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Industrial Biotransformations

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Nitrile hydratase<br />

Rhodococcus rhodochrous<br />

1) Reaction conditions<br />

[1]: [104.11 g · mol –1 ]<br />

medium: aqueous<br />

reaction type: C-O bond cleavage by elimination of water<br />

catalyst: immobilized whole cells<br />

enzyme: nitrile hydro-lyase (nitrile hydratase, acrylonitrile hydratase, NHase,<br />

l-NHase, H-NHase)<br />

strain: Rhodococcus rhodochrous J1<br />

CAS (enzyme): [82391–37–5]<br />

2) Remarks<br />

● In contrast to the chemical alkaline hydrolysis of 3-cyanopyridine with 4 % by-product of nicotinic<br />

acid (96 % yield) the biotransformation works with absolute selectivity.<br />

● The same strain is used in the industrial production of acrylamide.<br />

3) Flow scheme<br />

Not published.<br />

4) Process parameters<br />

yield: 100 %<br />

selectivity: 100 %<br />

capacity: 6,000 t · a –1<br />

production site: China<br />

company: Lonza AG, Switzerland<br />

5) Product application<br />

● Vitamin supplement for food and animal feed.<br />

6) Literature<br />

N<br />

1<br />

CN<br />

E<br />

+ H 2O<br />

EC 4.2.1.84<br />

● Petersen, M., Kiener, A. (1999) Biocatalysis – Preparation and functionalization of N-heterocycles,<br />

Green Chem. 4, 99–106<br />

N<br />

2<br />

CONH 2<br />

1 = 3-cyanopyridine<br />

2 = nicotinamide = vitamin B3 Lonza AG<br />

Fig. 4.2.1.84 – 1<br />

480

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