Unexpectedly stable artificial duplex from flexible acyclic threoninol.
A new foldamer, acyclic threoninol nucleic acid (aTNA), has been synthesized by tethering each of the genetic nucleobases A, G, C, and T to d-threoninol molecules, which were then incorporated as building blocks into a scaffold bearing phosphodiester linkages. We found that with its fully complementary strand in an antiparallel fashion, the aTNA oligomer forms an exceptionally stable duplex that is far more stable than corresponding DNA or RNA duplexes, even though single-stranded aTNA is rather flexible and thus does not take a preorganized structure.
Asanuma
Hiroyuki
H
Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8603, Japan. asanuma@mol.nagoya-u.ac.jp
Toda
Takasuke
T
Murayama
Keiji
K
Liang
Xingguo
X
Kashida
Hiromu
H
D000605:Amino Alcohols / Q000737:chemistry*; D002072:Butylene Glycols / Q000737:chemistry*; D002942:Circular Dichroism; D008958:Models, Molecular
D000605:Amino Alcohols; D002072:Butylene Glycols; C532652:threoninol