Industrial Biotransformations

Enoyl-CoA hydratase
Candida rugosa
1 = isobutyric acid
2 = β-hydroxy-isobutyric acid
Fig. 4.2.1.17 – 1
1) Reaction conditions
pH: 7.2–7.5
T: 30 °C – 33 °C
medium: aqueous
reaction type:
catalyst:
hydration (addition of H2O to carbon-carbon double bond)
whole cells
enzyme: (3S)-3-hydroxyacyl-CoA hydro-lyase (β-hydroxyacid dehydrase,
acyl-CoA dehydrase, enoyl-CoA hydratase)
strain: Candida rugosa IFO 0750 M
CAS (enzyme): [9027–13–8]
2) Remarks
1
COOH
E
H2O
(R)-2
COOH
EC 4.2.1.17
Kanegafuchi Chemical Industries Co., Ltd.
● The biotransformation occurs in three steps. Initially the aliphatic acid is dehydrogenated to
the α,β-unsaturated acid. In a subsequent step, enantioselective acylated and hydration takes
place:
O
OH
E1 = acyl-CoA dehydrogenase
E2 = enoyl-CoA hydratase
Fig. 4.2.1.17 – 2
470
O
SCoA
E1
O
O
HO
OH
SCoA
E2
HO SCoA
O
HO OH
O