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      Anthracene coupled adenine for the selective sensing of copper ions

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          Summary

          Anthracene-based adenines 1 and 2 have been designed and synthesized, and their metal ion recognition properties have been established fluorometrically. Both molecules exhibit Cu 2+ induced ON-OFF type signaling patterns over the other representative metal ions studied. Compound 1 exhibits 97% quenching of emission in the presence of Cu 2+ whilst derivative 2 shows 81% quenching under similar experimental conditions.

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          Metals in neurobiology: probing their chemistry and biology with molecular imaging.

          Emily L. Que, Dylan W Domaille, Christopher Chang (2008)
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            Calixarene-derived fluorescent probes.

            Jong Kim, Duong Quang (2007)
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              Coumarin-derived Cu(2+)-selective fluorescence sensor: synthesis, mechanisms, and applications in living cells.

              H. Jung, P Kwon, Brian J. Lee … (2009)
              A novel coumarin-based fluorogenic probe bearing the 2-picolyl unit (1) was developed as a fluorescent chemosensor with high selectivity and suitable affinity in biological systems toward Cu(2+) over other cations tested. The fluorescence on-off mechanism was studied by femtosecond time-resolved fluorescence (TRF) upconversion technique and ab initio calculations. The receptor can be applied to the monitoring of Cu(2+) ion in aqueous solution with a pH span 4-10. To confirm the suitability of 1 for biological applications, we also employed it for the fluorescence detection of the changes of intracellular Cu(2+) in cultured cells. The results indicate that 1 should be useful for the fluorescence microscopic imaging and the study on the biological functions of Cu(2+).
              Article 0 comments Cited 124 times – based on 0 reviews     Review now
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                Author and article information

                Contributors
                Kumaresh Ghosh
                J Clayden: Role: Editor-in-Chief
                Journal
                Journal ID (nlm-ta): Beilstein J Org Chem
                Title: Beilstein Journal of Organic Chemistry
                Publisher: Beilstein-Institut (Trakehner Str. 7-9, 60487 Frankfurt am Main, Germany )
                ISSN (Electronic): 1860-5397
                Publication date Collection: 2010
                Publication date (Electronic): 5 May 2010
                Volume: 6
                Electronic Location Identifier: 44
                Affiliations
                [1 ]Department of Chemistry, University of Kalyani, Kalyani-741235, India
                Article
                DOI: 10.3762/bjoc.6.44
                PMC ID: 2887277
                PubMed ID: 20563271
                SO-VID: e7568054-c815-4710-9fbc-21dbf1079552
                Copyright © Copyright © 2010, Ghosh and Sen; licensee Beilstein-Institut.
                License:

                This is an Open Access article under the terms of the Creative Commons Attribution License ( http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

                The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: ( http://www.beilstein-journals.org/bjoc)

                History
                Date received : 21 January 2010
                Date accepted : 9 April 2010
                Categories
                Subject: Full Research Paper
                Subject: Chemistry
                Subject: Organic Chemistry

                ScienceOpen disciplines: Organic & Biomolecular chemistry
                Keywords: adenine-based anthracene,copper ion selective,fluorescence,metal ion recognition,pet sensory systems
                Data availability:
                ScienceOpen disciplines: Organic & Biomolecular chemistry
                Keywords: adenine-based anthracene, copper ion selective, fluorescence, metal ion recognition, pet sensory systems

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