DNA binding properties of a new class of linked anthramycin analogs

We have investigated the DNA binding properties of the anthramycin analogues 4, 5, and 6 using fluorescence spectroscopy. A considerable fluorescence enhancement occurs when pyrrolo [1,4] benzodiazepines (P[1,4]Bs) are covalently attached to duplex DNA, which was used to show that neither the presen...

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Bibliographic Details
Published in:Nucleic acids research 1991-02, Vol.19 (4), p.899-903
Main Authors: FARMER, J. D, GUSTAFSON, G. R, CONTI, A, ZIMMT, M. B, SUGGS, J. W
Format: Article
Language:English
Subjects:
Animals
Anthramycin - analogs & derivatives
Anthramycin - metabolism
Base Composition
Biological and medical sciences
Cattle
DNA - metabolism
Fundamental and applied biological sciences. Psychology
Hydrogen-Ion Concentration
Interactions. Associations
Intermolecular phenomena
Molecular biophysics
RNA - metabolism
Spectrometry, Fluorescence
Temperature
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Summary:We have investigated the DNA binding properties of the anthramycin analogues 4, 5, and 6 using fluorescence spectroscopy. A considerable fluorescence enhancement occurs when pyrrolo [1,4] benzodiazepines (P[1,4]Bs) are covalently attached to duplex DNA, which was used to show that neither the presence of RNA, single-stranded DNA, or protein had any effect on the degree of fluorescence enhancement resulting from the incubation of 5 and 6 with DNA. The enhancement was found to be dependent on the presence of the imine functionality in each of the compounds. A wavelength of 320 nm was used to excite the chromophore and its emission wavelength maximum was 420 nm. Additionally, we have discovered that the P[1,4]B ring system exhibits exceptionally favorable fluorescence polarization anisotropy (FPA) decay characteristics. For these more detailed fluorescence measurements, we used the structurally simpler analogue 4,. The time resolved maximum FPA for 4 in glycerol at 25 degrees C is 0.28. This result indicates that the P[1,4]B family of antibiotics could serve as sensitive probes of DNA dynamics in the 0.1 to 35 ns time scale.
ISSN:0305-1048
1362-4962
DOI:10.1093/nar/19.4.899