Table 2.
1H (500 MHz) and 13C (125 MHz) NMR Spectroscopic Data for Compound 2 in Pyridine-d5a
| residue | position | δC, type | δH (J, Hz) | residue | position | δC, type | δH (J, Hz) |
|---|---|---|---|---|---|---|---|
| MeHA | 1 | 166.9, C | - | Leu1 | 1 | 176.8, C | - |
| 2 | 121.7, CH | 6.39, d (15.1) | 2 | 56.6, CH | 4.50, m | ||
| 3 | 152.0, CH | 7.15, dd (15.1, 7.8) | 3 | 41.0, CH2 | 2.13, 2.43, m | ||
| 4 | 39.1, CH | 2.35, m | 4 | 25.5, CH | 2.32, m | ||
| 5 | 29.8, CH2 | 1.44, 1.64, m | 5 | 22.5, CH3 | 0.98b | ||
| 6 | 12.6, CH3 | 1.02b | 6 | 23.49, CH3 | 1.12, d (6.6) | ||
| 7 | 19.8, CH3 | 1.10, d (6.8) | CONH | - | 8.11, br d (5.0) | ||
| MePro | 1 | 176.3, C | - | Leu2 | 1 | 175.7, C | - |
| 2 | 64.6, CH | 4.55, m | 2 | 57.19, CH | 4.42, m | ||
| 3 | 39.9, CH2 | 1.76, 2.45, m | 3 | 40.6, CH2 | 2.12, 2.25, m | ||
| 4 | 34.3, CH | 2.14, m | 4 | 25.4, CH | 2.09, m | ||
| 5 | 55.2, CH2 | 3.71, m 3.88, d (10.0, 7.4) |
5 | 23.0, CH3 | 0.94, d (6.4) | ||
| 6 | 17.1, CH3 | 0.97b | 6 | 23.2, CH3 | 0.99b | ||
| AMOD | 1 | 177.6. C | - | CONH | - | 8.81, br d (4.7) | |
| 2 | 56.3, CH | 4.63, m | Aib2 | 1 | 176.7, C | - | |
| 3 | 37.5, CH2 | 1.68, 2.20, m | 2 | 57.0, C | - | ||
| 4 | 30.2, CH | 1.92, m | 3 | 23.54, CH3 | 1.74, s | ||
| 5 | 37.5, CH2 | 1.17, 1.34, m | 4 | 27.9, CH3 | 1.85, s | ||
| 6 | 21.78, CH2 | 1.55, 1.66, m | CONH | - | 8.77, s | ||
| 7 | 43.1, CH2 | 2.32, m | Aib3 | 1 | 178.0, C | - | |
| 8 | 210.9, C | - | 2 | 57.4, C | - | ||
| 9 | 36.1, CH2 | 2.34, m | 3 | 23.4, CH3 | 1.66, s | ||
| 10 | 8.5, CH3 | 1.02b | 4 | 28.3, CH3 | 1.86, s | ||
| 11 | 18.9, CH3 | 0.91, d (6.6) | CONH | - | 8.19, s | ||
| CONH | - | 10.25, br d (6.8) | β-Ala | 1 | 174.3, C | - | |
| β-HyLeu | 1 | 174.0, C | - | 2 | 38.3, CH2 | 2.45, 3.28, m | |
| 2 | 64.0, CH | 4.54, m | 3 | 38.4, CH2 | 3.41, 4.19, m | ||
| 3 | 73.9, CH | 4.54, m | CONH | - | 8.66, br dd (8.6, 4.2) | ||
| 4 | 30.9, CH | 2.24, m | DPD | 1 | 63.7, CH2 | 3.04, 3.76, m | |
| 5 | 15.7, CH3 | 1.42b | 2 | 41.3, CH | 4.72, m | ||
| 6 | 21.73, CH3 | 1.43b | 3 | 19.1, CH3 | 1.23, d (6.7) | ||
| CONH | - | 9.65, br d (2.6) | 4, 5 | 44.8, CH3c | 3.04, s | ||
| Aib1 | 1 | 177.8, C | - | CONH | - | 7.70, br d (9.3) | |
| 2 | 57.23, C | - | |||||
| 3 | 23.54, CH3 | 1.78, s | |||||
| 4 | 27.3, CH3 | 1.94, s | |||||
| CONH | - | 9.27, s |
a
Abbreviations: MeHA, 4-methyl-2-hexenoic acid; MePro, 4-methylproline; AMOD, 2-amino-4-methyl-8-oxodecanoic acid; β-HyLeu, β-hydroxyleucine; Aib, 2-aminobutyric acid; Leu, leucine; β-Ala, β-alanine; DPD, N1,N1-dimethylpropane-1,2-diamine.
b
Multiplicity was not determined due to overlapping signal.
C
Chemical shift was extracted from the HSQC correlation data.