| Combinatorial discovery of full-color-tunable emissive fluorescent probes using a single core skeleton, 1,2-dihydropyrrolo[3,4-beta]indolizin-3-one. | |
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MedLine Citation:
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PMID: 18722425 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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We developed a novel fluorescent core skeleton, 1,2-dihydropyrrolo[3,4-beta]indolizin-3-one, by complexity-generating one-pot reactions through 1,3-dipolar cyclization followed by oxidative aromatization. This fluorescent core skeleton can accommodate various wavelengths of emission maxima by changing the electronic properties of substituents, which was postulated by computational studies. The full-color-tunable emission maxima were achieved with a single core skeleton by changing the substituents using the combinatorial approach. These novel fluorophores have excellent photophysical and photochemical properties: moderate to excellent quantum yields, resistance to the photobleaching, pH-independent fluorescence, large Stokes shifts, druglike lipophilicity for membrane permeability, etc. Further, we successfully demonstrated the bioapplication of fluorophores B1 and B5 in the immunofluorescence for visualizing cellular compartments of HeLa cells. |
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Authors:
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Eunha Kim; Minseob Koh; Jihoon Ryu; Seung Bum Park |
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Publication Detail:
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Type: Journal Article; Research Support, Non-U.S. Gov't Date: 2008-08-23 |
Journal Detail:
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Title: Journal of the American Chemical Society Volume: 130 ISSN: 1520-5126 ISO Abbreviation: J. Am. Chem. Soc. Publication Date: 2008 Sep |
Date Detail:
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Created Date: 2008-09-10 Completed Date: 2008-10-28 Revised Date: 2009-01-13 |
Medline Journal Info:
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Nlm Unique ID: 7503056 Medline TA: J Am Chem Soc Country: United States |
Other Details:
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Languages: eng Pagination: 12206-7 Citation Subset: IM |
Affiliation:
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Department of Chemistry, Seoul National University, Seoul 151-747, Korea. |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Combinatorial Chemistry Techniques
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methods Fluorescent Dyes / chemical synthesis, chemistry* Hela Cells Humans Immunohistochemistry Indolizines / chemical synthesis, chemistry* Photochemistry Pyrroles / chemical synthesis, chemistry* Spectrometry, Fluorescence |
| Chemical | |
Reg. No./Substance:
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0/Fluorescent Dyes; 0/Indolizines; 0/Pyrroles |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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