TABLE 2.
NMR spectral data of inactivated zwittermicin A and native zwittermicin A
| Atom | Chemical shifts
|
|||
|---|---|---|---|---|
| Inactivated zwittermicin A
|
Zwittermicin Aa
|
|||
| 13Cb (ppm) | 1H (ppm)c | 13C (ppm) | 1H (ppm) | |
| 1 | 162.5 | 164.6 | ||
| 2 | ||||
| 3 | 41.5 | 3.60 (dd, 15, 4.5) | 43.5 | 3.62 (dd, 14.5, 3.5) |
| 3.47 (dd, 15, 7) | 3.49 (dd, 14.5, 7) | |||
| 4 | 55.3 | 4.43 (dd, 7, 4.5) | 57.3 | 4.45 (dd, 7, 3.5) |
| 5 | 175.1 | 177.1 | ||
| 6 | ||||
| 7 | 175.6 | 177.9 | ||
| 8 | 72.8 | 4.52 (d, 2) | 74.7 | 4.55 (d, 2) |
| 9 | 68.6 | 4.34 (dd, 6, 2) | 72.1 | 4.35 (dd, 4.5, 2) |
| 10 | 58.8 | 3.49 (t, 6) | 60.6 | 3.56 (dd, 6, 4.5) |
| 11 | 66.2 | 4.23 (ddd, 9, 6, 3) | 68.4 | 4.28 (m) |
| 12 | 36.4 | 1.67 (m, 2H) | 37.3 | 1.80 (m) |
| 1.76 (m) | ||||
| 13 | 67.6 | 3.89 (m)d | 68.8 | 4.19 (br d, 10) |
| 14 | 56.6 | 3.90 (m)d | 59.7 | 3.43 (ddd, 8.5, 4, 4) |
| 15 | 61.2 | 3.78 (dd, 11.5, 3.5) | 60.1 | 3.94 (dd, 12.5, 4) |
| 3.65 (dd, 11.5, 6.5) | 3.78 (dd, 12.5, 8.5) | |||
| 16 | ||||
| 17 | 175.3 | |||
| 18 | 22.9 | 2.01 (s, 3H) | ||
a
Chemical shifts for zwittermicin are from He et al. (12).
b
Assignments determined by HMQC.
c
Abbreviations: dd, double doublet; d, doublet; t, triplet; ddd, double double doublet; m, multiplet; s, singlet; br d, broad doublet. Numbers in parentheses refer to coupling constants (in hertz).
d
Chemical shift determined from HMQC.