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Industrial Biotransformations

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Glutamate dehydrogenase / Glucose 1-dehydrogenase<br />

Beef liver / Bacillus megaterium<br />

4) Process parameters<br />

yield: 91–97 %<br />

optical purity > 99 %<br />

reactor type: batch<br />

capacity: preparative scale<br />

company: Bristol-Myers Squibb, USA<br />

5) Product application<br />

● l-6-hydroxynorleucine is a chiral intermediate useful for the synthesis of vasopeptidase inhibitor<br />

now in clinical trials and for the synthesis of C-7 substituted azepinones as potential intermediates<br />

for other antihypertensive metalloproteinase inhibitors.<br />

6) Literature<br />

EC 1.4.1.3 / 1.1.1.118<br />

● Patel, R.N. (2001) Enzymatic synthesis of chiral intermediates for Omapatrilat, an antihypertensive<br />

drug, Biomol. Eng. 17, 167–182<br />

● Patel, R.N. (2001) Enzymatic synthesis of chiral intermediates for drug development, Adv.<br />

Synth. Catal. 343, (6-7) 527–546<br />

● Hanson, L.R., Schwinden, D.M., Banerjee, A., Brzozowski, D.B., Chen, B.-C., Patel, B.P.,<br />

McNamee, C.G., Kodersha, G.A., Kronenthal, D.R., Patel, R.N., Szarka, L.J. (1999) Enzymatic<br />

synthesis of L-6-hydroxynorleucine, Bioorg. Med. Chem. 7, 2247–2252<br />

202

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