Rational engineering of the Plasmodium falciparuml-lactate dehydrogenase loop involved in catalytic proton transfer to improve chiral 2-hydroxybutyric acid production

Int J Biol Macromol. 2021 May 15:179:71-79. doi: 10.1016/j.ijbiomac.2021.02.144. Epub 2021 Feb 22.

Abstract

l-lactate dehydrogenases (LDHs) has been widely studied for their ability to reduce 2-keto acids for the production of 2-hydroxy acids, whereby 2-hydroxybutyric acids (2-HBA) is among the most important fundamental building blocks for synthesizing pharmaceuticals and biodegradable materials. However, LDHs usually show low activity towards 2-keto acids with longer side chain such as 2-oxobutyric acid (2-OBA). Here rational engineering of the Plasmodium falciparum LDH loop with residue involved in the catalytic proton transfer was initially studied. By combining homology alignment and structure-based design approach, we found that changing the charge characteristics or hydrogen bond network interactions of this loop could improve enzymatic catalytic activities and stabilities towards 2-OBA. Compared with wild type, variant N197Dldh showed 1.15 times higher activity and 2.73 times higher Kcat/Km. The half-life of variant N197Dldh at 40 °C increased to 77.9 h compared with 50.4 h of wild type. Furthermore, asymmetric synthesis of (S)-2-HBA with coenzyme regeneration revealed 95.8 g/L production titer within 12 h for variant N197Dldh, 2.05 times higher than using wild type. Our study indicated the importance of loop with residues involved in the catalytic proton transfer process, and the engineered LDH would be more suitable for (S)-2-HBA production.

Keywords: 2-hydroxybutyric acid production; Rational engineering; Site-directed mutagenesis; l-lactate dehydrogenase; α-keto acid reduction.

MeSH terms

  • Catalysis
  • Hydroxybutyrates / chemical synthesis*
  • Hydroxybutyrates / chemistry
  • L-Lactate Dehydrogenase / chemistry*
  • L-Lactate Dehydrogenase / genetics
  • Plasmodium falciparum / enzymology*
  • Plasmodium falciparum / genetics
  • Protein Engineering
  • Protein Structure, Secondary
  • Protozoan Proteins / chemistry*
  • Protozoan Proteins / genetics

Substances

  • Hydroxybutyrates
  • Protozoan Proteins
  • L-Lactate Dehydrogenase
  • 2-hydroxybutyric acid