TABLE 3.
Relative yields of cis and trans isomers of 4-hydroxyphenyl alkenes formed from the conversion of 4-alkylphenols by vanillyl-alcohol oxidase from P. simplicissimum
| Substrate | Relative yield (%)a
|
|
|---|---|---|
| cis-4-Hydroxyphenyl alkene | trans-4-Hydroxyphenyl alkene | |
| 4-n-Propylphenol | 45 | 55 |
| 2-Methoxy-4-n-propylphenol | <1 | >99 |
| 4-(3′-Methylcrotyl)phenol | 0 | 100 |
| 4-sec-Butylphenol | 100 | 0 |
| 4-n-Butylphenol | 93 | 7 |
| 4-n-Pentylphenol | 60 | 40 |
| 4-n-Heptylphenol | 50 | 50 |
a
Products were identified by HPLC, GC-MS, and 1H-NMR analyses, and relative yields were calculated from HPLC analysis.