TY - JOUR
T1 - Synchronized Chiral Induction between [5]Helicene–Spermine Ligand and B–Z DNA Transition
AU - Kawara, Kensuke
AU - Tsuji, Genichiro
AU - Taniguchi, Yosuke
AU - Sasaki, Shigeki
N1 - Funding Information:
We are grateful for the support provided by a Grant-in-Aid for Scientific Research (B) (No. 15H04633) from the Japan Society for the Promotion of Science (JSPS). We are also grateful to Dr. Satoru Karasawa at the Faculty of Pharmaceutical Sciences, Kyushu University, for the X-ray crystal structural analysis and Drs. Katsuhiko Tomooka and Kazunobu Igawa at the Institute for Materials Chemistry and Engineering, Kyushu University, for the optical resolution by a chiral-column HPLC system.
Publisher Copyright:
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2017/2/3
Y1 - 2017/2/3
N2 - The 2,13-dimethoxy[5]helicene–spermine ligand 8 b possesses an axial chirality. The racemic 8 b was bound to B-DNA by the accompanying induction of its (P)-chirality together with the B-to-Z helicity change of the duplex DNA, [(dC-dG)3]2. The (P)-chirality of the bound 8 b, in turn, transitioned to the (M)-chirality according to the Z-helicity of the DNA. These results illustrate the chirality synchronization between the DNA and the ligand.
AB - The 2,13-dimethoxy[5]helicene–spermine ligand 8 b possesses an axial chirality. The racemic 8 b was bound to B-DNA by the accompanying induction of its (P)-chirality together with the B-to-Z helicity change of the duplex DNA, [(dC-dG)3]2. The (P)-chirality of the bound 8 b, in turn, transitioned to the (M)-chirality according to the Z-helicity of the DNA. These results illustrate the chirality synchronization between the DNA and the ligand.
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U2 - 10.1002/chem.201605276
DO - 10.1002/chem.201605276
M3 - Article
C2 - 27943481
AN - SCOPUS:85010608423
VL - 23
SP - 1763
EP - 1769
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 8
ER -