Synthesis and properties of conformationally rigid cyclouridylic acid having a covalent bonding linker between the uracil 5-position and the 5 phosphate group

DOI: 10.1016/0040-4039(95)02062-4

Source and publish data:

Tetrahedron Letters p. 9515 - 9518 (1995)

Update date:2022-08-03

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Authors:

Scio, Kohji

Wada, Takeshi

Sakamoto, Kensaku

Yokoyama, Shigeyuki

Sekine, Mitsuo

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Article abstract of DOI:10.1016/0040-4039(95)02062-4

A novel cyclouridylic acid 1 having a propylene bridge between the uracil 5 position and the 5′-phosphate group was synthesized. The structure of 1 was analyzed by ¹H NMR, and CD spectroscopy, which suggested that the cyclonucleotide 1 was highly stabilized in a considerably rigid g′/C3′-endo conformation with the base orientation of and. The molecular mechanics calculation of 1 gave a similar conclusion.

Full text of DOI:10.1016/0040-4039(95)02062-4

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