Table 1 1H (600 MHz) and 13C (150 MHz) NMR data for suertides A–C (1–3) in DMSO-d6
From: Suertides A–C: selective antibacterial cyclic hexapeptides from Amycolatopsis sp. MST-135876v3
Suertide A (1) | Suertide B (2) | Suertide C (3) | |||||
|---|---|---|---|---|---|---|---|
Unit | Pos. | δC | δH, mult (J in Hz) | δC | δH, mult (J in Hz) | δC | δH, mult (J in Hz) |
l-Ser | NH | 8.19, d (6.1) | 8.19, d (5.7) | 8.20, m | |||
CO | 170.3 | 170.3 | 170.4 | ||||
α | 56.2 | 4.12, q (6.5) | 56.3 | 4.12, m | 56.2 | 4.11, q | |
β | 60.3 | 3.27, m | 60.4 | 3.28, m | 60.3 | 3.26, m | |
OH | |||||||
5-X-d-Trp | NH | 8.66, d (8.2) | 8.65, d (8.0) | 8.66, d (8.1) | |||
CO | 170.8 | 170.9 | 170.8 | ||||
α | 54.2 | 4.26, m | 54.3 | 4.26, m | 54.2 | 4.25, m | |
βa | 26.9 | 3.20, dd (15.2, 3.7) | 27.0 | 3.25, m | 26.8 | 3.21, dd (15.0, 2.9) | |
βb | 2.90, dd (15.2, 10.8) | 2.89, dd (15.0, 11.0) | 2.90, dd (15.0, 10.8) | ||||
1 | 11.00, d (2.2) | 10.8 | 11.00, d (1.9) | ||||
2 | 125.3 | 7.20, d (2.2) | 123.2 | 7.11b, m | 125.1 | 7.19, d (2.3) | |
3 | 110.6 | 110.6 | 110.5 | ||||
3a | 128.3 | 127.1 | 129.0 | ||||
4 | 117.4 | 7.57a, m | 118.0 | 7.53c, d (7.8) | 120.4 | 7.71, d (1.9) | |
5 | 123.1 | 118.3 | 6.98, m | 111.0 | |||
6 | 120.8 | 7.04, dd (8.6, 2.0) | 120.9 | 7.04, m | 123.3 | 7.15, dd (8.6, 1.9) | |
7 | 112.8 | 7.33b, m | 111.3 | 7.31, d (8.1) | 113.3 | 7.29, d (8.6) | |
7a | 134.5 | 136.0 | 134.7 | ||||
6-Y-d-Trp | NH | 7.37, d (2.0) | 7.37, d (7.1) | 7.37, d (7.1) | |||
CO | 170.0 | 170.0 | 170.0 | ||||
α | 53.5 | 4.72, m | 53.4 | 4.73, m | 53.5 | 4.73, m | |
βa | 28.6 | 3.07, dd (14.0, 8.6) | 28.6 | 3.09, dd (14.1, 8.4) | 28.4 | 3.07, dd (14.0, 8.6) | |
βb | 2.98, dd (14.0, 4.7) | 2.99, dd (14.1, 4.9) | 2.98, dd (14.0, 4.8) | ||||
1 | 11.00, d (1.9) | 10.97, d (2.1) | 11.00, d (1.9) | ||||
2 | 124.6 | 7.09, d (2.3) | 124.5 | 7.09, m | 124.6 | 7.08, d (2.3) | |
3 | 109.9 | 109.9 | 109.9 | ||||
3a | 126.5 | 126.8 | 126.7 | ||||
4 | 120.1 | 7.56a, m | 120.5 | 7.52c, d (5.2) | 120.5 | 7.51, d (8.4) | |
5 | 118.5 | 6.98, dd (8.5, 1.9) | 121.0 | 7.11b, m | 121.0 | 7.10, dd (8.4, 1.7) | |
6 | 125.5 | 113.6 | 113.6 | ||||
7 | 110.7 | 7.33b, m | 113.6 | 7.48, d (1.7) | 113.5 | 7.48, d (1.7) | |
7a | 136.4 | 136.8 | 136.8 | ||||
l-Ile | NH | 8.21, d (7.6) | 8.21, d (7.3) | 8.20, m | |||
CO | 172.2 | 172.2 | 172.2 | ||||
α | 57.9 | 4.00, dd (8.8, 7.6) | 57.9 | 4.00, dd (8.7, 7.6) | 57.9 | 4.00, dd (8.7, 7.6) | |
β | 34.9 | 1.50, m | 34.9 | 1.51, m | 34.9 | 1.50, m | |
γ1a | 25.0 | 1.17, m | 24.9 | 1.19, m | 24.9 | 1.18, m | |
γ1b | 0.91, m | 0.93, m | 0.92, m | ||||
γ2 | 14.6 | 0.47, d (6.8) | 14.6 | 0.49, d (6.9) | 14.6 | 0.47, d (6.8) | |
δ | 10.7 | 0.73, t (7.4) | 10.7 | 0.75, t (7.4) | 10.7 | 0.73, t (7.4) | |
d-Val | NH | 8.34, d (8.8) | 8.34, d (8.8) | 8.35, d (8.8) | |||
CO | 170.4 | 170.4 | 170.3 | ||||
α | 58.0 | 4.07, dd (8.8, 4.5) | 58.0 | 4.07, dd (8.8, 4.5) | 58.0 | 4.07, dd (8.8, 4.5) | |
β | 29.0 | 2.26, m | 29.0 | 2.26, m | 28.6 | 2.26, m | |
γ1 | 19.4 | 0.81, d (6.9) | 19.4 | 0.82a, d (2.9) | 19.4 | 0.81a, d (2.9) | |
γ2 | 17.0 | 0.82, d (6.9) | 16.9 | 0.82a, d (2.9) | 16.9 | 0.83a, d (2.9) | |
d-Glu | NH | 7.28, m (7.5) | 7.27, d (7.8) | 7.27, d (7.6) | |||
CO | 170.3 | 170.3 | 170.3 | ||||
α | 51.0 | 4.40, q (6.7) | 51.0 | 4.40, q (6.7) | 51.0 | 4.41, d (6.7) | |
βa | 28.5 | 1.89, m | 28.4 | 1.89, m | 29.0 | 1.88, m | |
βb | 1.79, m | 1.78, m | |||||
γa | 29.7 | 2.18, t (8.3) | 29.7 | 2.18, t (8.3) | 29.7 | 1.80, m | |
γb | 2.18, t (8.3) | ||||||
δ | 173.9 | 173.9 | 173.9 | ||||
OH | 12.10, br s | 12.10, br s | 12.09, br s | ||||
