Document Detail

Synthesis, structure determination, spectral properties, and energy-linked spectral responses of the extrinsic probe oxonol V in membranes.
MedLine Citation:
PMID:  990268     Owner:  NLM     Status:  MEDLINE    
The direct synthesis of bis]3-phenyl-5-oxoisoxazol-4-yl]pentamethineoxonol, which is shown to be the fluorescent probe OX-V (formerly MC-V), is described. The emission lifetime (0.9 +/- 0.1 ns) and the spectral properties of this dye in a number of systems are presented as well as the relative polarizations associated with the transition moments of the observable electronic transitions. The structure of OX-V was determined using elemental analysis and infrared and 1H nuclear magnetic resonance (NMR) spectroscopy. The use of the contact shift reagent, Eu(fod)3-d27, greatly facilitated the interpretation of the NMR results. In aqueous media, the anionic form of OX-V is present virtually exclusively due to the low solubility of the neutral species; formation of the latter species occurs when ethanol or methanol solutions of OX-V are acidiied. Both neutral and anionic dye forms can be detected in chloroform-ethanol solvents. The fluorescence intensity from excitation of the neutral species is an order of magnitude weaker than that from excitation of the anionic form and may result from the formation of excited anions due to the loss of a proton by the neutral species in the excited state. Polarization results indicate that the visible absorption of the dye is due to a single electronic transition. OX-V has been employed as a probe primarily in beef heart submitochondrial particles, reconstituted ATPase vesicles,a nd pigeon heart mitochondria. The energy-linked spectral changes of the probe in these preparations are described and mechanisms proposed for the spectral effects.
J C Smith; P Russ; B S Cooperman; B Chance
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Publication Detail:
Type:  Journal Article; Research Support, U.S. Gov't, P.H.S.    
Journal Detail:
Title:  Biochemistry     Volume:  15     ISSN:  0006-2960     ISO Abbreviation:  Biochemistry     Publication Date:  1976 Nov 
Date Detail:
Created Date:  1977-01-29     Completed Date:  1977-01-29     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0370623     Medline TA:  Biochemistry     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  5094-105     Citation Subset:  IM    
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MeSH Terms
Binding Sites
Cell Membrane / metabolism
Energy Transfer
Magnetic Resonance Spectroscopy
Membranes / metabolism,  ultrastructure*
Membranes, Artificial
Mitochondria, Muscle / metabolism,  ultrastructure
Molecular Conformation
Potassium / metabolism
Spectrometry, Fluorescence
Reg. No./Substance:
0/Isoxazoles; 0/Membranes, Artificial; 0/Oxazoles; 7440-09-7/Potassium

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

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