Table 1.
Oxidation of allylic rac‐sec‐alcohols using AtBBE15 L182V variants.[a]
|
Substr. |
Variant of AtBBE15 L182V |
conv. [%] |
ee s [%][b] |
E |
|---|---|---|---|---|
|
1 a |
– [c] |
50[d] |
>99 (R) |
>200 |
|
1 a |
I409V[e] |
10 |
11 (R) |
>200 |
|
2 a |
– [c] |
55[d] |
>99 (R) |
49 |
|
2 a |
L178V/I184V[e] |
<1 |
n.d.[f] |
n.d.[f] |
|
2 a |
I409V[e] |
8 |
8 (R) |
26 |
|
3 a |
– [c] |
50 |
>99 (R) |
>200 |
|
3 a |
L178V/I184V[e] |
14 |
16 (R) |
135 |
|
3 a |
I409V[e] |
34 |
51 (R) |
>200 |
|
4 a |
– [c] |
57 |
>99 (R) |
35 |
|
4 a |
L178V/I184V[e] |
17 |
20 (R) |
102 |
|
4 a |
I409V[e] |
44 |
78 (R) |
>200 |
|
5 a |
I409V[e] |
8 |
8 (R) |
26 |
[a] Condition: KPi‐buffer (200 mM, pH 7.0) containing the oxidases (1.67 μM in case of L178V/I184V variant and 16.7 μM in case of I409V variant and AtBBE15 L182V, final concentration in 500 μL reaction volume in 4 mL glass vials), catalase from Micrococcus lysodeikticus (15 μL, 170000 U/mL), the substrate (50 mM). The reaction mixtures and blanks were shaken for 16 hours (170 rpm, 21 °C) and extracted with ethyl acetate (2×300 μL), dried with Na2SO4 and measured by GC‐FID.
[b] Ees values for 1 a were measured by using GC on a chiral phase. ees values for 2 a–5 a were measured by using HPLC using a chiral column.
[c] Contains the L182V exchange only.
[d] This substrate has already been reported with AtBBE15 L182V.8b
[e] Performed in the presence of 2 bar oxygen pressure.
[f] Not determined due to low conversion.