Industrial Biotransformations

Glutaryl amidase
Pseudomonas sp.
HO
O
1) Reaction conditions
[1]: 0.026 M, 10 g · L –1 [386.38 g · mol –1 ]
pH: 7.5 – 8.5
T: 30 °C
medium: aqueous
reaction type: carboxylic ester hydrolysis
catalyst: immobilized enzyme
enzyme: ω-amidodicarboxylate amidohydrolase (ω-amidase, α-keto acid-ω-amidase)
strain: Pseudomonas GK-16
CAS (enzyme): [9025–19–8]
2) Remarks
O
H
N
O
1 = glutaryl-7-ACA
2 = 7-aminocephalosporanic acid
Fig. 3.1.1.41 – 1
N
S
COOH
● Second step of the 7-aminocephalosporanic acid process; for the first step see page 209.
● The glutaryl amidase is immobilized by adsorption onto a porous styrene anion-exchange resin
and subsequent crosslinking with 1 % glutaraldehyde.
● The liberated glutaric acid is an inhibitor of the glutaryl amidase and additionally lowers the
pH. Therefore the pH is controlled by an autotitrator.
● The process is started at 15 °C. To compensate enzyme deactivation during the production, it is
gradually increased to 25 °C. After 70 cycles the enzyme is replaced.
● The reaction solution circulates at the rate of 10,000 L · h –1 .
O
O
HOOC COOH +
EC 3.1.1.41
● Here an existing chemical process has been replaced by an enzymatic process due to environmental
reasons.
330
1
E
H2N
O
N
S
COOH
Toyo Jozo Co.
Asahi Kasei Chemical Co. Ltd.
2
O
O