TABLE 6.
Pseudorotational parameters of adenine nucleosides 20 and 1
| Pseudorotational parameters of nucleosidesa | |||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|
| ΔGeffc) | |||||||||||
| Compound | PN (°) | ψN (°) | PS (°) | ψS (°) | Rms (Hz) | |ΔJ| (Hz) | l′−2′ | 2′−3′ (2′F) | 2′−3′ (3′F) | 3′−4′ | %S |
| 20 (CD3OD) | −15.9 (2E) | 48 | 137.7 (1T2) | 32 | .11 | .13 (H,H) .20 (H,F) | −8.370 | .372 | −3.906 | 2.700 | 77 |
| Using 4 vicinal [H,F] coupling constants | −20.4 (2E) | 48 | 139.8 (1T2) | 32 | .02 | .03 | 76 | ||||
| 1b (CD3OD) | −13.7 (2E) | 29.3 | 129.3 (1E) 145.9 (1T2) | 43.1 39.9 | .06 | .12 | 71 | ||||
a
All data resulted from analysis of the [H,H] and [H,F] coupling constants, if is not specified. The ψ values given in italics and underlined are kept fixed during the final minimization.
b
The pseudorotational parameters of lodenosine 1 have been calculated previously[22] and included in the table for comparison of stereochemistry of adenine nucleosides.
c
ΔGeff = − 3.72[(αFCC + αHCC)/2 – 110] along a given C—C bond.[27]