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Chiral donor photoinduced-electron-transfer (d-PET) boronic acid chemosensors for the selective recognition of tartaric acids, disaccharides, and ginsenosides.

A modular approach was proposed for the preparation of chiral fluorescent molecular sensors, in which the fluorophore, scaffold, and chirogenic center can be connected by ethynyl groups, and these modules can easily be changed to other structures to optimize the molecular sensing performance of the... Full description

Journal Title: Chemistry (Weinheim an der Bergstrasse Germany), June 27, 2011, Vol.17(27), pp.7632-7644
Main Author: Wu, Yubo
Other Authors: Guo, Huimin , Zhang, Xin , James, Tony D , Zhao, Jianzhang
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201100033
Link: http://search.proquest.com/docview/872436612/?pq-origsite=primo
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title: Chiral donor photoinduced-electron-transfer (d-PET) boronic acid chemosensors for the selective recognition of tartaric acids, disaccharides, and ginsenosides.
format: Article
creator:
  • Wu, Yubo
  • Guo, Huimin
  • Zhang, Xin
  • James, Tony D
  • Zhao, Jianzhang
subjects:
  • Boronic Acids–Chemistry
  • Disaccharides–Chemistry
  • Electron Transport–Chemical Synthesis
  • Fluorescent Dyes–Chemistry
  • Ginsenosides–Chemistry
  • Molecular Structure–Chemistry
  • Photochemical Processes–Chemistry
  • Stereoisomerism–Chemistry
  • Tartrates–Chemistry
  • Boronic Acids
  • Disaccharides
  • Fluorescent Dyes
  • Ginsenosides
  • Tartrates
  • Tartaric Acid
ispartof: Chemistry (Weinheim an der Bergstrasse, Germany), June 27, 2011, Vol.17(27), pp.7632-7644
description: A modular approach was proposed for the preparation of chiral fluorescent molecular sensors, in which the fluorophore, scaffold, and chirogenic center can be connected by ethynyl groups, and these modules can easily be changed to other structures to optimize the molecular sensing performance of the sensors. This modular strategy to assembly chiral sensors alleviated the previous restrictions of chiral boronic acid sensors, for which the chirogenic center, fluorophore, and scaffold were integrated, thus it was difficult to optimize the molecular structures by chemical modifications. We demonstrated the potential of our new strategy by the preparation of a sensor with a larger scaffold. The photoinduced electron-transfer (PET) effect is efficient even with a large distance between the N atom and the fluorophore core. Furthermore, the rarely reported donor-PET (d-PET) effect, which was previously limited to carbazole, was extended to phenothiazine fluorophore. The contrast ratio, that is,...
language: eng
source:
identifier: E-ISSN: 1521-3765 ; DOI: 10.1002/chem.201100033
fulltext: fulltext
issn:
  • 15213765
  • 1521-3765
url: Link


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titleChiral donor photoinduced-electron-transfer (d-PET) boronic acid chemosensors for the selective recognition of tartaric acids, disaccharides, and ginsenosides.
creatorWu, Yubo ; Guo, Huimin ; Zhang, Xin ; James, Tony D ; Zhao, Jianzhang
contributorWu, Yubo (correspondence author) ; Wu, Yubo (record owner)
ispartofChemistry (Weinheim an der Bergstrasse, Germany), June 27, 2011, Vol.17(27), pp.7632-7644
identifierE-ISSN: 1521-3765 ; DOI: 10.1002/chem.201100033
subjectBoronic Acids–Chemistry ; Disaccharides–Chemistry ; Electron Transport–Chemical Synthesis ; Fluorescent Dyes–Chemistry ; Ginsenosides–Chemistry ; Molecular Structure–Chemistry ; Photochemical Processes–Chemistry ; Stereoisomerism–Chemistry ; Tartrates–Chemistry ; Boronic Acids ; Disaccharides ; Fluorescent Dyes ; Ginsenosides ; Tartrates ; Tartaric Acid
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descriptionA modular approach was proposed for the preparation of chiral fluorescent molecular sensors, in which the fluorophore, scaffold, and chirogenic center can be connected by ethynyl groups, and these modules can easily be changed to other structures to optimize the molecular sensing performance of the sensors. This modular strategy to assembly chiral sensors alleviated the previous restrictions of chiral boronic acid sensors, for which the chirogenic center, fluorophore, and scaffold were integrated, thus it was difficult to optimize the molecular structures by chemical modifications. We demonstrated the potential of our new strategy by the preparation of a sensor with a larger scaffold. The photoinduced electron-transfer (PET) effect is efficient even with a large distance between the N atom and the fluorophore core. Furthermore, the rarely reported donor-PET (d-PET) effect, which was previously limited to carbazole, was extended to phenothiazine fluorophore. The contrast ratio, that is,...
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