Synthesis of an enantiomeric DNA oligomer and its T-HgII-T base-pair formation.
Unnatural "L-DNA" containing 2'-deoxy-L-ribose backbone instead of natural 2'-deoxy-D-ribose was synthesized and evaluated by (1)H NMR, CD spectra. Proton ((1)H) NMR spectra of natural DNA (D-TpT) and L-DNA (L-TpT) are fully consistent with each other. In CD spectra, however, spectrum of L-TpT was reversed, relative to that of D-TpT. These results indicate that L-TpT is an isomer with a mirror image configuration of D-TpT. In summary, we have synthesized enantiomeric L-DNA, and the L-DNA would be materials for nanodevices and tools for exploring why the D-isomer of DNA molecules was selected as a bio-molecule.
Haruta
Kaichiro
K
Graduate School of Pharmaceutical Sciences, Tohoku University, Aobayama, Aoba-ku, Sendai 980-8578, Japan.
Tanaka
Yoshiyuki
Y
Kawamura
Takuya
T
Kondo
Yoshinori
Y
Ono
Akira
A
Yamakoshi
Hiroyuki
H
Kanoh
Naoki
N
Iwabuchi
Yoshiharu
Y
D020029:Base Pairing; D004247:DNA / Q000737:chemistry*; D008628:Mercury / Q000737:chemistry; D009838:Oligodeoxyribonucleotides / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D013941:Thymine / Q000737:chemistry
D009838:Oligodeoxyribonucleotides; D004247:DNA; D008628:Mercury; D013941:Thymine