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Literature summary for 3.4.21.62 extracted from

  • Kim, K.; Lee, E.; Kim, C.; Park, J.; Kim, M.J.
    Ionic-surfactant-coated subtilisin activity, enantioselectivity, and application to dynamic kinetic resolution of secondary alcohols (2017), Org. Biomol. Chem., 15, 8836-8844 .
    View publication on PubMed
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Application

Application Comment Organism
synthesis the engineered enzyme displays synthetically useful enantioselectivity for most of the secondary alcohols tested. The enantioselectivity of ISCBLS is in particular good to high for m- or p-substituted 1-phenylethanols. The dynamic kinetic resolutions of these secondary alcohols by the combination of ISCBLS and a ruthenium-based racemization catalyst provide the products of (S)-configuration with good results (80-94% yield, 90-99% enantiomeric excess). Enzyme CBLS is of great use as the enantiocomplementary counterpart of (R)-selective lipase for the dynamic kinetic resolution of secondary alcohols Bacillus licheniformis

Protein Variants

Protein Variants Comment Organism
additional information ionic-surfactant-coated Bacillus licheniformis subtilisin (ISCBLS) is prepared by freeze-drying Bacillus licheniformis subtilisin with both ionic surfactant and dextrin. ISCBCL displays 9300fold enhanced activity relative to its native counterpart in the transesterificaion of N-acetyl phenylalanine ethyl ester with 1-propanol in hexane and 12800fold enhanced activity in the transesterification of trifluoroethyl butyrate with 1-phenylethanol in tetrahydrofuran Bacillus licheniformis

Organism

Organism UniProt Comment Textmining
Bacillus licheniformis
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Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1-phenylethanol + trifluoroethyl butyrate
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 Bacillus licheniformis ?
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1-propanol + N-acetyl phenylalanine ethyl ester
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 Bacillus licheniformis ?
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additional information ionic-surfactant-coated Bacillus licheniformis subtilisin (ISCBLS) is a catalyst for the dynamic kinetic resolution of secondary alcohols. The engineered enzyme ISCBCL displays 9300fold enhanced activity relative to its native counterpart in the transesterificaion of N-acetyl phenylalanine ethyl ester with 1-propanol in hexane and 12800fold enhanced activity in the transesterification of trifluoroethyl butyrate with 1-phenylethanol in tetrahydrofuran. 50 secondary alcohols are evaluated as substrates for kinetic resolution in presence of trifluoroethyl butyrate, product determination and analysis, overview. The engineered enzyme displays enantioselectivity for most of the secondary alcohols tested Bacillus licheniformis ?
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