09.12.2012 Views

Industrial Biotransformations

Industrial Biotransformations

Industrial Biotransformations

SHOW MORE
SHOW LESS

Create successful ePaper yourself

Turn your PDF publications into a flip-book with our unique Google optimized e-Paper software.

Enoyl-CoA hydratase<br />

Candida rugosa<br />

1) Reaction conditions<br />

pH: 7.2–7.5<br />

T: 30 °C – 33 °C<br />

medium: aqueous<br />

reaction type:<br />

catalyst:<br />

hydration (addition of H2O to carbon-carbon double bond)<br />

whole cells<br />

enzyme: (3S)-3-hydroxyacyl-CoA hydro-lyase (β-hydroxyacid dehydrase,<br />

acyl-CoA dehydrase, enoyl-CoA hydratase)<br />

strain: Candida rugosa IFO 0750 M<br />

CAS (enzyme): [9027–13–8]<br />

2) Remarks<br />

● The biotransformation occurs in three steps. Initially the aliphatic acid is dehydrogenated to<br />

the α,β-unsaturated acid. In a subsequent step, enantioselective acylated and hydration takes<br />

place:<br />

O<br />

OH<br />

E1 = acyl-CoA dehydrogenase<br />

E2 = enoyl-CoA hydratase<br />

Fig. 4.2.1.17 – 2<br />

3) Flow scheme<br />

Not published.<br />

1<br />

OH<br />

COOH E<br />

COOH<br />

O<br />

SCoA<br />

E1<br />

O<br />

(R)-2<br />

SCoA<br />

E2<br />

OH<br />

OH<br />

EC 4.2.1.17<br />

1 = butyric acid<br />

2 = β-hydroxy-n-butyric acid Kanegafuchi Chemical Industries Co., Ltd.<br />

Fig. 4.2.1.17 – 1<br />

468<br />

H2O<br />

O<br />

O<br />

SCoA<br />

OH

Hooray! Your file is uploaded and ready to be published.

Saved successfully!

Ooh no, something went wrong!