Biocatalysts and methods for the synthesis of (1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine

US8932836B2 · kind B2 · utility

Assignee

• Codexis, Inc. · US

Inventors

• John Limanto · Jersey City, US
• Gregory L. Beutner · Green Brook, US
• Brendan T. Grau · Warrington, US
• Jacob Janey · New York, US
• Artis Klapars · Scotch Plains, US
• Eric R. Ashley · Fanwood, US
• Hallena Strotman · Somerville, US
• Matthew Truppo · Tinton Falls, US
• Gregory Hughes · Scotch Plains, US
• Fabien Louis Cabirol · Düsseldorf, DE
• Anupam Gohel · Bekasi, ID
• Steven J. Collier · Concord, US
• Jack Liang · San Mateo, US
• Marissa Mock · Moorpark, US
• Emily Mundorff · Garden City, US
• Scott J. Novick · Palo Alto, US
• Derek Smith · Singapore, SG

Key dates

• Filing date: Aug 8, 2011
• Grant date: Jan 13, 2015
• Expiry date: Aug 8, 2031

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C12N9/1096
• WIPO field: Biotechnology
• WIPO sector: Chemistry

Abstract

The disclosure provides transaminase polypeptides capable of converting the substrate, 2-(3,4-dimethoxyphenethoxy)cyclohexanone to the trans diastereomer product (1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine in at least a 2:1 diastereomeric ratio relative to the cis diastereomer (1R,2S)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine. The disclosure also provides polynucleotides, vectors, host cells, and methods of making and using the transaminase polypeptides in processes for preparing (1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexanamine and its analogs, which can product compounds can be further used to prepare the aminocyclohexylether compound, (3R)-1-[(1R,2R)-2-[2-(3,4-dimethoxyphenyl)ethoxy]cyclohexyl]pyrrolidin-3-ol, which is an ion channel blocker.