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Industrial Biotransformations

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Naphthalene dioxygenase<br />

Pseudomonas putida<br />

glucose<br />

● Alternatively a toluene oxidase from Pseudomonas mendocina KR-I mutant strains can be used<br />

for the oxidation of indole to indole-3-ol:<br />

3) Flow scheme<br />

Not published.<br />

N<br />

H<br />

4) Process parameters<br />

reactor type: batch<br />

company: Genencor International, Inc., USA<br />

5) Product application<br />

OH<br />

OH<br />

N<br />

H<br />

1 = L-tryptophan<br />

2 = 1H-indole<br />

3 = 2,3-dihydro-1H-indole-2,3-diol<br />

4 = 1H-indole-3-ol<br />

5 = indigo<br />

Fig. 1.13.11.11 – 4<br />

Fig. 1.13.11.11 – 5<br />

NH 2<br />

COOH<br />

L-1 2<br />

spontaneous<br />

3 4 5<br />

1 = 1H-indole<br />

2 = 1H-indole-3-ol<br />

N<br />

H<br />

tryptophanase<br />

EC 1.13.11.11<br />

● Indigo is an important brilliant blue pigment used extensively in the dyeing of cotton and<br />

woollen fabrics.<br />

N<br />

H<br />

OH<br />

air<br />

N<br />

H<br />

O<br />

N<br />

H<br />

naphthalene<br />

dioxygenase<br />

E1 E2<br />

E<br />

toluene<br />

monooxygenase<br />

+ 1 / 2 O 2<br />

1 2<br />

N<br />

H<br />

OH<br />

H<br />

N<br />

O<br />

223

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