - 10.1007/s10847-006-9083-4

M3 - Article

SN - 1388-3127

VL - 56

SP - 197

EP - 201

JO - Journal of inclusion phenomena and macrocyclic chemistry

JF - Journal of inclusion phenomena and macrocyclic chemistry

IS - 1-2

ER -

Photo-induced switchable binding behavior of bridged bis(β- cyclodextrin) with an azobenzene dicarboxylate linker

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Keywords

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