Novel selective biocatalytic deacylation studies on key precursors for bicyclonucleosides

Nucleosides Nucleotides Nucleic Acids. 2007;26(10-12):1517-21. doi: 10.1080/15257770701544302.

Abstract

Immobilized Candida antarctica lipase and Thermomyces lanuginosus lipase catalyze the deacylation of precursors of LNA analogs, 4'-C-acyloxymethyl-2',3',5'-tri-O-acyl-beta-L-threo-pentofuranosylthymine and 4-C-acyloxymethyl-3,5-di-O-acyl-1,2-O-(1-methylethylidene)-beta-L-threo-pentofuranose, respectively in a highly selective and efficient manner.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acylation
  • Ascomycota / enzymology
  • Bridged Bicyclo Compounds / metabolism*
  • Candida / enzymology
  • Catalysis
  • Enzymes, Immobilized / chemistry*
  • Fungal Proteins / chemistry*
  • Lipase / chemistry*
  • Monosaccharides / chemistry*
  • Nucleosides / biosynthesis*
  • Nucleosides / chemistry
  • Thymine / analogs & derivatives*
  • Thymine / chemistry

Substances

  • 4'-C-acyloxymethyl-2',3',5'-tri-O-acyl-beta-L-threo-pentofuranosylthymine
  • 4-C-acyloxymethyl-3,5-di-O-acyl-1,2-O-(1-methylethylidene)-beta-L-threo-pentofuranose
  • Bridged Bicyclo Compounds
  • Enzymes, Immobilized
  • Fungal Proteins
  • Monosaccharides
  • Nucleosides
  • Lipase
  • Thymine