Document Detail

Fluorescent membrane probes incorporating dipyrrometheneboron difluoride fluorophores.
MedLine Citation:
PMID:  1799206     Owner:  NLM     Status:  MEDLINE    
The spectroscopic properties of a new series of fatty acid analogs in which a dipyrrometheneboron difluoride fluorophore forms a segment of the acyl methylene chain are presented and their characteristics as fluorescent membrane probes are examined. When incorporated as a low mole fraction component in model phospholipid membranes, the probes retain the principal characteristics of the parent fluorophore: green fluorescence emission with high quantum yield, extensive spectral overlap, and low environmental sensitivity. The fluorescence quantum yield is typically two to three times that of comparable membrane probes based on the nitrobenzoxadiazole fluorophore. The spectral overlap results in a calculated Förster energy transfer radius (Ro) of about 57 A. Consequently, increasing fluorescence depolarization and quenching are observed as the mole fraction of the probe species incorporated in the membrane is increased. Low environmental sensitivity is manifested by retention of high quantum yield emission in aqueous dispersions of fatty acids. Partition coefficient data derived from fluorescence anisotropy measurements and iodide quenching experiments indicate that in the presence of fluid phase phospholipid bilayers the aqueous fraction of fatty acid is very small. Fluorescence intensity and anisotropy responses to phospholipid phase transitions are examined and found to be indicative of nonrandom fluorophore distribution in the gel phase. It is concluded that the spectroscopic properties of the fatty acid probes and their phospholipid derivatives are particularly suited to applications in fluorescence imaging of cellular lipid distribution and membrane level studies of lateral lipid segregation.
I D Johnson; H C Kang; R P Haugland
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Publication Detail:
Type:  Comparative Study; Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Analytical biochemistry     Volume:  198     ISSN:  0003-2697     ISO Abbreviation:  Anal. Biochem.     Publication Date:  1991 Nov 
Date Detail:
Created Date:  1992-04-13     Completed Date:  1992-04-13     Revised Date:  2007-11-14    
Medline Journal Info:
Nlm Unique ID:  0370535     Medline TA:  Anal Biochem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  228-37     Citation Subset:  IM    
Molecular Probes, Inc., Eugene, Oregon 97402.
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MeSH Terms
4-Chloro-7-nitrobenzofurazan / analogs & derivatives
Boron Compounds*
Cell Membrane / chemistry
Fluorescence Polarization
Fluorescent Dyes*
Lipid Bilayers / chemistry*
Molecular Probes*
Grant Support
R44 GM 37347-03/GM/NIGMS NIH HHS
Reg. No./Substance:
0/Boron Compounds; 0/Fluorescent Dyes; 0/Lipid Bilayers; 0/Molecular Probes; 0/Phosphatidylcholines; 0/Pyrroles; 10199-89-0/4-Chloro-7-nitrobenzofurazan; 131479-28-2/1-oleoyl-2-(12-((7-nitro-2,1,3-benzoxadiazol-4-yl)amino)dodecanoyl)phosphatidylcholine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine

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