Table 1. Initial Results of LmrR_pAF Catalyzed Formation of 3a from 1a and 2a and Control Reactions^a.

entry	catalyst	yield (%)b	ee (%)c
1	LmrR_pAF (20 μM)	42 ± 4	45 ± 0
2	LmrR (20 μM)	2 ± 0	–7 ± 0
3	LmrR_V15K (20 μM)	3 ± 0	–15 ± 0
4	LmrR_V15Y (20 μM)	2 ± 0	–11 ± 5
5	aniline (1 mM)	8 ± 0	-
6	LmrR (20 μM) + aniline (16 μM)	4 ± 0	1 ± 1
7	none	<1	-

^aReaction conditions: LmrR variants (20 μM dimer concentration) in phosphate buffer (50 mM, pH 6.5) containing NaCl (150 mM) and 8 vol % DMF, [2a] = 1 mM, [1a] = 5 mM; reaction time 16 h at 4 °C with mixing by continuous inversion in 300 μL of total volume. Reduction with NaBH₄ (60 μL, 20 mg mL^–1 in 0.5 w/v% NaOH) afforded the alcohol product 3a. For each entry, two independent experiments were conducted, each in duplicate, except entries 5 and 7 which were conducted in triplicate. Errors are the standard deviation of the results.

^bAnalytical yields determined by normal-phase HPLC (Chiralcel OJ-H) with 3-(3-hydroxypropyl)indole as internal standard.

^cEnantiomeric excess determined by chiral normal-phase HPLC (Chiralcel OJ-H), sign of the ee value refers to elution order.