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Industrial Biotransformations

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Nucleosidase / Phosphorylase<br />

Erwinia carotovora<br />

HOCH2<br />

1) Reaction conditions<br />

T: 60 °C<br />

medium: aqueous<br />

reaction type: N-glycosyl bond hydrolysis / pentosyl group transfer<br />

catalyst: solubilized enzyme<br />

enzyme: purine nucleosidase / purine – nucleoside phosphorylase<br />

strain: Erwinia carotovora<br />

CAS (enzyme): [9025–44–9] / [9055–35-0]<br />

2) Remarks<br />

● The enzymes were isolated and purified from Erwinia carotovora.<br />

● Alternatively biocatalysts from Brevibacterium acetylicum and Bacillus megaterium can be used.<br />

3) Flow scheme<br />

Not published.<br />

O<br />

H<br />

N O<br />

O<br />

N<br />

HO OH<br />

H2N<br />

R<br />

1 2<br />

O<br />

4<br />

HOCH2<br />

O<br />

HO OH<br />

OPO 3-<br />

HOCH 2<br />

EC 3.2.2.1/2.4.2.2<br />

1 = R = H: uridine, R = COOH: orotidine<br />

2 = R1 = NH2, R2 = H: adenosine; R1 = O, R2 = NH2,: guanosine<br />

3 = ribose-1-phosphate<br />

4 = 1,2,4-triazole-3-carboxamide<br />

5 = ribavirin Yamasa Corporation<br />

Fig. 3.2.2.1/2.4.2.2 – 1<br />

N N N<br />

E1<br />

Purine nucleosidase<br />

- O<br />

O -<br />

P<br />

O<br />

3<br />

O -<br />

E1<br />

Purine nucleosidase<br />

Pyrimidine nucleoside phosphorylase<br />

E2<br />

- O<br />

R 2<br />

O<br />

N<br />

N<br />

HO OH<br />

N<br />

HOCH2<br />

O<br />

N<br />

O -<br />

P<br />

O<br />

O -<br />

HO OH<br />

5<br />

N<br />

CONH2<br />

N<br />

R 1<br />

N<br />

335

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