Table 2.

13C-NMR data of products derived from [U-13C]phenylacetyl-CoA

Chemical shift [ppm] δ13CCoupling constants [Hz] Jcc
Compound positionObservedPredicted
[U-13C]ring 1,2-epoxy-phenylacetyl-CoA (III)
 1195.3 (d)19846.1 (2)
 238.4 (t, broad)4845 (1, 3)
 348.7 (m, broad)59
 448.7 (m, broad)59
 5114–128 (m)131
 6114–128 (m)128
 7114–128 (m)125
 8114–128 (m)135
[U-13C]oxepin-CoA (IV)
 1187.5 (dd)18766.5 (2), 4.0 (9)
 2102.2 (ddd)10380.8 (3), 66.5 (1), 6.0
 3162.8 (dd)17280.8 (2), 41.5 (9)
 434.3 (t, broad)3741 (8, 3)
 5127.9 (dd)12567.2 (7), 37.4 (9)
 6125.8 (dd)12967.2 (8), 52.4 (6)
 7109.5 (dd)10674.8 (5), 52.4 (7)
 8142.9 (d)14174.8 (6)
[U-13C]3-oxo-5,6-dehydrosuberyl-CoA (V)
 1195.6 (d)19646.7 (2)
 255.3 (broad)55n.d.
 3205.4 (t)20638.1 (4, 2)
 441.0 (broad)43n.d.
 5122.2 (dd)12571.8 (6), 43.2 (3)
 6128.2 (dd)12571.8 (5), 43.2 (7)
 735.3 (dd)3851.5 (8), 42.8 (6)
 8179.7(d)17651.5 (7)
[U-13C]2,3-dehydro- adipyl-CoA (VI)
 1189.3 (dd)18761.5 (2), 6.3
 2127.9 (ddd)13269.8 (3), 61.5 (1), 3.3
 3146.1 (dd)15169.4 (2), 41.3 (4)
 428.1 (ddd)2841.1 (3), 34.3 (5), 6.5
 534.4 (dd)3552.6 (6), 34.1 (4)
 6178.2 (dd)17752.2 (5), 3.0
[U-13C]acetyl-CoA (VII)
 1195.5 (d)19647.2 (2)
 229.1 (d)2747.2 (1)
  • The roman numerals indicate the compounds in Fig. 1B. Coupling constants caused by 13C13C coupling (Jcc) to the indexed atom are indicated in parentheses. Numbers in bold type indicate coupling pairs observed in the INADEQUATE spectrum. The signals are designated as follows: d, doublet; dd, double-doublet; ddd, double-doublet-doublet; m, multiplet; n.d., not determined; t, triplet. For numbering of C-atoms see Fig. 3.