Industrial Biotransformations

Monooxygenase
Pseudomonas putida
● Precursor in the synthesis of glipicide, a sulfonylurea compound with hypoglycemic activity.
This generic drug is used in the control of diabetes:
6) Literature
N
N
O
NH
O O
S
NH
● Kiener, A. (1991) Mikrobiologische Oxidation von Methylgruppen in Heterocyclen, Lonza AG,
EP 0442430 A2
● Kiener, A. (1992) Enzymatic oxidation of methyl groups on aromatic heterocycles: a versatile
method for the preparation of heteroaromatic carboxylic acids, Angew. Chem. Int. Ed. Engl.
31, 774–775
● Lovisolo, P. P., Briatico-Vangosa, G., Orsini, G., Ronchi, R., Angelucci, R. (1981) Pharmacological
profile of a new anti-lipolytic agent: 5-methyl-pyrazine-2-carboxylic acid 4-oxide (Acipimox),
Pharm. Res. Comm. 13, 151–161
● Peterson, M., Kiener, A. (1999) Biocatalysis – Preparation and functionalization of N-heterocycles,
Green Chem. 2, 99–106
● Wubbolts, M.G., Panke, S., van Beilen, J. B., Witholt, B. (1996) Enantioselective oxidation by
non-heme iron monooxygenases from Pseudomonas, Chimia, 50, 436–437
● Zaks, A., Dodds, D. R. (1997) Application of biocatalysis and biotransformations to the synthesis
of pharmaceuticals, Drug Discovery Today, 2, 513–531
240
O
N
H
EC 1.14.13.X