Table 2: B3LYP6311ppdd//B3LYP/6-31+G(d) relative energies for ring conformations of IdoUA and GlcUA derivatives.

Molecule/conformation ( ), kcal/mol ( , kcal/mol ( , kcal/mol

GlcUA0.88 0 3.42
M-GlcUA0 0.70 5.12
GlcUAPCM0 1.69 3.11
M-GlcUAPCM0 6.23 6.93
GlcUA(2S)1.11 4.00 0
M-GlcU(2S)0 5.29 6.84
GlcUA(2S)PCM1.25 7.51 0
M-GlcU(2S)PCM0 3.71 7.84
GlcU(3S)4.44 0 1.93
M-GlcU(3S)0 2.34 0.73
GlcU(3S)PCM6.78 3.65 0
M-GlcU(3S)PCM0 11.09 1.29
GlcUA(23S)7.94 13.14 0
M-GlcUA(23S)0 14.86 5.83
GlcUA(23S)PCM5.82 10.89 0
M-GlcUA(23S)PCM0 8.87 1.62
IdoUA0 2.00 6.53
M-IdoUA0 2.33 6.64
IdoUAPCM0 1.54 5.59
M-IdoUAPCM0 1.54 4.01
IdoUA(2S)0.28 0 5.78
M-IdoUA(2S)2.77 0 7.18
IdoUA(2S)PCM0 4.71 7.18
M-IdoUA(2S)PCM1.50 0 3.50
IdoUA(3S)0 19.64 22.68
M-IdoUA(3S)0 21.36 24.17
IdoUA(3S)PCM0 1.99 2.94
M-IdoUA(3S)PCM0 1.87 2.94
IdoUA(23S)0 0.70 0.46
M-IdoUA(23S)0 11.18 6.44
IdoUA(23S)PCM0 5.55 7.57
M-IdoUA(23S)PCM0 7.82 4.38

Relative energies were calculated using the energy of the most stable conformation for the same molecule as a reference for in  vacuo and PCM solvent model (marked with PCM subscript).