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Nucleic Acids Symposium Series 2001 1(1):17-18; doi:10.1093/nass/1.1.17
© 2001 by Oxford University Press
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Efforts toward creating unnatural base pairs for an expanded genetic code

Ichiro Hirao1, Tsuneo Mitsui1, Tsuyoshi Fujiwara1, Michiko Kimoto2,3, Taiko To2, Taeko Okuni1, Akira Sato1, Yoko Harada1 and Shigeyuki Yokoyama1,2,3

1 Yokoyama CytoLogic Project, ERATO, JST, c/o RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan, 2 Department of Biophysics and Biochemistry, Graduate School of Science, The University of Tokyo, 7-3-1, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan, 3 Cellular Signaling Laboratory, RIKEN, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan

A series of unnatural base pairs was designed and examined for the expansion of the genetic alphabet and for a better understanding of the mechanism of nucleic acid biosyntheses. To improve the shape complementarity of the previously developed unnatural base pairs, 2-amino-6-(N,N-dimethylamino)purine (x) - pyridon-2-one (y) and 2-amino-6-(2-thienyl)purine (s) - y, the pyrimidine analogue, y, was replaced by a five-member ring, 4-imidazolin-2-one (z), and the s-z pairing in replication was examined. Unnatural bases based on the five-member ring were also applied to the development of non-hydrogen-bonded base pairs.


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