Table 2 1H- and 13C-NMR data (700 MHz, CD3OD) for biosynthesized (−)-menthol β-glucoside and (−)-menthol β-galactoside
Position | (−)-Menthol β-glucoside | (−)-Menthol β-galactoside | ||
|---|---|---|---|---|
δH (multi., J in Hz) | δc | δH (multi., J in Hz) | δc | |
1 | 3.57 (1H, ddd, 10.6, 105, 4.2) | 78.4 | 3.57 (1H, ddd, 10.8, 10.8, 4.4) | 78.4 |
2 | 1.24 (1H, m) | 49.5 | 1.22 (1H, m) | 49.5 |
3 | 1.03 (1H, m); 1.63 (1H, m) | 24.3 | 1.03 (1H, m); 1.65 (1H, m) | 24.4 |
4 | 0.84 (1H, m); 1.68 (1H, m) | 35.8 | 0.85 (1H, m); 1.67 (1H, m) | 35.8 |
5 | 1.37 (1H, m) | 32.9 | 1.38 (1H, m) | 32.9 |
6 | 0.94 (1H, m); 2.12 (1H, m) | 41.8 | 0.93 (1H, m); 2.13 (1H, m) | 41.8 |
7 | 2.31 (1H, m) | 26.3 | 2.31 (1H, m) | 26.3 |
8 | 0.81 (3H, d, 6.8) | 16.4 | 0.79 (3H, d, 7.2) | 16.4 |
9 | 0.87 (3H, d, 7.1) | 21.6 | 0.89 (3H, d, 7.0) | 21.6 |
10 | 0.93 (3H, d, 6.6) | 22.8 | 0.96 (3H, d, 6.8) | 22.8 |
1′ | 4.35 (1H, d, 7.8) | 101.4 | 4.35 (1H, d, 7.6) | 101.5 |
2′ | 3.14 (1H, m) | 75.2 | 3.14 (1H, m) | 75.2 |
3′ | 3.35 (1H, m) | 78.3 | 3.35 (1H, m) | 78.3 |
4′ | 3.31 (1H, m) | 72.0 | 3.30 (1H, m) | 72.1 |
5′ | 3.24 (1H, m) | 77.8 | 3.24 (1H, m) | 77.8 |
6′ | 3.67 (1H, dd, 11.6, 5.4); 3.84 (1H, dd, 11.6, 2.3) | 63.1 | 3.67 (1H, dd, 11.6, 5.2); 3.84 (1H, dd, 11.6, 2.4) | 63.2 |