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Industrial Biotransformations

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Alcohol dehydrogenase<br />

Rhodococcus erythropolis<br />

1) Reaction conditions<br />

[1]: 0.015 M, 1.95 g · L –1 [134,18 g · mol –1 ]<br />

pH: 6.7<br />

T: 25 °C<br />

medium: aqueous<br />

reaction type: redox reaction<br />

catalyst: solubilized enzyme<br />

enzyme: alcohol-NAD + oxidoreductase (alcohol dehydrogenase)<br />

strain: Rhodococcus erythropolis<br />

CAS (enzyme): [9031–72–5]<br />

2) Remarks<br />

1 NADH+H (S)-2<br />

+<br />

NAD +<br />

EC 1.1.1.1<br />

1 = 1-phenyl-2-propanone<br />

2 = 1-phenyl-2-propanol Forschungszentrum Jülich GmbH<br />

Fig. 1.1.1.1 – 1<br />

E<br />

O OH<br />

● The cofactor regeneration is carried out with a formate dehydrogenase from Candida boidinii<br />

(FDH = formate dehydrogenase, EC 1.2.1.2) utilizing formate that is oxidized to CO 2:<br />

Fig. 1.1.1.1 – 2<br />

NAD + NADH + H +<br />

formate dehydrogenase<br />

HCOOH<br />

● This reactor concept is especially attractive for starting materials of low solubility. The starting<br />

materials are directly titrated into the aqueous phase. The process consists of three loops: I:<br />

aqueous loop with a hydrophilic ultra-filtration membrane retaining the enzymes; II: permeated<br />

aqueous reaction solution products, starting materials and cofactors are passed through<br />

the tube phase of the extraction module; III: organic solvent phase, containing extracted products<br />

and starting materials.<br />

● The charged cofactors (NAD + /NADH) remain in the aqueous loops I and II. Therefore only<br />

deactivated cofactor needs to be replaced, resulting in an economically high total turnover<br />

number (= ttn).<br />

● The extraction module consists of microporous, hydrophobic hollow-fiber membranes. The<br />

organic extraction solvent is recycled by continuous distillation. The product remains at the<br />

bottom of the distillation column.<br />

CO2<br />

157

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