Jump to main content
Jump to site search

Issue 8, 2012
Previous Article Next Article

Synergy between catalysts: enzymes and bases. DKR of non-natural amino acids derivatives

Author affiliations

Abstract

A double catalyst system (protease + base) is applied for the dynamic kinetic resolution (DKR) of amino acid thioesters in hydrolysis, transesterification or transamidation, allowing to obtain L-N-Boc-aminoacids, esters or amides in high yields and ee. This approach not only obviates the tedious recycling steps of the undesired remaining enantiomer, but, more importantly, the enantiomeric excess of the product (ee) is independent of the extent of conversion, and the process becomes more enantiospecific compared to a kinetic resolution. Substrates of different α-C acidity can be transformed by selecting the base of appropriate strength. Conditions have been found to extend the DKR of phenylglycine thioesters to the whole set of aminoacids thioesters fully representative of natural and non-natural amino acid structures.

Graphical abstract: Synergy between catalysts: enzymes and bases. DKR of non-natural amino acids derivatives

  • This article is part of the themed collection: Biocatalysis
Back to tab navigation

Publication details

The article was received on 23 Feb 2012, accepted on 29 Mar 2012 and first published on 23 Apr 2012


Article type: Paper
DOI: 10.1039/C2CY20106B
Citation: Catal. Sci. Technol., 2012,2, 1606-1616
  •   Request permissions

    Synergy between catalysts: enzymes and bases. DKR of non-natural amino acids derivatives

    P. D'Arrigo, L. Cerioli, S. Servi, F. Viani and D. Tessaro, Catal. Sci. Technol., 2012, 2, 1606
    DOI: 10.1039/C2CY20106B

Search articles by author

Spotlight

Advertisements