Fluorescence Anisotropy and Mobility of Dansyl Fluorophore in Labelled Homologous Alkanes

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Title:Fluorescence Anisotropy and Mobility of Dansyl Fluorophore in Labelled Homologous Alkanes
Creators:
Výprachtický, Drahomír
Pokorná, Veronika
Pecka, Jan
Mikeš, František
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 64, 9, pp. 1369-1384
Uncontrolled Keywords:Dansyl fluorophore, Rotational correlation time, Fluorescence spectroscopy, Micro-Brownian motion, Fluorescence anisotropy, Time-resolved fluorescence

Abstract

Using the steady-state and time-resolved fluorescence anisotropy, the mobility of 5-(dimethylamino)naphthalene-1-sulfonyl (dansyl) fluorophore in homologous 1-[2-acetamido-3-(1<i>H</i>-indol-3-yl)propanamido]-<i>n</i>-[5-(dimethylamino)naphthalene-1-sulfonamido]alkanes <strong>1</strong> was studied in binary solvents glycerol-water. Steady-state fluorescence data were evaluated by the generalized Perrin equation and the micro-Brownian motion of dansyl fluorophore was described by means of average characteristics (rotational relaxation times) of the rotational relaxation spectrum. The rotational relaxation time of "fast" motions caused by torsional vibrations of single bonds within the rotational-isomeric states decreases with increasing number of methylene groups in homologous compounds. The rotational relaxation time of "slow" motions due to conformational changes of the chain between the tryptophane and dansyl fluorophore remains at first approximately constant with increasing number of methylene groups but increases considerably for long aliphatic chains. The observed decrease in the rate of conformational changes of a long aliphatic chain is probably due to intramolecular interaction of parts of the methylene chain in a medium with high water content. The values of activation enthalpy ∆<i>H</i><sup>≠</sup> and activation entropy ∆<i>S</i><sup>≠</sup> calculated from experimental data corroborate such interpretation. Time-resolved anisotropy of dansyl fluorophore at a particular binary solvent composition confirmed the shape of rotational relaxation spectrum and the measured rotational correlation times have been discussed. The time-dependent decays of anisotropy supported our previous interpretation in terms of intramolecular association of the long aliphatic chain in polar medium. <p>

Title:Fluorescence Anisotropy and Mobility of Dansyl Fluorophore in Labelled Homologous Alkanes
Creators:
Výprachtický, Drahomír
Pokorná, Veronika
Pecka, Jan
Mikeš, František
Uncontrolled Keywords:Dansyl fluorophore, Rotational correlation time, Fluorescence spectroscopy, Micro-Brownian motion, Fluorescence anisotropy, Time-resolved fluorescence
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:64
Number:9
Page Range:pp. 1369-1384
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19991369UNSPECIFIED
ID Code:1563
Item Type:Article
Deposited On:06 Feb 2009 17:10
Last Modified:06 Feb 2009 16:10

Citation

Výprachtický, Drahomír; Pokorná, Veronika; Pecka, Jan; Mikeš, František (1999) Fluorescence Anisotropy and Mobility of Dansyl Fluorophore in Labelled Homologous Alkanes. Collection of Czechoslovak Chemical Communications, 64 (9). pp. 1369-1384. ISSN 0010-0765

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