(P)-helicene displays chiral selection in binding to Z-DNA.
Enantiomeric helicenes of (P)-A and (M)-A were synthesized. The binding of the helicenes to B- and Z-DNA was studied quantitatively by CD, equilibrium dialysis, and fluorescence spectroscopy. Enantiomeric (P)-A not only bound selectively to Z-DNA but also effectively converted the B-DNA conformation to Z-DNA. The enantioselectivity of the helicenes offers a new route for the rational design of inhibitors of biological functions that may depend on Z-DNA.
Xu
Yan
Y
Institute of Biomaterials and Bioengineering, Tokyo Medical and Dental University, Chiyoda, Tokyo 101-0062, Japan.
Zhang
You Xin
YX
Sugiyama
Hiroshi
H
Umano
Tomoko
T
Osuga
Hideji
H
Tanaka
Kazuhiko
K
D001483:Base Sequence; D002942:Circular Dichroism; D004247:DNA / Q000737:chemistry / Q000378:metabolism; D043542:DNA, Z-Form / Q000737:chemistry* / Q000378:metabolism; D007700:Kinetics; D008024:Ligands; D015394:Molecular Structure; D009690:Nucleic Acid Conformation; D011083:Polycyclic Compounds / Q000737:chemistry* / Q000378:metabolism; D013237:Stereoisomerism
D043542:DNA, Z-Form; D008024:Ligands; D011083:Polycyclic Compounds; C031660:helicenes; D004247:DNA