One-pot synthesis of (R)- and (S)-phenylglycinol from bio-based l-phenylalanine by an artificial biocatalytic cascade

Bioresources and Bioprocessing

Table 1 Cascade biocatalysis for conversion of L-PA 1 to 2-HAP 6 and chiral phenylglycinol 7 with the mixture of lyophilized cell-free extract^a

Entry	Sub. (mM)	Time (h)	Yield of 5 (%)^d	Yield of 6 (%)^d	Yield of 7 (%)^d	ee of 7 (%)^e
1	10^b	7	< 1	99	–	–
2	20^b	12	< 1	99	–	–
3	10^c	12	16.1	< 1	83.0	> 99 (R)
4	20^c	24	32.5	< 1	66.8	> 99 (R)
5	10^c	12	2.6	10.2	87.2	> 99 (S)
6	20^c	24	4.3	25.3	70.4	> 99 (S)

^aThe reactions were conducted in 5 mL sodium phosphate buffer (100 mM, pH 7.5)
^b The reactions containing 10–20 mM L-PA, 0.5 mM NADH, 15 mg/mL PAL, 15 mg/mL Fdc1, 15 mg/mL Pad1, 20 mg/mL SMO, 10 mg/mL SpEH, 20 mg/mL GoSCR, at 30 °C and 200 rpm for 6 h
^c The reactions containing 10–20 mM L-PA, 0.5 mM NADH, 15 mg/mL PAL, 15 mg/mL Fdc1, 15 mg/mL Pad1, 20 mg/mL SMO, 10 mg/mL SpEH, 20 mg/mL GoSCR, 15 mg/mL MVTA or 15 mg/mL BMTA, 0.1 mM PLP, (R)-MBA (15–25 mM) or L-alanine (200 mM), at 30 °C and 200 rpm for 6 h
^d Yield was determined by GC
^e ee was determined by chiral GC