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  Exploring the substrate scope of mutants derived from the robust alcohol dehydrogenase TbSADH

Sun, Z., Li, G., Ilie, A., & Reetz, M. T. (2016). Exploring the substrate scope of mutants derived from the robust alcohol dehydrogenase TbSADH. Tetrahedron Letters, 57(32), 3648-3651. doi:10.1016/j.tetlet.2016.06.134.

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 Creators:
Sun, Zhoutong1, Author              
Li, Guangyue1, Author              
Ilie, Adriana1, Author              
Reetz, Manfred T.2, Author              
Affiliations:
1Research Department Reetz, Max-Planck-Institut für Kohlenforschung, Max Planck Society, ou_1445588              
2Philipps-Universität Marburg, Fachbereich Chemie, ou_persistent22              

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Free keywords: Enantioselectivity Alcohol dehydrogenase Asymmetric ketone reduction Biocatalysis Directed evolution
 Abstract: Directed evolution of an enzyme as catalyst for a given stereoselective transformation provides a mutant for that particular reaction, but organic chemists need catalysts that are characterized by broad substrate acceptance. In a previous study we succeeded in evolving a set of variants of the thermally robust alcohol dehydrogenase TbSADH from Thermoanaerobacter brockii as a catalysts in the (R)- and (S)-selective reduction of tetrahydrofuran-3-one, this difficult-to-reduce compound being a sterically small substrate. These mutants were now tested in the asymmetric reduction of seven structurally unrelated and sterically more demanding substrates, including acetophenone, benzyl methyl ketone, 4-phenyl-2-butanone, and 2-oxo-4-phenyl-butanoic acid ethyl ester. The variants clearly out-perform WT TbSADH, but overly bulky substituted benzophenone derivatives are not accepted by WT or mutants.

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Language(s): eng - English
 Dates: 2016-08-10
 Publication Status: Published in print
 Pages: -
 Publishing info: -
 Table of Contents: -
 Rev. Type: Peer
 Identifiers: DOI: 10.1016/j.tetlet.2016.06.134
 Degree: -

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Title: Tetrahedron Letters
  Abbreviation : Tetrahedron Lett.
Source Genre: Journal
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Pages: - Volume / Issue: 57 (32) Sequence Number: - Start / End Page: 3648 - 3651 Identifier: ISSN: 0040-4039
CoNE: https://pure.mpg.de/cone/journals/resource/954925448772