A study towards efficient L-threonine aldolase-catalyzed enantio- and diastereoselective aldol reactions of glycine with substituted benzaldehydes: biocatalyst production and process development

作者:Baer Katrin; Dueckers Nina; Rosenbaum Thorsten; Leggewie Christian; Simon Sabine; Krausser Marina; Osswald Steffen; Hummel Werner*; Groeger Harald
来源:Tetrahedron: Asymmetry , 2011, 22(9): 925-928.
DOI:10.1016/j.tetasy.2011.04.016

摘要

The development of aldol reactions of glycine with substituted benzaldehydes in the presence of recombinant L-threonine aldolases from Escherichia coli or Saccharomyces cerevisiae, which were obtained with excellent overexpression data, has been carried out. When using glycine and ortho-chlorobenzaldehyde, a high conversion of >95%, an enantioselectivity of >99% ee, and a diastereoselectivity with d.r.(syn/anti) = 80:20 was obtained for the resulting beta-hydroxy alpha-amino acid in such a biotransformation. It should be noted that this enzymatic process can be conducted at an elevated substrate concentration of 250 mM.

  • 出版日期2011-5-15