Arthrobacter sp. lipase immobilization for preparation of enantiopure masked beta-amino alcohols

Bioorg Med Chem. 2009 Jan 1;17(1):29-34. doi: 10.1016/j.bmc.2008.11.023. Epub 2008 Nov 18.

Abstract

Recent reports on immobilization of lipase from Arthrobacter sp. (ABL, MTCC 5125; IIIM isolate) on insoluble polymers have shown altered properties including stability and enantioselectivity. Present work demonstrates a facile method for the preparation of enantiopure beta-amino alcohols by modulation of ABL enzyme properties via immobilization on insoluble as well as soluble supports using entrapment/covalent binding techniques. Efficacies of immobilized ABL on insoluble supports prepared from tetraethylorthosilicate/aminopropyltriethoxy silane and soluble supports derived from copolymerization of N-vinyl pyrrolidone-allylglycidyl ether (ANP type)/N-vinyl pyrrolidone-glycidyl methacrylate (GNP type) for kinetic resolution of masked beta-amino alcohols have been studied vis-à-vis free ABL enzyme/wet cell biomass. The immobilized lipase on different insoluble/soluble supports has shown 21-110 mg/g protein binding and 30-700 U/g activity for hydrolyzing tributyrin substrate. The findings have shown a significant enhancement in enantioselectivity (ee 99%) vis-à-vis wet cell biomass providing ee 70-90% for resolution of beta-amino alcohols.

MeSH terms

  • Amino Alcohols / chemical synthesis*
  • Arthrobacter / enzymology*
  • Biomass
  • Enzyme Stability
  • Enzymes, Immobilized
  • Hydrolysis
  • Lipase / metabolism*
  • Methods
  • Stereoisomerism
  • Triglycerides

Substances

  • Amino Alcohols
  • Enzymes, Immobilized
  • Triglycerides
  • Lipase
  • tributyrin