| Enantioselective Recognition of Tartaric Acids with Ethynylated Carbazole-Based Chiral Bisboronic Acid Chemosensors with Improved Response at Acidic pH. | |
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MedLine Citation:
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PMID: 21590516 Owner: NLM Status: Publisher |
Abstract/OtherAbstract:
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Chiral bisboronic acid chemosensors based on ethynylated carbazole were prepared. The chiral chemosensors show red-shifted emission than the chemosensors with unsubstituted carbazole fluorophore. a-PET effect was found for the chemosensors, which is different from our previous observation of the d-PET effect for boronic acid chemosensors based on carbazole. Enantioselective recognition of tartaric acids was implicated with these chemosensors. Consecutive fluorescence emission enhancement/diminishment were observed with increasing the concentration of the tartaric acids, which is tentatively assigned to the transition of the binding stoichiometry from 1:1 binding to 1:2 binding. In particularly interesting is the improved fluorescence response at acidic pH for recognition of tartaric acids, which is rarely observed for a-PET chemosensors. We propose that the sensing is due to hybrid mechanism of a-PET/d-PET and conformational restriction upon binding. Our results will be useful for design of chiral boronic acid chemosensors with improved fluorescence response at acidic pH, which are rarely reported. |
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Authors:
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Yifan Liu; Xin Zhang; Huimin Guo; Yubo Wu; Qiuting Li; Liping Liu; Jianzhang Zhao |
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Publication Detail:
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Type: JOURNAL ARTICLE Date: 2011-5-19 |
Journal Detail:
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Title: Journal of fluorescence Volume: - ISSN: 1573-4994 ISO Abbreviation: - Publication Date: 2011 May |
Date Detail:
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Created Date: 2011-5-18 Completed Date: - Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 9201341 Medline TA: J Fluoresc Country: - |
Other Details:
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Languages: ENG Pagination: - Citation Subset: - |
Affiliation:
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State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian, 116024, People's Republic of China. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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