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Industrial Biotransformations

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Aldehyde reductase<br />

Escherichia coli<br />

1 = ethyl-4,4,4-trifluoracetoacetate<br />

2 = (R)-ethyl-4,4,4-trifluoro-3-hydroxybutanoate<br />

Fig. 1.1.1.2 – 1<br />

1) Reaction conditions<br />

[1]: [184.11 g · mol –1 ]<br />

medium: two-phase system: water / butyl acetate<br />

reaction type: redox reaction<br />

catalyst: whole cells<br />

enzyme: aldehyde reductase<br />

enzyme: glucose dehydrogenase<br />

strain: Escherichia coli JM109<br />

2) Remarks<br />

● The production strain contains two plasmids. One carries the aldehyde reductase gene from<br />

Sporobolomyces salmonicolor, which catalyzes the reduction step. The second one contains a glucose<br />

dehydrogenase gene from Bacillus megaterium, which enables cofactor regeneration of<br />

NADPH from NADP.<br />

● The production strain is grown at 22 °C to avoid formation of inclusion bodies. Cells are harvested,<br />

washed and stored frozen until use.<br />

● The process is carried out in a water / butyl acetate two-phase system to avoid inhibition of the<br />

reductase by the substrate and product.<br />

3) Flow scheme<br />

Not published.<br />

1 2<br />

4) Process parameters<br />

yield: 50 %<br />

ee: 99 %<br />

company: Lonza, Switzerland<br />

174<br />

F 3C<br />

O<br />

CO 2Et<br />

E<br />

NADPH + H + NADP +<br />

F 3C<br />

OH<br />

CO 2Et<br />

EC 1.1.1.2<br />

Lonza

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