Biocatalytic Strategy Towards Asymmetric β- Hydroxy Nitriles and γ-Amino Alcohols

Authors

• Randall W. Nowill, Armstrong Atlantic State UniversityFollow
• Trisha J. Patel, Armstrong Atlantic State UniversityFollow
• David L. Beasley, Armstrong Atlantic State UniversityFollow
• Jose A. Alvarez, Armstrong Atlantic State UniversityFollow
• Elizah Jackson III, Armstrong Atlantic State UniversityFollow
• Todd J. Hizer, Armstrong Atlantic State UniversityFollow
• Ion Ghiviriga, University of FloridaFollow
• Scott C. Mateer, Armstrong Atlantic State UniversityFollow
• Brent D. Feske, Georgia Southern UniversityFollow

Document Type

Article

Publication Date

1-1-2011

Publication Title

Tetrahedron Letters

DOI

10.1016/j.tetlet.2011.03.009

ISSN

0040-4039

Abstract

A library of 20 bakers’ yeast reductases, that are overexpressed in Escherichia coli, were screened against a variety of β-keto nitriles. Enzymes from the aldose reductase and the short chain dehydrogenase family displayed activity toward these substrates. All of the seven substrates were reduced with high enantioselectivities and in some cases both antipodes could be synthesized in high ees. These whole-cell reactions afforded gram quantities of asymmetric compounds that could ultimately lead to scaleable and simple synthesis to new drug analogs of serotonin reuptake inhibitors and β-adrenergic blocking agents.

Recommended Citation

Nowill, Randall W., Trisha J. Patel, David L. Beasley, Jose A. Alvarez, Elizah Jackson III, Todd J. Hizer, Ion Ghiviriga, Scott C. Mateer, Brent D. Feske. 2011. "Biocatalytic Strategy Towards Asymmetric β- Hydroxy Nitriles and γ-Amino Alcohols." Tetrahedron Letters, 52 (19): 2440-2442: Elsevier. doi: 10.1016/j.tetlet.2011.03.009 source: https://www.sciencedirect.com/science/article/pii/S0040403911003716?via%3Dihub
https://digitalcommons.georgiasouthern.edu/chem-facpubs/130

Copyright

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