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