Michael addition of imidazole with acrylates catalyzed by alkaline protease from Bacillus subtilis in organic media

Biotechnol Lett. 2004 Mar;26(6):525-8. doi: 10.1023/b:bile.0000019562.21256.39.

Abstract

A new activity of alkaline protease from Bacillus subtilis for Michael addition reactions of imidazole, 4-nitro-1H-imidazole and 2-methyl-4-nitro-1H-imidazole with acrylates and acrylic acid was investigated. The reactions were carried out in pyridine at 50 degrees C for 72 h. Five N-substituted imidazole derivatives were obtained using acrylate esters, but not acrylic acid, in yields from 62% to 76%.

MeSH terms

  • Acrylates / chemistry*
  • Bacillus subtilis / chemistry
  • Bacillus subtilis / enzymology*
  • Cysteine Endopeptidases / chemistry*
  • Imidazoles / chemistry*
  • Pyridines / chemistry*
  • Solvents

Substances

  • Acrylates
  • Imidazoles
  • Pyridines
  • Solvents
  • imidazole
  • Cysteine Endopeptidases
  • alkaline peptidase
  • acrylic acid
  • pyridine