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. 2012 Sep 16;68(37):7619–7623. doi: 10.1016/j.tet.2012.05.092

Table 1.

Bioreduction of different substrates with SYE-4 proteins

Entry Substrate Time Conv. (%)a ee (%) Abs. config. Product
Ketones
1 1a (R=2-Me) graphic file with name fx2.gif 6 h 92 52 nd 2a
2 1b (R=3-Me) 6 h nc na na 2b
3 1c graphic file with name fx3.gif 6 h nc na na 2c
4 1d (n=1) graphic file with name fx4.gif 6 h 4 rac na 2d
5 1e (n=2) 6 h 92 51 nd 2e
6 1f (n=1) graphic file with name fx5.gif 6 h 30 na na 2f
7 1g (n=2) 6 h 71 na na 2g
8 1h (+)-Carvone graphic file with name fx6.gif 1 h 100 97b 2R,5R 2h
9 1i (−)-Carvone 1 h 100 95c 2R,5S 2i
Diesters
10 1j (R=Me) graphic file with name fx7.gif 6 h 99 98 R 2j
11 1k (R=Et) 6 h 99 99 R 2k
12 1l (R=Me) graphic file with name fx8.gif 6 h 19 90 R 2j
13 1m (R=Et) 6 h nc na na 2k
Imides
14 1n (R1=Me; R2=Me) graphic file with name fx9.gif 1 h 99 99 R 2n
15 1o (R1=Me; R2=Et) 3 h 99 99 R 2o
16 1p (R1=Me; R2=Propyl) 3 h >99 99 R 2p
17 1q (R1=Me; R2=Butyl) 3 h 99 99 R 2q
18 1r (R1=Me; R2=Allyl) 3 h 99 99 R 2r
19 1s (R1=Me; R2=Bn) 3 h 99 99 R 2s
20 1t (R1=H; R2=Allyl) 1 h 99 na na 2t
21 1u (R1=H; R2=Bn) 1 h 98 na na 2u

nd=not determined; na=not applicable.

a

Conversion based on GC.

b

Diastereomeric excess (trans).

c

Diastereomeric excess (cis).