
Tetrahedron Letters p. 8337 - 8340 (1997)
Update date:2022-08-03
Topics:
Cho, Young Lag
Jeong, Kyu-Sung
A molecular model has been synthesized to determine the hydrogen- bonding strength between AT and T in the base triplet, T:AT. A strong preference (>95%) of Watson-Crick mode along with 91% hydrogen-bonded conformation is observed in the model compound. The association constants of the AT model with 1-propyluracil and glutarimide are 15 M-1 and 5.2 M-1, respectively, in CDCl3 at 296 ± 0.5 K. Negative cooperativity by pre- existing hydrogen bonds might be involved in the intermolecular binding events.
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Doi:10.1021/ja01600a082
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