Novel selective biocatalytic deacylation studies on key precursors for bicyclonucleosides.
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.
Prasad
Ashok K
AK
Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi, India. ashokenzyme@yahoo.com
Singh
Sunil K
SK
Kalra
Neerja
N
Singhal
Nidhi
N
Wengel
Jesper
J
Parmar
Virinder S
VS
D000215:Acylation; D001203:Ascomycota / Q000201:enzymology; D001643:Bridged Bicyclo Compounds / Q000378:metabolism*; D002175:Candida / Q000201:enzymology; D002384:Catalysis; D004800:Enzymes, Immobilized / Q000737:chemistry*; D005656:Fungal Proteins / Q000737:chemistry*; D008049:Lipase / Q000737:chemistry*; D009005:Monosaccharides / Q000737:chemistry*; D009705:Nucleosides / Q000096:biosynthesis* / Q000737:chemistry; D013941:Thymine / Q000031:analogs & derivatives* / Q000737:chemistry
C527153:4'-C-acyloxymethyl-2',3',5'-tri-O-acyl-beta-L-threo-pentofuranosylthymine; C527154:4-C-acyloxymethyl-3,5-di-O-acyl-1,2-O-(1-methylethylidene)-beta-L-threo-pentofuranose; D001643:Bridged Bicyclo Compounds; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D009005:Monosaccharides; D009705:Nucleosides; D008049:Lipase; D013941:Thymine