Transamination of 1-phenylacetone (7a) and the corresponding 3,4-disubstituted derivatives (7b–d) mediated by (R)-selective TAsa.
Entry | Substrate | Enzyme | Conversion [%] | ee [%] |
---|---|---|---|---|
1 | 7a | ArR-TA | 88.9 | >99 (R) |
2 | AtR-TA | 76.2 | >99 (R) | |
3 | ArRm-TA | 62.2 | 84.9 (R) | |
4 | 7b | ArR-TA | 88.0 | >99 (R) |
5 | AtR-TA | 69.1 | >99 (R) | |
6 | ArRm-TA | 23.4 | 88.5 (R) | |
7 | 7c | ArR-TA | 88.5 | >99 (R) |
8 | AtR-TA | 68.7 | >99 (R) | |
9 | ArRm-TA | 21.1 | 85.4 (R) | |
10 | 7d | ArR-TA | 89.0 | >99 (R) |
11 | AtR-TA | 70.5 | >99 (R) | |
12 | ArRm-TA | 35.7 | 92.7 (R) |
Reaction conditions: immobilised whole-cell TA biocatalyst (20 mg), 7a–d (10 mM), sec-butylamine 12 (100 mM), PLP (1 mM), sodium phosphate buffer (100 mM, pH 7.5), DMSO (5 v/v%), 30 °C, 24 h.