Table 2.
NMR data of 4-diphosphocytidyl-2C-methylerythritol
| Position | Chemical shifts, ppm
|
Coupling constants, Hz
|
|||||
|---|---|---|---|---|---|---|---|
| 1H | 13C | 31P | JHH | JPH | JPC | JPP | |
| 1 | 3.36 (d, 1) | 66.24 (s)‡ | 11.7 (1*) | ||||
| 1* | 3.48 (d, 1) | 11.7 (1) | |||||
| 2 | 73.76 (s) | ||||||
| 2-Methyl | 1.02 (s, 3) | 18.13 (s) | |||||
| 3 | 3.72 (dd, 1) | 73.27 (d) | 8.4 (4), 2.7 (4*) | 7.5 | |||
| 4 | 3.85 (ddd, 1) | 66.87 (d) | 11.0 (4*), 8.3 (3) | 6.8 | 5.7 | ||
| 4* | 4.10 (ddd, 1) | 11.0 (4), 2.7 (3) | 6.1 | ||||
| 1′ | 5.68 (d, 1) | 89.25 (s) | 4.1 (2′) | ||||
| 2′ | 4.24 (m, 1) | 74.21 (s) | |||||
| 3′ | 4.21 (m, 1) | 69.09 (s) | |||||
| 4′ | 4.17 (m, 1) | 82.83 (d) | 9.1 | ||||
| 5′ | 4.10 (m, 1) | 64.41 (d) | 5.5 | ||||
| 5′* | 4.17 (m, 1) | ||||||
| Cyt-2 | 163.87 (s) | ||||||
| Cyt-4 | 170.51 (s) | ||||||
| Cyt-5 | 6.09 (d, 1) | 95.99 (s) | 7.8 (Cyt-6) | ||||
| Cyt-6 | 7.96 (d, 1) | 142.46 (s) | 7.8 (Cyt-5) | ||||
| P | −7.2 (d)¶ | 19.6 | |||||
| P* | −7.8 (d) | 20.4 | |||||
*
Diastereotopic H position of the index carbon atom.
† Referenced to external trimethylsilylpropane sulfonate. The multiplicities and the relative integral values are given in parentheses.
‡
Referenced to external trimethylsilylpropane sulfonate. The multiplicities of the 1H decoupled 13C NMR signals are indicated in parentheses.
§
Coupling partners as analyzed from two-dimensional correlated spectroscopy experiments are given in parentheses.
¶
Referenced to external 85% orthophosphoric acid. The multiplicites of the 1H decoupled 31P NMR signals are given in parentheses.