title: Changes in drug 13C NMR chemical shifts as a tool for monitoring interactions with DNA.
abstract: The antibiotic drug, netropsin, was complexed with the DNA oligonucleotide duplex [d(GGTATACC)]2 to monitor drug 13C NMR chemical shifts changes. The binding mode of netropsin to the minor groove of DNA is well-known, and served as a good model for evaluating the relative sensitivity of 13C chemical shifts to hydrogen bonding. Large downfield shifts were observed for four resonances of carbons that neighbor sites which are known to form hydrogen bond interactions with the DNA minor groove. Many of the remaining resonances of netropsin exhibit shielding or relatively smaller deshielding changes. Based on the model system presented here, large deshielding NMR shift changes of a ligand upon macromolecule binding can likely be attributed to hydrogen bond formation at nearby sites.
authors.affiliation: Health Science Research and Development Program, Portland VA Medical Center, Portland, OR 97239, USA.
authors.forename: Eilis A
authors.initials: EA
authors.lastname: Boudreau
authors.forename: István
authors.initials: I
authors.lastname: Pelczer
authors.forename: Philip N
authors.initials: PN
authors.lastname: Borer
authors.forename: Gregory J
authors.initials: GJ
authors.lastname: Heffron
authors.forename: Steven R
authors.initials: SR
authors.lastname: LaPlante
mesh_terms: D000900:Anti-Bacterial Agents / Q000494:pharmacology*; D001483:Base Sequence; D001665:Binding Sites; D002247:Carbon Isotopes; D018360:Crystallography, X-Ray; D004247:DNA / Q000737:chemistry / Q000187:drug effects* / Q000378:metabolism; D004347:Drug Interactions; D006860:Hydrogen Bonding; D008024:Ligands; D008958:Models, Molecular; D009429:Netropsin / Q000737:chemistry / Q000378:metabolism*; D019906:Nuclear Magnetic Resonance, Biomolecular / Q000379:methods*; D009841:Oligonucleotides / Q000737:chemistry / Q000378:metabolism
chemical_list: D000900:Anti-Bacterial Agents; D002247:Carbon Isotopes; D008024:Ligands; D009841:Oligonucleotides; D009429:Netropsin; D004247:DNA