Industrial Biotransformations

Subtilisin
Bacillus lentus
1 = (R,S)-2-carboethoxy-3,6-dihydro-2H-pyran
2 = (R)-2-carboethoxy-3,6-dihydro-2H-pyran
1) Reaction conditions
[1]: [156.18 g · mol –1 ]
pH: 7.0–8.0
T: 20–30 °C
medium: aqueous, phosphate buffer
reaction type: hydrolysis
catalyst: solubilized enzyme
enzyme: subtilisin protease ChiroCLECTM –BL
(Bacillus lentus subtilisin protease formulation, ca. 5 % solution of the enzyme)
strain: engineered Bacillus lentus
CAS (enzyme): [9014-01-1]
2) Remarks
● The engineered Bacillus lentus subtilisin is a serine protease.
● Work-up of the product is simple: after the reaction, toluene is added and product is extracted
and recovered.
● Low cost of the enzyme also eliminates the need for its recovery and reuse, thus making this
resolution an easy process to scale-up.
3) Flow scheme
Not published.
4) Process parameters
conversion: 42.5–52 %
yield: 35–40 % (recovery)
ee: ≥ 99.5 %
chemical purity: > 97 %
reactor type: batch
reactor volume: 1 L
O
O
OEt
1
2
EC 3.4.21.62
3 = (S)-2-carboethoxy-3,6-dihydro-2H-pyran PGG Industries
Fig. 3.4.21.62 – 1
E1
O
O
OEt
+
O
O
3
OH
371