TABLE 4.
1H (500 MHz) 13C(125 MHz) NMR chemical shifts (δ, ppm) and coupling constants (J in Hz, in parentheses) of compounds 1-5 in GOS-A and GOSE.
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| Disaccharide 1 b-D-Galp(1→6)D-Glcp |
Disaccharide 2 b-D-Galp(1→3)D-Glcp |
Disaccharide 3 b-D-Galp(1→4)D-Glcp |
Disaccharide 4 b-D-Galp(1→2)D-Glcp |
Trisaccharide 5 b-D-Galp(1→3) b-D-Galp(1→4)D-Glcp |
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| Fragment | Position | δ13C | δ1H | δ13C | δ1H | δ13C | δ1H | δ13C | δ1H | δ13C | δ1H |
| α –Glc | 1 | 92.77 | 5.23 (3.7) | 92.63 | 5.24 (3.6) | 92.46 | 5.22 (3.9) | 92.54 | 5.45 (3.6) | 92.49 | 5.23 (3.8) |
| 2 | 72.05 | 3.54 | 71.55 | 3.72 | 71.80 | 3.58 | 81.32 | 3.65 | 72.06 | 3.58 | |
| 3 | 73.33 | 3.72 | 83.08 | 3.92 | 72.06 | 3.84 | 72.41 | 3.85 | 71.82 | 3.84 | |
| 4 | 70.05 | 3.50 | 68.89 | 3.53 | 79.08 | 3.66 | 70.05 | 3.46 | 78.91 | 3.66 | |
| 5 | 71.09 | 4.00 | 71.78 | 3.87 | 70.75 | 3.95 | 71.81 | 3.84 | 70.75 | 3.92 | |
| 6 | 69.19 | 4.17, 3.87 | 61.19 | 3.86, 3.80 | 60.60 | 3.87, 3.84 | 61.15 | 3.84,3.77 | 60.61 | 3.88, 3.80 | |
| β –Glc | 1 | 96.62 | 4.66 (8.0) | 96.30 | 4.68 (8.2) | 96.40 | 4.67 (8.0) | 95.34 | 4.73 (8.0) | 96.43 | 4.67 (8.0) |
| 2 | 74.66 | 3.26 | 74.35 | 3.43 | 74.46 | 3.29 | 81.96 | 3.53 | 74.47 | 3.29 | |
| 3 | 76.28 | 3.49 | 85.32 | 3.75 | 75.01 | 3.66 | 73.21 | 3.67 | 75.44 | 3.62 | |
| 4 | 70.10 | 3.49 | 68.85 | 3.52 | 78.95 | 3.66 | 70.05 | 3.44 | 78.78 | 3.69 | |
| 5 | 75.33 | 3.64 | 76.15 | 3.50 | 75.44 | 3.61 | 76.54 | 3.47 | 75.01 | 3.65 | |
| 6 | 69.32 | 4.22, 3.85 | 61.36 | 3.92, 3.78 | 60.73 | 3.96, 3.80 | 61.15 | 3.89,3.70 | 60.74 | 3.96, 3.80 | |
| Gal-2α | 1 | 103.93 | 4.43 (8.1) | 103.97 | 4.64 (8.1) | 103.54 | 4.45 (7.8) | 105.13 | 4.56 (7.8) | 103.17 | 4.51 (7.8) |
| 2 | 71.39 | 3.55 | 71.91 | 3.60 | 71.62 | 3.56 | 71.70 | 3.59 | 70.86 | 3.71 | |
| 3 | 73.30 | 3.65 | 73.21 | 3.69 | 73.17 | 3.66 | 73.27 | 3.66 | 82.54 | 3.84 | |
| 4 | 69.30 | 3.93 | 69.22 | 3.93 | 69.22 | 3.93 | 69.25 | 3.91 | 69.09 | 4.19 | |
| 5 | 75.80 | 3.70 | 75.97 | 3.74 | 76.00 | 3.73 | 75.66 | 3.69 | 75.64 | 3.75 | |
| 6 | 61.65 | 3.78, 3.75 | 61.69 | 3.80, 3.76 | 61.70 | 3.80, 3.75 | 61.60 | 3.77,3.70 | 61.67 | 3.81, 3.76 | |
| Gal-2β | 1 | 103.93 | 4.44 (8.2) | 104.06 | 4.66 (8.2) | 103.56 | 4.45 (7.8) | 103.98 | 4.72(7.8) | 103.19 | 4.51(7.8) |
| 2 | 71.39 | 3.55 | 71.87 | 3.60 | 71.61 | 3.56 | 71.98 | 3.57 | 70.85 | 3.71 | |
| 3 | 73.30 | 3.65 | 73.23 | 3.69 | 73.17 | 3.66 | 73.21 | 3.66 | 82.54 | 3.84 | |
| 4 | 69.28 | 3.93 | 69.22 | 3.93 | 69.20 | 3.93 | 70.05 | 3.90 | 69.07 | 4.19 | |
| 5 | 75.83 | 3.70 | 75.99 | 3.74 | 76.00 | 3.73 | 76.45 | 3.68 | 75.64 | 3.75 | |
| 6 | 61.64 | 3.78, 3.75 | 61.69 | 3.80, 3.76 | 61.68 | 3.80, 3.75 | 61.60 | 3.77,3.70 | 61.65 | 3.81, 3.76 | |
| Gal-1 | 1 | 104.99 | 4.61 (7.7) | ||||||||
| 2 | 71.68 | 3.60 | |||||||||
| 3 | 73.16 | 3.67 | |||||||||
| 4 | 69.23 | 3.92 | |||||||||
| 5 | 75.72 | 3.70 | |||||||||
| 6 | 61.62 | 3.81, 3.76 | |||||||||