Table 3.
Substratea | Enzyme | Product distribution (%) |
||
---|---|---|---|---|
Hydroxylation | Decarboxylation | Undecanal formationb | ||
Dodecanoic acid | CYP152A1 | 72.5% | 12.5% | 15% |
CYP152B1 | 94.6% | n.r. | 5.4% | |
CYP152L1 | 27.1% | 63.6% | 9.3% | |
cis-2-dodecenoic acid | CYP152A1 | 3.2%c | n.r. | 56.5% |
CYP152B1 | n.r.c | n.r. | 63.2% | |
CYP152L1 | 89.3%c | n.r. | 1.8% | |
trans-2-dodecenoic acid | CYP152A1 | 3.3%c | n.r. | 58.2% |
CYP152B1 | n.r.c | n.r. | 62.4% | |
CYP152L1 | 98.5% | n.r. | 1.5% |
Reactions conditions: 0.5 mM substrate; 0.001 mM CYP152 enzyme; 0.5 mM alditol oxidase (AldO) and 10% glycerol for in situ generation of H2O2 as the oxygen source; 30 °C; 6 h.
Undecanal formation is the sequential hydroxylation, isomerization, and decarboxylation.
Other oxygenation reactions were detected, including epoxidation and ketonization.