Changing DNA grooves--a 1,4,5,8-naphthalene tetracarboxylic diimide bis-intercalator with the linker (beta-Ala)(3)-Lys in the minor groove.
We have been investigating a modular, threading DNA polyintercalator design based upon the 1,4,5,8-naphthalene tetracarboxylic diimide (NDI) intercalating unit. Previously, we have reported the NMR analysis of a bis-intercalator-DNA complex in which the peptide linker between NDI units was found to occupy the DNA major groove (Guelev, Lee, Sorey, Hoffman, Iverson, Chem. Biol. 2001, 8, 415-425). Here we describe the NMR analysis of a complex between a related bis-intercalator known to display altered DNA sequence specificity. In this case, the linker resides in the DNA minor groove. We have thus shown that within this set of sequence specific bis-intercalators, both DNA grooves can be accessed, setting the stage for longer threading polyintercalators designed to have linkers occupying both grooves in an alternating fashion.
Guelev
Vladimir
V
Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78722, USA.
Sorey
Steven
S
Hoffman
David W
DW
Iverson
Brent L
BL
D004247:DNA / Q000737:chemistry* / Q000378:metabolism; D007094:Imides / Q000737:chemistry* / Q000378:metabolism; D007364:Intercalating Agents / Q000737:chemistry* / Q000378:metabolism; D008958:Models, Molecular; D009281:Naphthalenes / Q000737:chemistry* / Q000378:metabolism; D009690:Nucleic Acid Conformation; D009841:Oligonucleotides / Q000737:chemistry / Q000378:metabolism
C429685:1,4,5,8-naphthalenetetracarboxylic diimide; D007094:Imides; D007364:Intercalating Agents; D009281:Naphthalenes; D009841:Oligonucleotides; D004247:DNA