Industrial Biotransformations

d-Amino acid oxidase
Trigonopsis variabilis ATCC 10679
HO
1) Reaction conditions
[1]: 0.05 M, 7.34 g · L –1 [147.17 g · mol –1 ]
pH: 7.0
T: 28 °C
medium: 50 mM potassium phosphate buffer
reaction type: oxidative deamination
catalyst: whole cells
enzyme: d-amino acid oxidase
enzyme: catalase
strain: Trigonopsis variabilis ATCC 10679
CAS (enzyme): [9000-88-8]
2) Remarks
● Racemic 6-hydroxynorleucine is produced by hydrolysis of commercially available 5-(4-hydroxybutyl)hydantoin.
● d-amino acid oxidase has been used to convert the d-amino acid into the ketoacid, leaving the
l-enantiomer, which was isolated by ion exchange chromatography.
3) Flow scheme
Not published.
1 2
1 = (rac)-6-hydroxynorleucine
2 = 2-keto-6-hydroxyhexanoic acid, sodium salt
3 = L-6-hydroxynorleucine
Fig. 1.4.3.3 – 1
NH 2
O
OH
E1
O 2
HO
O
O
O - Na +
+
HO
E2
EC 1.4.3.3
3
NH 2
O
+H 2O 2
+NH 3
H 2O + O 2
OH
Bristol-Myers Squibb
211