title: Effect of acyl chain length on selective biocatalytic deacylation on O-aryl glycosides and separation of anomers.
abstract: It has been demonstrated that Lipozyme® TL IM (Thermomyces lanuginosus lipase immobilised on silica) can selectively deacylate the ester function involving the C-5' hydroxyl group of α-anomers over the other acyl functions of anomeric mixture of peracylated O-aryl α,β-D-ribofuranoside. The analysis of results of biocatalytic deacylation reaction revealed that the reaction time decreases with the increase in the acyl chain length from C1 to C4. The unique selectivity of Lipozyme® TL IM has been harnessed for the separation of anomeric mixture of peracylated O-aryl α,β-D-ribofuranosides, The lipase mediated selective deacylation methodology has been used for the synthesis of O-aryl α-D-ribofuranosides and O-aryl β-D-ribofuranosides in pure forms, which can be used as chromogenic substrate for the detection of pathogenic microbial parasites containing glycosidases.
authors.affiliation: Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India.
authors.forename: Neha
authors.initials: N
authors.lastname: Aggarwal
authors.affiliation: Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India.
authors.forename: Anu
authors.initials: A
authors.lastname: Arya
authors.affiliation: Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India.
authors.forename: Divya
authors.initials: D
authors.lastname: Mathur
authors.affiliation: Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India.
authors.forename: Sukhdev
authors.initials: S
authors.lastname: Singh
authors.affiliation: Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India.
authors.forename: Abhilash
authors.initials: A
authors.lastname: Tyagi
authors.affiliation: Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India.
authors.forename: Rajesh
authors.initials: R
authors.lastname: Kumar
authors.affiliation: Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India.
authors.forename: Neha
authors.initials: N
authors.lastname: Rana
authors.affiliation: CFEES, Brig. S.K. Mazumdar Road, Timarpur, Delhi 110 054, India.
authors.forename: Rajendra
authors.initials: R
authors.lastname: Singh
authors.affiliation: Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India. Electronic address: ashokenzyme@yahoo.com.
authors.forename: Ashok K
authors.initials: AK
authors.lastname: Prasad
mesh_terms: D000180:Acrylic Resins / Q000737:chemistry; D000215:Acylation; D055162:Biocatalysis; D004800:Enzymes, Immobilized / Q000737:chemistry / Q000378:metabolism; D032641:Eurotiales / Q000201:enzymology; D006027:Glycosides / Q000737:chemistry / Q000378:metabolism*; D008049:Lipase / Q000378:metabolism*
chemical_list: D000180:Acrylic Resins; D004800:Enzymes, Immobilized; D006027:Glycosides; C006903:carbopol 940; C093666:Lipozyme; D008049:Lipase
keywords: Anomeric mixture; Diastereoselective deacylation; Lipozyme® TL IM; O-aryl α-D-ribofuranosides; O-aryl β-D-ribofuranosides; Peracylated O-aryl α,β-D-ribofuranosides