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Industrial Biotransformations

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d-Sorbitol dehydrogenase<br />

Gluconobacter oxydans ATCC621<br />

4) Process parameters<br />

conversion: 100 %<br />

yield: about 58 %<br />

reactor type: batch<br />

reactor volume: 5500 L<br />

capacity: 700 kg of product in 48 h<br />

production site: St. Louis, MO, USA<br />

company: Pfizer Inc., USA<br />

5) Product application<br />

● N-Butyldesoxynojirimycin (N-butyl DNJ) is an inhibitor of glycosidase activity, and as such was<br />

clinically evaluated by Pharmacia R&D as a potential therapeutic agent against retroviral infections,<br />

in particular acquired immune deficiency syndrome (AIDS).<br />

● The activity of this compound was determined in vitro to prevent infection of H9 cells by the<br />

AIDS virus.<br />

● At least four processes were given extensive consideration, three of which combined bioprocess<br />

technology with chemical synthesis.<br />

● A novel, high-efficiency process based on the selective microbial oxidation of N-butylglucamine<br />

to an intermediate suitable for reduction to N-butyldeoxynojirimycin was selected as the<br />

best available technology for scale-up.<br />

6) Literature<br />

EC 1.1.99.21<br />

● Landis, B.H., McLaughlin, J.K., Heeren, R., Grabner, R.W., Wang, P.T. (2002) Bioconversion of<br />

N-butylglucamine to 6-deoxy-6-butylamino sorbose by Gluconobacter oxydans, Org. Proc. Res.<br />

Dev. 6, 547–552<br />

186

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