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Predicate | Object |
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
1
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pubmed:dateCreated |
1994-9-15
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pubmed:abstractText |
The goal of this study was to develop long-wavelength fluorescent Cl indicators that have improved optical properties over quinolinium compounds. A series of quaternized tricyclic heterocycles was screened. We found that N,N-dimethyl-9,9-bisacridinium (lucigenin) had very high halide sensitivity with Stern-Volmer constants for collisional quenching of 390 M-1 (Cl), 585 M-1 (Br), 750 M-1 (I), and 590 M-1 (SCN), much higher than those for the reference compound 6-methoxy-N-(3-sulfopropyl)quinolinium (SPQ) (118 M-1 (Cl)); lucigenin fluorescence was insensitive to phosphate, sulfate, and nitrate. Lucigenin fluorescence at 505 nm was excited with molar absorbances of 34,000 M-1 cm-1 (368 nm) and 7500 M-1 cm-1 (455 nm). To examine structure-activity relationships, five 9-substituted N-methylacridinium compounds were synthesized (9-amino, 9-carboxaldehyde, 9-carboxamide, 9-N,N-dimethylcarboxamide, and 9-methylcarboxylate), of which N-methylacridinium-9-carboxamide (MACA) had the best optical properties. MACA had excitation and emission maxima at 424 and 500 nm, and Stern-Volmer constants of 225 M-1 (Cl), 480 M-1 (Br), 550 M-1 (I), and 480 M-1 (SCN). The quantum yields of lucigenin and MACA were 0.6-0.7. The acridinium compounds are useful as Cl indicators in liposomes and membrane vesicles, but are not stable in cell cytoplasm.
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pubmed:grant | |
pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/10,10'-dimethyl-9,9'-biacridinium,
http://linkedlifedata.com/resource/pubmed/chemical/Acridines,
http://linkedlifedata.com/resource/pubmed/chemical/Chlorides,
http://linkedlifedata.com/resource/pubmed/chemical/Fluorescent Dyes,
http://linkedlifedata.com/resource/pubmed/chemical/Indicators and Reagents
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pubmed:status |
MEDLINE
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pubmed:month |
May
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pubmed:issn |
0003-2697
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:day |
15
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pubmed:volume |
219
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
139-43
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pubmed:dateRevised |
2007-11-14
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pubmed:meshHeading |
pubmed-meshheading:8059940-3T3 Cells,
pubmed-meshheading:8059940-Acridines,
pubmed-meshheading:8059940-Animals,
pubmed-meshheading:8059940-Chlorides,
pubmed-meshheading:8059940-Fluorescent Dyes,
pubmed-meshheading:8059940-Indicators and Reagents,
pubmed-meshheading:8059940-Mice,
pubmed-meshheading:8059940-Spectrometry, Fluorescence,
pubmed-meshheading:8059940-Spectrophotometry,
pubmed-meshheading:8059940-Structure-Activity Relationship
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pubmed:year |
1994
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pubmed:articleTitle |
Long-wavelength chloride-sensitive fluorescent indicators.
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pubmed:affiliation |
Department of Medicine, University of California, San Francisco 94143.
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pubmed:publicationType |
Journal Article,
Comparative Study,
Research Support, U.S. Gov't, P.H.S.,
Research Support, Non-U.S. Gov't
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