An analytical-scale studies on stereoselective reduction of 2-(3-chloro-2-oxopropyl)-1H-isoindole-1,3(2H)-dione (12, 10 mM) with different biocatalysts after 48 h.

Entry	Biocatalysta	Strain	Conv.b [%]	eepc [%] (config.d)
1	Komagataella phaffi/Pichia pastoris	ATCC 76273	0	N.D.e
2	Pseudomonas sp.	DSM 6978	14	N.D.e
3	Arthrobacter sp.	DSM 7325	89	71 (R)
4	Isolate Actinomyces sp. SRB-AN040	FCC025	>99	68 (R)
5	Isolate Actinomyces sp. SRB-AN053	FCC027	0f	N.D.e
6	Isolate Actinomyces sp. ARG-AN024	FCC014	75	66 (R)
7	Isolate ARG-AN025	FCC015	97	35 (R)
8	Isolate USA-AN012	FCC021	96	60 (R)
9	E. coli/RasADH	—g	53f	N.D.e
10	E. coli/SyADH	—g	<5	N.D.e
11	E. coli/ADH-A	—g	30f	N.D.e
12	E. coli/LB-ADH	—g	<5	N.D.e
13	E. coli/Lk-ADH	—g	13	N.D.e
14	E. coli/Lk-ADH Prince	—g	83	94 (S)
15	E. coli/Lk-ADH-Lica	—g	>99	>99 (S)

^aReaction conditions: lyophilized biocatalyst (10 mg), 20 mM glucose, 0.5 mM NADH, 0.1 M Tris–HCl buffer (pH 7.5)/2-PrOH (500 μL, 90 : 10, v/v), DMSO (5% v/v), 48 h, 30 °C, 250 rpm (laboratory shaker).

^bConversion (%) (i.e., consumption of substrate 12) and products yields (i.e., formation of non-rac-4) were determined by GC and HPLC (for confirmation) analyses using the calibration curve.

^cDetermined for non-rac-4 by HPLC analysis on a chiral stationary phase.

^dAbsolute configuration of non-rac-4 established by comparison of HPLC picks elution order with enantiomeric standards. Major enantiomer is shown in parentheses.

^eNot determined.

^fA complex mixture of several products was observed, including the starting material 12 and the product non-rac-4.

^gReaction conducted without glucose.