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Industrial Biotransformations

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HOOC<br />

HO<br />

HOOC<br />

O<br />

NH 2<br />

NH 2<br />

O<br />

chemical<br />

O<br />

H<br />

N<br />

H<br />

N<br />

O<br />

glutaryl amidase<br />

H 2N<br />

O<br />

O<br />

1.2 From Gastric Juice to SweetzymeT – The History of Enzymatic <strong>Biotransformations</strong><br />

N<br />

N<br />

cephalosporin C<br />

glutaryl-7-ACA<br />

O<br />

7-ACA<br />

H<br />

N<br />

O<br />

N<br />

H 2 N<br />

O<br />

+ H 2O 2<br />

– CO 2<br />

– NH 3<br />

N<br />

S<br />

S<br />

S<br />

S<br />

– HO<br />

COOH<br />

COOH<br />

E<br />

N<br />

2<br />

COOH<br />

COOH<br />

S<br />

O<br />

O<br />

COOH<br />

O<br />

O<br />

O<br />

O<br />

HO<br />

O<br />

O<br />

O<br />

O<br />

O<br />

OH<br />

E<br />

O<br />

H<br />

N<br />

O<br />

Fig. 1.27 Two-step process for production of 7-ACA<br />

from cephalosporin C.<br />

O 2<br />

N<br />

S<br />

COOH<br />

Fig. 1.28 Flow-scheme for the production of 7-ACA. Production<br />

carried out at Asahi Chemical Industry (E 1 = d-amino acid oxidase;<br />

E 2 = glutaryl amidase).<br />

O<br />

O<br />

1<br />

O<br />

O<br />

21

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